Exploring San Gimignano in Tuscany

San Gimignano is Tuscany’s city of towers and an entrancing place that I never tire of exploring. I’ve visited San Gimignano numerous times and even set my first novel there (The Towers of Tuscany).

Yes, plenty of crowds surge through San Gimignano, especially on hot summer days. You’ll also find loads of tourist dreck in the shops. But unlike some of Italy’s most visited cities (think Florence!), San Gimignano manages to retain its medieval charm.

I’ve nowhere near stopped loving it!

San Gimignano Snapshot

Even if you visit San Gimignano on the most tourist-heavy days, you need only walk a few paces away from the main thoroughfare (Via San Giovanni) to find yourself virtually alone in a quiet back street. Hear birds twittering and watch an old guy sweeping his front stoop.

The small side streets in San Gimignano are quiet and crowd-free.
The small side streets in San Gimignano are quiet and crowd-free.

The heaving, sweating, shopping masses of humanity packing the piazzas and dripping gelato on the cobblestones are a distant memory.

Map of San Gimignano

Here’s a map of San Gimignano. It’s a very small and walkable city. You can cross it from gate to gate in about fifteen minutes.

Trip map created using Wanderlog, a road trip planner app on iOS and Android

Welcome to the 14th Century

You’re in the 14th century! Your long gown swishes around your legs, you listen for the bells that divide your days and regulate your life.

If you’re a woman, you might be on your way to the baker for a loaf of fresh bread or to the church to make confession. If you’re a man, you could be meeting a kinsman to settle a festering vendetta or to chat with a fellow guild member about the crocus trade.

In the Middle Ages, much of San Gimignano’s wealth came from the cultivation of saffron from the stamens of crocuses. Also lucrative was textile manufacturing and the production of Vernaccia, a lovely white wine still produced today (it’s very good!).

Walk up to the ruined fortezza. There, you’ll not only rarely find many tourists, you’ll enjoy this stunning view of the towers of San Gimignano.

When you walk the back streets of San Gimignano in the 21st century, you’re only an ounce of imagination away from the Middle Ages.

View of the city of San Gimignano, Italy
View of the city of San Gimignano, Italy

The Towers of San Gimignano

San Gimignano is called the Tuscan city of towers because 14 medieval towers are still standing. In its heyday in the 14th century, over 72 towers dominated San Gimignano’s skyline.

Why So Many Towers?

Every medieval city had towers back in the day, but San Gimignano is unique because so many of its towers remain. Why so many towers? We can safely assume that the medieval merchants didn’t build them to give 21st-century tourists something to point their iPhones at.

Wealthy citizens frequently competed with each other to build the tallest towers above their homes. In fact, the Podesta passed a law prohibiting any private citizen from building a tower higher than the Torre Grossa, the municipal hall which survives to this day.

The citizens of San Gimignano were a bellicose lot who sometimes attacked and destroyed towers belonging to their rivals. The family feuds that form the basis of the Romeo and Juliet story were definitely not fiction. Vendetta and its accompanying violence were the all-too-common ways to resolve differences.

History of San Gimignano

The Etruscans first settled San Gimignano in the 4th century BC. Significant growth did not occur until 1000 to 1200. Thanks to its proximity to the Via Francigena, a major route across Italy, San Gimignano was an important stopover for travelers, pilgrims, and merchants. The town became steadily more prosperous until it declared itself a free Commune in 1199.

In 1300, Dante Alighieri came to San Gimignano, and in 1317 the famous painter Lippo Memmi opened a workshop. With his father, Lippo Memmi painted a fresco cycle in the town hall that you can see today. I include the frescoes in my post on Art Masterpieces in Tuscany You Don’t Want to Miss and below – see Frescoes, Frescoes, and More Frescoes.

San Gimignano prospered until the mid-14th century when in 1348 it was devastated by the plague, also known as the Black Death. More than half of the population died in a six-month period.

Following the pestilence that also ravaged most of western Europe, San Gimignano never recovered its former glory and at the end of the 14th century was finally obliged to submit to Florentine rule.

The town’s website provides an excellent overview of San Gimignano’s rise and fall over the centuries.

What To See in San Gimignano

San Gimignano’s main attraction is the town itself–the cobbled streets, the towers, the Tuscan ambience. But you’ll also find several worthwhile attractions to explore, including my favorite, San Gimignano 1300.

San Gimignano 1300

The San Gimignano 1300 (#1) museum contains an amazing scale model of San Gimignano as it appeared in the year 1300 with its 72 towers intact.

Not long after I started my novel, The Towers of Tuscany, about a woman painter in the 14th century, I came across the website for San Gimignano 1300. I could not believe my luck! Someone had very thoughtfully recreated the entire city in which much of the novel’s action takes place.

I had to see it! A few months after I found San Gimignano 1300 on the web, I was there in person. Few things get in the way of an historical novelist on a research warpath!

A portion of the scale model of San Gimignano at San Gimignano 1300
A portion of the scale model of San Gimignano at San Gimignano 1300

San Gimignano 1300 moved to a smaller venue a few years after I first saw it. The model is now divided into two sections, but you still get a good sense of how the city must have looked in 1300.

The staff at San Gimignano 1300 are lovely. I’ve returned several times in the last few years to replenish their supply of The Towers of Tuscany.

With the manager of San Gimignano 1300 where The Towers of Tuscany is available
With the manager of San Gimignano 1300 where The Towers of Tuscany is available

Frescoes, Frescoes, and More Frescoes

Unlike many Italian towns, San Gimignano is stuck in a medieval time warp. Most of the best art was created during the Middle Ages rather than the Renaissance. I’m a medieval girl at heart and prefer the flatter, more stylized work of the medieval painters to the florid, somewhat over-produced paintings of the Renaissance.

Museo Civico

The first stop for art lovers should be the frescoes in the Museo Civico. Painted by Memmo de Filippuccio and his son Lippo Memmi in 1317, the frescoes portray scenes of everyday life. Such scenes were a rarity at a time when the vast majority of frescoes and paintings depicted religious subjects.

I like best the two scenes showing a newly married couple first enjoying a communal bath together (ooh la la) and then climbing into bed.

Detail from a fresco by  Memmo de Filippuccio & Lippo Memmi in the Museo Civico in San Gimignano
Detail from a fresco by Memmo de Filippuccio & Lippo Memmi in the Museo Civico in San Gimignano

The scene depicting the couple getting into bed shows them as naked. While researching The Towers of Tuscany, I learned that people often slept naked to get a break from the wee beasties that infested their heavy gowns. Also, I imagine that summers in San Gimignano were as hot in the 14th century as they are today.

Another fabulous fresco in the Museo Civico is The Maestà by Lippo Memmi. Commissioned in 1317, the fresco is said to have been inspired by Simone Martini’s Maestà from the Palazzo Pubblico in Siena. The fresco shows Mary seated on a throne surrounded by adoring saints and angels.

Frescoes in the Duomo

Other frescoes worth seeing in San Gimignano cover the walls of the Duomo (#2) in the Piazza Duomo in the town center. One set, painted by Bartolo di Fredi in 1356, depicts scenes from the Old Testament. I particularly like the figure of Noah lying drunk on the ground, his gown open to reveal that he is definitely not wearing his boxer shorts. There’s nothing new under the sun!

Another set of frescoes depicting Hell was painted by Benozzo Gozzoli in 1465. The frescoes are terrifyingly realistic. You might want to avoid them if you’re traveling with children.

Torre Grossa

The tallest tower in San Gimignano, at 54 meters (178 feet), is the Torre Grossa (#3), part of the Palazzo Comunale where the Museo Civico is housed. It’s worth the effort to climb to the top and see the stunning view. If it’s a fine day, go early or late to avoid the crowds.

Torre Grossa in San Gimignano, Tuscany, Italy
Torre Grossa in San Gimignano, Tuscany, Italy

San Gimignano at Night

Ahhhh….! The tour buses have puffed their way down the hill, the shops are shuttered, and peace descends. Thanks to floodlit towers, the darkness never gets close to the black intensity of the olden days, but your imagination can still get a workout.

Enjoy a lovely meal at one of San Gimignano’s restaurants and then walk off the pasta and wine with a stroll through the quiet piazzas. The later it gets, the quieter the streets become. And, unlike in the 14th century, walking the streets of San Gimignano after dark is not dangerous. No assassins are intent on revenging a vendetta; no watchmen are standing by to clamp into irons people ignoring curfews.

Some guides to San Gimignano mention the two torture museums. I don’t get the point of these sensationalist “attractions” and avoid them at all costs.

Yes, we know punishments were harsh in the Middle Ages. They’re no picnic nowadays in many parts of the world, but I doubt we help matters much by ogling gruesome displays of pain. I say don’t give them your euros.

You should stay in San Gimignano for at least two days and one night. Most bus tours pop in and out for a few hours, staying just long enough for people to sip a cappuccino, climb a tower, and go shopping.

If you really want to experience San Gimignano, stay a while, preferably at one of the lovely hotels in the nearby countryside.

Piazza della Cisterna in San Gimignano at night
Piazza della Cisterna in San Gimignano at night

For accommodation recommendations, see Where to Stay in Italy.

The Towers of Tuscany

San Gimignano is one of two main settings in my novel, The Towers of Tuscany. Here’s what my main character, Sofia Carelli, thinks about San Gimignano after an afternoon spent painting in secret at the top of one of the towers:

Sofia pushed back from the table and rose to her feet. Massaging with one hand a knot in her shoulder, she stepped to the narrow window. Between the two closest towers, the countryside beyond the town was just visible as a slit of green and gold.

The commune of San Gimignano fairly bristled with towers. Just the other day, Sofia had counted more than seventy. Day after day, the pounding and clanging of endless construction filled the air, along with dust so thick that on windless afternoons citizens squinted across the Piazza della Cisterna.

When to Visit

The best times to visit San Gimignano are late spring when the surrounding countryside is drenched in the freshest greens imaginable and in September/October when golden light and crisp days make sightseeing a pleasure.

Just remember to take along a rain jacket and a sweater.

Tours to San Gimignano

Here are some tours that include San Gimignano. If you’re short on time, then taking a tour that drops you at the gates of this enchanting city is certainly better than not visiting at all!

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Woman sitting on a balcony overlooking an Italian city - example of hotel accommodations in Italy

Recommended Places to Stay in Italy That Will Make Great Memories

I’ve had great luck finding marvelous places to stay in Italy. Hotel proprietors are friendly, and these days almost all of them speak English.

In this post, I provide general tips about accommodations in Italy and list hotels I recommend.

Choosing a Room

To Book or Not to Book?

I book almost all the hotels on my itinerary before I leave home so I know I’ll have places to stay in every location. While traveling, I sometimes change bookings to follow a new route or in response to hearing about a cool location I hadn’t known about.

TIP: Stay flexible when you travel. You never know when you might meet someone who recommends a festival or event or exhibition. More than once, I’ve altered an itinerary to attend a special exhibition or visit a new attraction.

Choose a hotel booking site that allows you to book and then cancel hotel reservations as your itinerary changes. Most sites offer you a no-cancellation option at a lower price. I never choose the no-cancellation price unless I’m 100% sure I’ll be staying at the hotel. For example, I’ll select the no-cancellation price for hotels I’m staying at in the cities I fly into and depart from because I know those locations won’t change.

But overall, stay flexible. I’ve learned from experience that sticking to a rigid itinerary with no-cancellation accommodations can end up costing you more money than you save.

Breakfasts – Prima Colazione

Breakfasts in Italy usually consist of scrumptious pastries, fresh fruit, dry cereal, cold meats and cheeses, and coffee. I only eat the hotel breakfast if it’s included in the room rate or if I didn’t get a chance to buy food before checking in.

Buffet breakfast at an Italian hotel
Buffet breakfast at an Italian hotel

If hotel breakfasts cost extra (and the cost can be exorbitant), I buy yogurt and fruit at a local grocery store and then go to a bar or café for my morning cappuccino.

Location

In Italy in particular, I only stay in the center of a town or city if I’m not driving. As I’ve mentioned elsewhere, driving into medieval hill towns can be a nightmare, and driving into cities like Rome is definitely not recommended!

A great advantage of traveling in Italy by public transit is that you can choose to stay in picturesque and historic town centers (centros). Grab a taxi from the train station and let your driver negotiate the tiny cobbled alleyways while you enjoy watching the passing throngs and imagining yourself back in the Middle Ages.

Tips for Drivers in Italy

When driving in Italy, I book places on the outskirts of the town or city and then take trams or taxis into the centro for sightseeing. In rural areas, like Tuscany and Umbria, I always book places located in the gorgeous countryside so I can take walks and, if it’s hot, enjoy a dip in the pool.

When selecting a hotel outside a city, I usually opt for a modern business hotel that includes free parking. Chains such as NH, Blu, and Best Western are generally reliable.

TIP: For a taste of la dolce vita, consider booking an agriturismo property for a week or more in a rural area. Attached to a working farm or vineyard, these properties provide you with opportunities to meet local families and to sample local food.

Star Rating

Over the years, I’ve stayed in many clean and well-run budget hotels in Italy, but these days I favor three- or four-star properties because I appreciate amenities such as elevators, air conditioning, parking, bathtubs, and in-room WIFI.

I also like larger rooms. Check the square meterage of the room. Anything under 15 square meters will be small, with a child-size shower stall and barely enough room to wedge your suitcase against the wall.

Reviews – Should You Care?

Yes, I pay attention to reviews. If a property’s aggregate review is under 8.0 out of a possible 10, I usually pass. Sometimes the difference between a property with a 9.6 review and one with an 8.2 review is only a few euros, and yet the quality of the higher-rated property makes the extra money worth spending.

You have to take reviews with a grain of salt, however. Just because a property has a score of 9.8 doesn’t meant it’s five-star luxury. Check the star rating, remember that a 9.8 score for a two-star hotel is not the same as a 9.8 for a four-star, and proceed accordingly.

TIP: Read reviews on a few sites, such as booking.com and TripAdvisor. I take my time when booking accommodations in Italy and elsewhere to make sure I’m getting the best value for my travel dollar.

Accommodation Options by Region

To help you plan your Italy getaway, here are my recommendations. For each destination, I describe properties I’ve stayed in along and suggest alternate properties that look good.

You can click the link to the hotel to make a reservation with booking.com.

Northern Italy

Turin

The Parco Hotel Sassi, located 4 kilometers from Turin, worked well for us when we were driving from France to Italy. We checked the pictures of the hotel and noted it was surrounded by the greenery of the Po Natural Park. When booking hotels on the outskirts of a town, make sure you don’t end up in a dreary suburb. Parco Hotel Sassi is situated in an attractive area outside of Turin.

We appreciated the large rooms, beautiful grounds, and proximity to a family restaurant that served one of the best meals we’ve had in Italy. We left the car in the free car park and hopped the tram to get into Turin.

On another trip to Turin, we stayed in an apartment in the heart of the city. This was a great choice because we were staying in Turin for ten days and wanted to be able to walk everywhere. We parked our car in an underground lot nearby.

Called the Casa Vittoria, the two-0bedroom, well-appointed apartment was great value and in an excellent location for exploring lovely Turin.

Milan

I can’t recommend the nondescript 3-star hotel we stayed in while visiting Milan a few years ago. It was located near the train station and was a bit on the dark and small side. I don’t recommend getting places too close to the train station in big cities. In my experience, such hotels tend to be rather soul-less!

I’ve provided two options located in the lively center of Milan for travelers who are not traveling by car (take a taxi from the train station). If you are traveling by car, check the maps and select a hotel located near the main highway of your route into the city. Note that Milan is not as crazy to drive in as, say, Rome. However, it is a big city, and, as a rule, steering clear of big cities is the less stressful option. After all, you’re on vacation!

I once stayed in a teeny tiny room in a business hotel near Malpensa airport, but I can’t recommend it unless you have an early flight to catch.

In central Milan, Antica Locanda Dei Mercanti looks like an excellent, relatively high-end choice located close to the Sforza Castle and featuring terraces and views. The reviews are excellent, and the rooms appear quite spacious. The hotel includes an airport shuttle, but parking is €38 a day so probably not the best choice for drivers.

Also in central Milan, Hotel Gran Duca Di York is a three-star hotel in an excellent location near the Duomo. Ratings are good, although room sizes are not specified for all room types, and some look small. However, the price is reasonable, considering it’s Milan..

Have a look at the map below for additional accommodation options in Milan.



Booking.com

Bolzano

The Hotel Magdalener-Hof, high on a hill above Bolzano, was a perfect stop for us when we were en route to Venice after crossing into Italy through the Brenner Pass from Austria. We had a dip in the pool overlooking the view and then caught the local bus into Bolzano to wander its colorful streets before enjoying dinner at a restaurant on the town square. At the end of the evening, we grabbed a taxi back to the hotel for about €5–much easier and less stressful than driving into town and looking for parking.

Dolomites

We drove up into the Dolomites to the picturesque Alpine village of Seis and stayed in the Parc Hotel Florian. The view from our balcony of needle-sharp Mount Schlern looming above the village was fabulous–exactly the view of the Dolomites I’d hoped for. The hotel included a hearty dinner, which was great because restaurant options in the area were limited. The hotel makes a good home base if you plan to spend a few days in the area and take lifts up to the Alpe di Siusi to go hiking.

Venice and Ravenna

Venice

If you have the time, rent an apartment in Venice and stay for a week. Live like a local, not that you’ll see many locals these days. Venetians are moving out of the city at an alarming rate. But at least you’ll experience shopping in tiny local grocery stores and get to know your way around a neighborhood.

If you’re staying in Venice for two or three days, consider the Dorsoduro district across the Grand Canal from the Piazza San Marco. I recommend you avoid the area immediately adjacent to Piazza San Marco. Hotels there can be expensive, and the tiny streets in the area are wall-to-wall tourists during the day.

Here are suggestions for hotels that we have stayed in–one in the Dorsoduro and one near the Rialto Bridge.

Hotel Canaletto: We stayed there a few years ago and loved it. The rooms were small, but that’s par for the course in Venice. The location, just 200 meters from Rialto Bridge, was fantastic as was its situation on a charming side canal.

Hotel Messner is a more modest option, located in the Dorsoduro neighborhood close to the Peggy Guggenheim Museum. It was quiet, and the area was peaceful and uncrowded, particularly at night.

For other options in Venice, check the map below. Resist the temptation to stay on the mainland. The savings will be minimal once you take into account train fares and your time. Stay in the middle of Venice and enjoy this unique city.



Booking.com

Ravenna

We were driving when we visited Ravenna, so we stayed at the Grand Hotel Mattei, about a ten-minute taxi ride from the center of Ravenna. The hotel was large and modern and included free parking–a perfect choice! When we’re driving in Italy, convenience usually wins out over charm.

The map below shows more options in and around Ravenna.



Booking.com

Tuscany

We’ve stayed in marvelous hotels and bed-and-breakfasts in Tuscany–some in the countryside and some in the towns. You’ll find amazing villa properties in Tuscany and pay equally amazing prices. Most of my suggestions are in the modest €80-150 per night range.

Florence

One of the best weeks I spent in Florence was at a rented house high above the city, near Fiesole. While swimming in the pool, we could see the Duomo shimmering in the distance. If you have the time and a car, consider renting a house a few kilometers outside Florence. You can then drive to one of the parking lots on the perimeter of the city and catch a bus into the centro.

Here are two suggestions for hotels I’ve stayed at in central Florence.

Hotel Pitti Palace at Ponte Vecchio is a great choice because it’s across the Ponte Vecchio in the atmospheric and marginally less crowded San Giovanni district. I stayed there on a solo trip to Florence and was especially taken by the views from the rooftop bar. Highly recommended.

View from the rooftop bar at the Hotel Pitti Palace in Florence
View from the rooftop bar at the Hotel Pitti Palace in Florence

The Hotel Alba Palace is an elegant property in a good location near Santa Maria Novella Basilica.

If you’re driving, you do not want to drive into central Florence. Instead, find a place on the outskirts and take a bus. Here are two places we’ve stayed in that I recommend.

The Hotel Ungherese is a two-star, budget option that includes a statue-filled garden, views over Florence, spacious rooms, and easy parking. It’s a good bargain and not far from Florence on the local bus. The Hilton Garden Hotel Florence Novoli is a four-star, reasonably-priced property a 15-minute bus ride from the center of Florence. The hotel is slick and modern and lacking in charm. However, it’s easy to find, and parking is underground and secure.

For other accommodation options in Florence, check the map below.



Booking.com

San Gimignano

I heartily recommend three places outside the walls of San Gimignano that I’ve stayed in over the years. My favorite is the Hotel Pescille which I’ve stayed in at least four times since we discovered it back in 1999!

Hotel Pescille: This three-star establishment has a killer view over the valley to the towers of San Gimignano. I keep returning to the Hotel Pescille for its simple but comfortable rooms, its fabulous location in the Tuscan countryside, and the rustic furnishings. The walls in the common areas are decorated with farm implements, and ceramic pumpkins adorn niches and stairwells. The Hotel Pescille is located about a five-minute drive south of San Gimignano.

On our most recent trip, we took several walks near the hotel to admire the view. Here’s a shot of San Gimignano from a vantage point close to the Hotel Pescille. Look at those clouds!

San Gimignano, Tuscany, Italy
I give you San Gimignano!

Relais Cappuccina: On the north side of San Gimignano, the Relais Cappuccina affords a different–and equally stunning–panoramic view of San Gimignano than that of the Hotel Pescille. The pool at this hotel is lovely, thanks to its situation overlooking San Gimignano. Our room was spacious and bright and included a terrace.

Relais Cappuccina with San Gimignano in the distance
The swimming pool at the Relais Cappuccina with San Gimignano in the distance

Villa Ducci: I stayed here on my own while researching my novel, The Towers of Tuscany, and loved it. The staff were friendly and helpful. They even allowed me to view the cellar with its 14th-century foundations that later played a role in the novel. The Villa Ducci, like the Relais Cappuccina, is located on the north side of San Gimignano. Here’s a sunrise view of the town I snapped one morning.

Sunrise over San Gimignano seen from my balcony at the Villa Ducci

The map below shows more options for staying in or near San Gimignano. If you’re traveling without a car, consider one of the hotels in the center of the town so you can enjoy moonlit strolls around the medieval streets before turning in.



Booking.com

Siena

Palazzo Masi: This small bed-and-breakfast in the center of Siena is steps from the Campo and located in a building that dates from the 14th century. I stayed here while researching The Towers of Tuscany. It’s a great choice if you’re not driving in Siena.

Athena Hotel: This is a wonderful choice if you’re driving because it’s located just inside the city walls and easily accessible. The rooms are large and the views over the countryside spectacular. We’ll stay there again, for sure.

Check the map for more accommodation options in Siena. If you’re driving, choose properties at or near the city walls rather than in the center of the city where access is tight and parking at a premium.



Booking.com

Tarquinia

Casale Dinelli: This is a lovely agriturismo property near Tarquinia, consisting of two small guest cottages set in beautiful grounds that included vegetable gardens we were welcome to raid.

Charming cottage accommodations at the Casale Dinelli
Charming cottage accommodations at the Casale Dinelli
Breakfast food supplied; strawberries fresh from the garden
Breakfast food supplied; strawberries fresh from the garden

Umbria

We stayed for ten days in Umbria in an amazing apartment attached to the gallery where Gregg had an exhibition. Located outside the lovely little town of Gualdo Tadino, the place made a wonderful home base for exploring the principal towns of Umbria.

Because we chose a homestay for our Umbria visit in 2018, most of my recommendations for these towns are based on user reviews rather than personal experience. We did, however, stay in the Hotel Valentino in Orvieto the first time we visited Umbria.

Assisi

The Vico del Poeta looks like an excellent, medieval bed-and- breakfast in Assisi. Reviews are good, and free parking is included (always a bonus!).

Grand Hotel Assisi: I like the look of this place–panoramic views, a swimming pool, and a reasonable price.

Orvieto

Hotel Valentino is situated in the centro storico (the historical center) of Orvieto but is accessible by car. We loved being in the middle of the medieval action here–able to stroll the cobbled streets after all the crowds were gone. The hotel itself is old and rather dark but comfortable and clean. A solid choice.

Hotel Palazzo Piccolomini has great ratings and looks pretty posh but with a reasonable price.

Agriturismo Podere Pescara is located in the countryside near Orvieto. The surroundings look amazing! Very Tuscan.

Perugia

Sangallo Palace includes balconies, views, and what looks to be a lovely ambiance near Perugia.

Marche

I have to put in a plug for the Hotel Emilia, high on a cliff overlooking the Adriatic Sea on the east coast of Italy. If you drive east through Umbria, you’ll likely end up in the Marche, the biggest city being Ancona on the coast. Once a bit off the tourist track, the region is getting more popular and for good reason.

The Hotel Emilia is wonderful; stunning views and fabulous modern sculptures and paintings decorate the grounds and public rooms. We stayed for two nights, relaxing in the gardens overlooking the misty view of the legend-shrouded Adriatic, taking long walks along the cliff top, and enjoying a beachside dinner in the village of Portonovo a few minutes’ drive down the hill. We were there in May, which is still the off-season. I gather that in the summer, the beach is mobbed!

View from the grounds of the Hotel Emilia
On the sandy beach at Portonovo, Italy
On the sandy beach at Portonovo
View over Portonovo from the Hotel Emilia
View over Portonovo from the Hotel Emilia

Rome

We tend to favor apartments when staying in Rome. Our favorite location is in the tiny streets leading into the Piazza Navona. One year we had an apartment that included a rooftop terrace! Hotels are plentiful but not budget-friendly in Rome. Here are two hotels and one apartment I’ve stayed in that I recommend.

Deko Rome is a small bed-and-breakfast located close to the Borghese Gardens in a lovely residential area of Rome. I stayed there when I traveled to Rome on my own and found it comfortable and budget-friendly.

Hotel Paba is a small, two-star hotel that occupies the second floor of a residential building conveniently located on the Via Cavour, not far from the Colosseum. In fact, you can see the Colosseum from the street. The decor is old-fashioned and cosy and the price reasonable, considering the central location.

Viam 16B Suites is probably my very favorite suite hotel I’ve stayed in anywhere in Europe. It’s stylish, includes a private terrace, and is located in a great area of Rome – close to the Piazza Popolo and the Spanish Steps.

Check the map for more accommodation options in Rome. I suggest the area around the Piazza Navona or the less touristy Trastevere.



Booking.com

Campania

Naples

We stayed in the Hotel Paradiso. Located on Posillipo Hill, the hotel has a commanding view across the Bay of Naples to Mount Vesuvius. Relax on the terrace and enjoy! The hotel is comfortable and reasonably priced.

Sorrento

The Hotel Eden has a central location in Sorrento, with rooms on the upper floors overlooking the stunning view of the Bay of Naples. Lush gardens and a pool provide a welcome oasis. This is a good choice for Sorrento, although not budget-friendly.

Positano

We didn’t stay in Positano, so my recommendations are based on what I think looks good. Prices are high in this holiday mecca, so if Positano is above your price range, consider staying longer in Sorrento and taking a day tour down the Amalfi coast.

In Positano, the über posh Sirenuse Hotel is über expensive, but if you’re budget runs to it – wowee! Scenes from Only You were filmed there.

A more budget-friendly option is the Villa Antonietta that still has sea views but is much more modestly appointed.

Paestum

The Hotel Savoy, steps from the beach near Paestum is an awesome place to stay. It’s super luxurious and yet surprisingly affordable.

Tours & Tickets in Italy

Here are some options to explore through GetYourGuide and Tiqets.com, both companies I’ve booked with several times, and had good experiences.

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Share Your Best Picks in Italy

Do you have accommodation recommendations to share? Please let me know in the Comments section. I’m always on the lookout for new places to stay in Italy. I’m always on the lookout for new places to stay in Italy.

Here are some more posts to enjoy while you’re planning your trip to Italy:

Colosseum in Rome

The Best of Rome in Three Days

Rome wasn’t built in a day so don’t try to see all of it in a day. You’ll exhaust yourself and come away feeling ripped off.

The Eternal City demands your time. Even three full days doesn’t come close to doing justice to Bella Roma, but it’s better than one.

This post presents my suggestions for how to spend three full days in the eternal city.

Day 1: Ancient Rome

You could easily spend several days just focusing your sightseeing energies on ancient Roman sites. They’re everywhere! But top of the list are the Colosseum and the Forum, the Domus Aurea (if you’re in Rome on a Saturday or Sunday), and the Pantheon.

Colosseum and Forum

Start your day with an early visit to the Colosseum followed by a wander through the Forum. Of the two Roman sites, the Colosseum gets the most crowded, so be sure to see it first.

Also known as the Flavian Amphitheatre, the iconic Colosseum has become the symbol of Rome. Construction of the Colosseum began in AD 72 by order of the Emperor Vespasian and was completed in AD 80. It was the largest colosseum in the world with a capacity of 50,000 spectators. Seeing it now, you’ll be hard-pressed to believe that it held that many people.

I was a bit underwhelmed the first time I saw the interior of the Colosseum. My imagination couldn’t quite conjure the scenes of wild animals tormenting terrified Christians, which is probably just as well.

That said, put the Colosseum at the top of your Rome sightseeing list. Just make sure to buy your tickets in advance for both the Colosseum and the Forum.

Another option is to book a nighttime tour of the Colosseum that takes you to the Colosseum’s underground corridors, the arena, and the first ring of the seating area. I haven’t taken this tour, but it sounds intriguing and crowd-free (always a selling point for me).

Stone tunnels underneath the Colosseum in Rome.
Visit the Colosseum on a nighttime tour!

Purchase tickets here for the Colosseum Nighttime tour.

Domus Aurea

The Domus Aurea is in the vicinity of the Forum and Colosseum. We visited the Domus Aurea in 2001, not long after it opened in 1999 when we were able to wander freely around the massive excavated rooms. The site was closed in 2005 and reopened in 2007, with more galleries added in 2015. The number of visitors is now restricted, with everyone required to wear a helmet.

Built by the Emperor Nero in 64 AD, the Domus Aurea had 300 rooms and occupied about 50 hectares–and was used exclusively for parties. That Nero was some kind of party animal.

Visit the Domus Aurea by guided tour and only on Saturdays and Sundays. If you can get tickets, go. The guided tour consists of a twelve-stage itinerary that includes a virtual reality installation in the Sala della Volta Dorata. Visitors are purportedly transported to an ancient, rich, and magical world.

A group of tourists wearing helmets and preparing to tour a vast vaulted corridor in the Domus Aurea in Rome.
Visit the Domus Aurea on a guided tour.

Pantheon

The area around the Pantheon in central Rome is always hopping. Visit later in the day when the crowds are thinning.

The Pantheon is remarkable for its dome–still the world’s largest unreinforced concrete dome, which is amazing, considering the Pantheon was built 2,000 years ago. Thanks to continuous use for two millennia, the Pantheon is one of the best-preserved buildings from ancient Rome. Originally a temple, the Pantheon is now a church.

See the Pantheon on your own or, for a few euros more, take a guided tour.

The Pantheon in Rome and the piazza in front of it.
Consider a guided tour of the Pantheon

After touring the Pantheon, treat yourself to a gelato and watch the world go by from one of the cafés bordering the piazza in front of the Pantheon. I still remember fondly the fig gelato I sampled while visiting the area.

Spend the evening getting lost in the maze of streets leading from the Pantheon to the Piazza Navona and then find a place for dinner. Choose small restaurants on side streets that are filled with locals.

The area around the Piazza Navona is my favorite part of Rome, hands down.

Day 2: Catholic Rome

Rome bristles with churches, some dating back to Roman times and most containing priceless works of art, particularly from the Renaissance and Baroque eras. You can’t see all the churches in one day, nor should you try!

Focus first on St. Peter’s Basilica and the Vatican Museum and then go back across the Tiber to visit San Pietro di Vincoli and the Basilica of San Clemente.

St. Peter’s Basilica and the Vatican Museum

A visit to St. Peter’s Basilica and the Vatican Museum requires stamina. Line-ups are inevitable even with advance tickets. You can’t avoid the long, sweaty trek through room after room of the Vatican Museum before finally arriving in the Sistine Chapel.

But the trek is worth it. Just make sure you buy your tickets for the Vatican Museum well in advance.

Sistine Chapel

The Sistine Chapel heaves with tourists. There’s no escaping them (and you are one of them!) so just tilt your head back and admire Michelangelo’s ceiling. My favorite memory of the Sistine Chapel is when, on my first visit at the age of 18, I heard a woman behind me say to her companion, “Do y’all think it was done by hand?” I resisted the temptation to turn around and tell her it was paint by numbers.

Ceiling of the Sistine Chapel in Rome
Buy your tickets in advance to visit the Sistine Chapel and the Vatican Museum.

The Sistine Chapel was restored by Pope Sixtus IV, famous for his patronage of the arts. He also makes an appearance in the TV series Medici, which I write about in a post over on my sister website, Art In Fiction. Pope Julius II is responsible for commissioning Michelangelo to cover the ceiling with his magnificent frescoes between 1508 and 1512.

St. Peter’s Basilica is a must-see because it is humongous. My favorite part is viewing the size of various world cathedrals marked in the nave. Washington’s National Cathedral is marked at 139 meters, which is about half the length of St. Peter’s nave.

The last time I visited St. Peter’s, the organ was at full volume and wow! Transfixing, for sure.

I love the exterior of St. Peter’s. A gorgeous double sweep of Bernini columns embraces two sides of the square.

A section of the Bernini columns at St. Peter's Basilica
A section of the Bernini columns at St. Peter’s Basilica

Castel Sant-Angelo

On your way back over the Tiber to central Rome, you’ll pass by the Castel Sant’Angelo. Also known as the Mausoleum of Hadrian, the site technically belongs with the ancient Rome Day 1 itinerary. However, its location near St. Peter’s and the Vatican makes it a good stop on Day 2.

Originally built to be the mausoleum for the Roman Emperor Hadrian and his family, the structure was later used by the popes as a fortress and castle and is now the Museo Nazionale di Castel Sant’Angelo.

Castel Sant'Angelo in Rome
Castel Sant’Angelo in Rome

The museum is a worthwhile stop, primarily because of the view of Rome seen from the top. Go at sunset for some great photo ops. The area around Castel Sant’Angelo teems with tourists, so a view like the one below is virtually impossible!

Cross the bridge from the Castel Sant’Angelo and plunge back into medieval Rome. Stay around the Piazza Navona for the rest of the day, enjoying gelatos and people-watching, or continue your Catholic Rome wanderings by visiting two more churches.

Take a bus or a taxi back towards the Colosseum area to find San Pietro in Vincoli.

TIP: To get around Rome, consider taking taxis and busses. Taxi drivers skillfully weave through the dense traffic–better them than me! Prices are reasonable and worth it to save your feet. Busses in Rome are also a good bet. Use your phone to familiarize yourself with the bus routes. I prefer riding the bus to riding the metro (which has limited routes) because then I can watch Rome go by.

San Pietro in Vincoli

Not far from the Colosseum are a few churches worth visiting, particularly San Pietro in Vincoli (Saint Peter in Chains) where Michelangelo’s statue of Moses dominates the side altar.

Whenever I’ve visited this church, it’s been quiet and uncrowded. I love standing in front of the Moses statue and admiring the way Michelangelo sculpted Moses’s hands. Truly remarkable.

Marble statue of Moses sculpted by Michelangelo in the San Pietro in Vincoli church in Rome
Marble statue of Moses sculpted by Michelangelo in the San Pietro in Vincoli church in Rome

Basilica of San Clemente

Located not far from the Colosseum, the Basilica of San Clemente appeals to me because it was built on the site of a house containing a shrine of the Roman god Mithras. An underground passage leads to the excavated foundations of the 2nd-century Roman house. A relief on the altar shows the Persian sun god, Mithras, killing a bull.

The underground area is super dark and creepy, providing great scope for the imagination.

Day 3: Pastoral Rome

Rome is not all churches and ruins. It also has the marvelous Borghese Gardens, the atmospheric Trastevere region, and the achingly pastoral Appian Way, several metro stops from the center of the city.

See the Galleria Borghese and the Borghese Gardens in the morning, zip out to the Appian Way for lunch and a lovely afternoon stroll, then end your day with dinner in the Trastevere neighborhood across the Tiber from central Rome.

Borghese Gardens and the Galleria Borghese

Head to the Borghese Gardens and tour the Galleria Borghese. You must get tickets ahead of time. This stunning gallery reopened recently after being renovated. You’ll see some of the masterpieces of the Baroque age, including works by Caravaggio and the famous sculpture of Apollo and Daphne and The Rape of Proserpina by Bernini.

I first saw Bernini’s sculptures when I visited Rome in 1974. Works of that quality were thin on the ground in the Vancouver suburb where I’d grown up, so I was understandably impressed. Check out the way Pluto’s fingers press into Proserpina’s flesh and then remember that you’re looking at marble.

The Rape of Proserpina by Bernini in the Galleria Borghese: Buy tickets in advance

Amazing!

After partaking of the Baroque delights at the Galleria Borghese, spare an hour or so to wander around the gardens of the Villa Borghese. On a solo trip to Rome a few years ago, I stayed in a bed-and-breakfast about a block from the park and enjoyed early-morning strolls alongside Roman joggers.

Appian Way

In the afternoon, depending on the weather and your energy level, consider taking the metro out to the Appian Way (Via Appia Antica).

You’re transported from noisy modern Rome to an Arcadian landscape of plane trees and cypresses lining the original Roman road. Rent a bike or just stroll along the stone roadbed, imagining Roman chariots rumbling past.

Gregg and I spent a magical afternoon there, communing with the ghosts of the Roman rich people whose tombs line the road. The peace and quiet soothed nerves that can get a bit overstimulated by the hustle and traffic of downtown Rome.

The beautifully pastoral and peaceful Appian Way outside Rome
The beautifully pastoral and peaceful Appian Way outside Rome

Trastevere

Spend an evening strolling the quiet streets of the Trastevere neighborhood. The working-class area still feels authentic and Roman. Find a small restaurant overlooking one of the piazzas and settle in for dinner.

Trastevere is located on the same side of the Tiber as St. Peter’s Basilica, about a ten-minute bus ride alongside the river.

Cobbled street in the charming Trastevere area of Rome
Cobbled street in the charming Trastevere area of Rome

Here’s a good article about what to do and see in Trastevere.

Tours in Rome

Here are some tours offered by Tiqets.com:

And here are some tours offered through GetYourGuide:

Powered by GetYourGuide

Fancy a walking tour? The tours offered through GuruWalks are a good bet. Here are their tours in Rome.

Where to Stay in Rome

If you’re staying in Rome for more than two or three nights, consider renting an apartment. We’ve had good luck with HomeAway. When you stay in an apartment, you live like a temporary local, buying food from the local markets, and getting to know neighborhood restaurants and cafés .

For more accommodation suggestions in Rome, see Recommended Plays to Stay in Italy That Will Make Great Memories.

Conclusion

Here are some more posts to give you a taste of Italy:

Dolomites in northern Italy

One Week in Northern Italy: Recommendations for an Artsy Trip

This one-week itinerary for touring Nothern Italy provides a taste of stately Turin and sophisticated Milan, along with the deliciously jagged Dolomite mountains and the Italian Lakes.

Although my itinerary covers the high points, consider spending more time at the lakes (Maggiore, Orta, Como, Iseo, and Garda) or hiking in the Dolomites. The views are stunning and the livin’ easy.

View of Lake Como, a suggested destination on my recommended one-week itinerary in northern Italy
Lake Como in northern Italy

Why Tour Northern Italy?

This area of Italy is sometimes skipped in favor of Tuscany, Umbria, Rome and beyond to the Campania and Sicily. But I loved touring Northern Italy because it’s like a different country compared to other regions of Italy.

It’s still Italian with great food and plenty of amazing cultural sights, but it also feels much more Germanic as a result of its proximity to Austria, Switzerland, and Germany. I found the people more reserved than their southern neighbors, albeit still helpful and friendly.

Interesting Cities

The two main cities in Northern Italy are Turin and Milan. There are also some wonderful places to explore in the Veneto, such as Padua and Vicenza, but in this post, I’m focusing only on the area from Turin in the far west near the border with France to Bolzano near the border with Austria in the north.

Turin and Milan are both worth a few days of your time.

View of Milan Cathedral at sunset; the cathedral is a must-see on a one-week itinerary in northern Italy
Milan Cathedral–a must-see in Northern Italy

Stunning Landscapes

The other reason for spending time in Northern Italy is to explore the spectacular landscapes of the Italian Lakes and the Dolomites.

Getting Around Northern Italy

Taking Trains and Tours

You can travel easily by train between Turin and Milan and then take day tours to explore the Italian lakes and some nearby cities. See the section on the Italian Lakes below for suggested day tours of the lakes that depart from Milan.

Driving in Northern Italy

If you’re driving, you’ll be able to explore more of the Dolomites and take side trips to cities like Verona. We found driving in Northern Italy to be quite easy, although the traffic around Milan can be horrendous. There are a lot of roads and a lot of people.

Turn on your GPS and focus. More than a few times, we’ve missed turn-offs and ended up navigating spaghetti-like mazes of roads before finding our way to where we needed to be.

Drivers can travel right up into the Dolomites along twisty mountain roads and check out charming towns like Bolzano. On the other hand, you don’t need a car in Turin and Milan. We book hotels on the outskirts that have free parking and then take a tram or bus into the city center.

Overview of A One-Week Itinerary in Northern Italy

Here’s my suggested one-week itinerary in Northern Italy:

  • One night in Turin
  • Four nights in Milan with a day trip to the Lakes OR two nights in Milan and two nights at Lake Como
  • Two nights in the Dolomites

Highlights of your one-week itinerary include visiting the Museo Egizio in Milan, taking a boat trip on one of the lakes, touring Milan Catheral, and hiking in the Dolomites.

Turin

Located in the northwest corner of Northern Italy near the French border, Turin (Torino in Italian) is an unpretentious city with a lovely central core and the not-to-be-missed Museo Egizio–one of the largest museums in the world solely dedicated to ancient Egypt.

I recommend you stay at least one night in Turin and spend a half-day exploring the Museo Egizio.

Museo Egizio

The Museo Egizio is enormous and can be very crowded.

Buy your tickets in advance and go early. The three floors are packed with beautifully curated exhibits. If you’re an ancient Egypt fan, you’ll be in heaven. And even if ancient Egypt isn’t your thing, you’ll find plenty to entertain you.

Here are some options for touring the Museo Egizio and Turin:

Staying in Turin

We were driving when we visited Turin, so we chose a hotel that was a little ways from the centro. The restful Parco Hotel Sassi fit the bill. We parked the car for free, relaxed for a while on our terrace overlooking beautiful grounds, and then took a short tram ride into Turin. Highly recommended.

Torino's Piazza Castello with tramway
Torino’s Piazza Castello with tramway

After our afternoon in Turin touring the Museo Egizio and walking around the large central piazza, we took the tram back to the hotel and walked to a local restaurant for dinner. The place was empty when we arrived and packed with locals by the time we left.

That meal ranks as one of our most memorable, both for the food and for the friendliness of the servers. We were the only tourists in the place.

TIP: Seek out restaurants recommended by your hotel and that are frequented by locals. If you go when the restaurant opens (usually around 7 pm), you’ll have the place to yourself. If you prefer conviviality and noise with your pasta and pizza, wait a few hours to join the crowds of Italian families that start pouring in around 9 pm.

The area around Turin is called the Piedmont and was the location of many of the sports venues used for the 2006 Olympics. If you have extra time, spend a day or two driving around this scenic area.

Milan

On both of my visits to Milan, I was struck by how stately and calm this Northern Italian city is, particularly compared to Rome and Naples.

I remember riding in a taxi on my first trip to Milan. We’d just taken the train from wonderful, frenetic Naples where a taxi ride was an adventure and stop signs merely suggestions, and spent several days in Rome. In Milan, the driver swung us into lanes of slow-moving, very well-behaved traffic and steered us sedately down wide avenues. I felt like I was on a main road through a particularly safe and dull Canadian suburb.

I commented to the driver that Milan seemed very different from Rome. She harrumphed and said, “This is Milan. We are not like Roma.” I got the impression she considered that a selling point.

I’m always fascinated by regional differences within a country. Certainly the differences betwen the north and the south in Italy are particularly noticeable!

Milan is Different

The taxi driver was right. Milan is not like its more rambunctious southern neighbors. The streets are wide and the city quite spread out. Traffic is dense. However, people actually drive in the correct lanes and avoid piling into intersections and honking.

Although Rome is notorious for its pickpockets, the only time we encountered petty theft in Italy was in Milan. At our hotel near the train station, Gregg witnessed the theft of the hotel manager’s wallet from the front desk when the manager’s back was turned. The manager gave chase but to no avail. So, the moral of that story is to never leave your valuables unattended.

On the other hand, I once left my purse containing our passports and my wallet on the counter at a very seedy hotel in Nice, only for it to still be there when, in a panic, I returned thirty minutes later.

You never know, but always err on the side of caution.

Top Sights in Milan

On a one-week itinerary touring Northern Italy, Milan is worth at least two days of your time or one very full day. I suggest you spend four days in Milan and spend one or two of them taking day tours to the Italian Lakes or spending two nights in Milan and driving to the lakes for another two nights.

If you enjoy shopping, set aside an afternoon to check out what’s on offer in Italy’s most sophisticated fashion city.

Here are the big draws in Milan.

The Duomo of Milan

The Milan Duomo is one of the largest Gothic cathedrals in Christendom, with a roof bristling with a forest of spires topped with sculptures. Make sure to buy your tickets in advance to avoid the long lines (see tour suggestions below).

Galleria Vittorio Emanuele II

After visiting the Duomo, head across the piazza to enter the Galleria Vittorio Emanuele II. Billed as an aesthetically pleasing shopping arcade, the Galleria is worth escaping into from the sun or rain to browse designer shops, such as Louis Vuitton and Prada if your budget stretches that far, or to enjoy a coffee and pastry if it doesn’t.

The 19th-century glass ceiling is magnificent.

La Scala Opera House

La Scala is located at the far end of the Galleria Vittorio Emanuele II. You’ll reach it after walking through the galleria from the Duomo. As one of the world’s most famous opera houses, it’s a must-see for music fans. Book a guided tour of the auditorium and the attached museum.

Sforza Castle

Wander through the hip Brera district, with its funky boutiques and trendy bars, to get to the imposing Sforza Castle (Castello Sforzesco).

If you’re a fan of the Medici series on Netflix (I’ve written a post about it over on Art In Fiction), you’ll remember Galeazzo Maria Sforza, one of the Sforza family’s most famous dukes. He was renowned both for his cruelty and for his patronage of music. Spoiler alert: he meets a bad end in Season 2 and in real life.

The Castello Sforzesco contains several worthwhile museums as well as Michelangelo’s unfinished Pieta. Also view the sala delle asse, a room with walls and ceiling painted by da Vinci and depicting intertwining trunks with leaves and fruit.

Castello Sforzesco in Milan
Castello Sforzesco in Milan

Purchase your tickets to Castello Sforzesco in advance and go early to beat the crowds (as usual!). Here’s a link to the Castello Sforzesco website.

Da Vinci’s Last Supper

Leonardo da Vinci, of Mona Lisa fame (among many other things), is also renowned as the painter of The Last Supper. Located in the refectory at the monastery of Santa Maria delle Grazie, the iconic fresco tops the list of must-see places in Milan.

But make sure to pre-book! I went there without a reservation in the vain hope I’d get in, although I should have known better. Alas, ’twas not to be. The person at the ticket counter actually laughed at me when I said I wanted a ticket for that day.

Don’t make the same mistake. The Last Supper is a major tourist attraction in Milan and rightly so. If you want to see it, buy your tickets online as far in advance as possible.

THe Last Supper Fresco by Leonardo da Vinci
The Last Supper – Paris Orlando [CC BY-SA 4.0], via Wikimedia Commons

As soon as you know your travel dates in Milan, buy your tickets. Don’t wait until you get to Milan. Trust me on this!

Once you do get inside to view da Vinci’s masterpiece, you can stay for only 15 minutes.

Sightseeing Options in Milan

Here’s a selection of artsy sightseeing options for touring Milan. Other sites include Leonardo – The World of Leonardo and the art gallery: Pinacoteca di Brera

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The Italian Lakes

This region is simply gorgeous. In fact, you’ll quickly run out of adjectives to describe the unique combo of mountain vistas and shining lake views. No wonder so many ultra-rich people have villas in the region.

My one-week itinerary of Northern Italy covers the high points of the area, but if you have more time, spend it at the lakes Maggiore, Orta, Como, Iseo, and Garda; each has its own character and charm. Your best bet for a quick visit is to take a small group tour that includes two or three of the lakes, or a boat trip.

Although a round trip of the lakes covers only about 100 miles, you’re best to find one or two spots to stay in and enjoy rather than try to see everything.

Highlights include:

  • Bellagio on Lake Como from where you can take ferries and water taxies to other towns on the lake. You could spend all day cruising up and down the lake, enjoying the breezes and the stunning views, and looking out for celebrities sunning themselves on the terraces of their lakeside villas.
  • Lake Garda is the largest of the lakes, with the northern half surrounded by mountains and the southern half flat. North is better!
  • Sirmione on Lake Garda is known for its thermal baths and the Rocca Scaligera, a medieval castle that overlooks the lake.
  • Lake Maggiore and the Barromean Islands with their ornate gardens.
Rocca Scaligera in Sirmione on Lake Garda
Bellagio on beautiful Lake Como in the Italian Lakes, a highlight of a one-week itinerary touring Northern Italy
Bellagio on beautiful Lake Como in the Italian Lakes

Tours of the Italian Lakes

The Dolomites

The super-jagged, needle-like peaks of the Dolomites mountain range (the Dolomiti) have long fascinated me. They don’t look real, and yet they are. We’ve driven a few times in the area, and I’d like to return to do some hiking.

Allocate at least two days to this region during a one-week tour around Northern Italy.

Bolzano

Bolzano is a pleasant town considered the gateway to the Dolomites. We were impressed by the distinctive architecture of many of the buildings, some painted in pastel colors.

View of the city of Bolzano, Italy
View of the city of Bolzano, Italy

A big draw in Bolzano is the South Tyrol Museum of Archaeology. Visit “Ötzi”, a well-preserved mummy of a man from about 3300 BC and the world’s oldest natural human mummy.

For more information, check the museum website.

Alpine Options

If you’re driving, head a little farther into the mountains and base yourself in Castelrotto. From there, go hiking in the Alpe di Siusi, a large Alpine meadow. Cable cars whisk you from stations near your hotel up to the meadow.

View of peaks in the Dolomites from Alpe di Siusi
View of peaks in the Dolomites from Alpe di Siusi

Another gorgeous location in both winter and summer is Alta Badia. Check the town’s excellent website for more information.

Carrying on South Into More Italy

If you’re driving into Italy through Bolzano, your next stop will probably be Venice. Read my recommendations for Venice and Ravenna.

If you’re driving into Italy through Turin, you’ll likely head south into Tuscany and Umbria, perhaps stopping on the way to check out the Cinque Terre.

You can also catch the high-speed train from Milan south to Florence and Rome.

Conclusion

Have you toured Northern Italy? What did you think? Do you have suggestions for must-sees (especially artsy-oriented must-sees) to share with other travelers? Add them to the comments below.

Here are more posts to help you plan your Italian travels:

San Gimingnano in Tuscany

Best Itineraries for Exploring Tuscany, Umbria and La Dolce Vita

If you love incredible art, gorgeous landscapes, fabulous food, and world-class wines, then consider exploring Tuscany and Umbria. Along the way, you’re sure to experience la dolce vita–the sweet life.

I’ve put together some suggested itineraries for exploring this gorgeous region of Italy. No matter how many times I return, I always find new things to see. And I never get tired to returning to some of my old favorites like Siena and San Gimignano.

Map of Tuscany & Umbria

The map of Tuscany and Umbria includes all the destinations mentioned in this post. Click a number to read more about the location.

Trip map created with Wanderlog, the best trip planner app on iOS and Android

Suggested Itineraries for Exploring Tuscany & Umbria

Explore both Tuscany and Umbria by car or home-base in one or more of the towns and take day tours to others.

For Tuscany, one strategy is to spend a few days in Florence (see my suggestions below for enjoying this most Renaissance of cities), three nights in Siena, and two nights in San Gimignano. During those five days in the Tuscan countryside, be sure to take a wine tour.

For Umbria, divide your time between the three main towns: Orvieto, Perugia, and Assisi, and reserve time for enjoying the rugged countryside.

If you want to explore Tuscany and Umbria by car, pick up your rental car at the Florence airport. Avoid picking your car up at the train station or some other area in central Florence. You don’t need the headache of navigating your way out of the city.

After picking up your car at the Florence airport, you’ll be out on the highway within minutes.

TIP: Bear in mind that driving in Tuscany and Umbria can be slow going. If you home-base in a specific area or town, reserve a few days for just staying put and enjoying la dolce vita. Spending every day driving the twisting, narrow roads can get tiring.

After a week (or maybe two!) in Tuscany, spend another week in Umbria if time allows. Perugia or Assisi are good choices.

We’ve been visiting Tuscany for years and plan to return. We’ve only recently “discovered” Umbria and were taken with its less touristy, more authentic atmosphere. While I do love Tuscany, it can get overrun with visitors, particularly in Florence.

Here are my recommendations for top towns to visit in Tuscany and Umbria.

Tuscany

If you have only a week to see Tuscany, I suggest you make time for Florence and two of the other towns, such as Siena (my favorite) and San Gimignano, with perhaps a day trip to one other town, such as Montalcino or Volterra.

For accommodation recommendations, see Where to Stay in Italy: My Best Picks.

Florence

You kinda have to visit Florence (#1 on the map) because it’s, well, Florence. A sizable percentage of Italy’s finest art is found in Florence, and you owe it to yourself to see it. Unfortunately, half of the known universe descends on Florence every day (or at least that’s how it feels). I remember wondering if the medieval Ponte Vecchio was strong enough to bear the throngs streaming across it.

The famous Ponte Vecchio in Florence, Italy
Ponte Vecchio in Florence

TIP: Combat the crowds by visiting the hot spots, such as the Uffizi, the Duomo, and the Piazza della Signoria in front of the Palazzo Vecchio, early in the morning or late in the day.

During the middle of the day, opt for lesser known but still amazing sites, such as the Masaccio frescoes in the Brancacci Chapel across the river from central Florence and the Museo Nazionale di San Marco which houses the frescoes by Fra Angelico.

Here are sightseeing suggestions for Florence. Make sure you purchase tickets ahead of time for the Uffizi and the Accademia.

Siena

Spend at least two nights, preferably more, in Siena (#2). Siena is my favorite city in Tuscany, with enough great artsy sightseeing to keep you as busy as you want to be. You’ll also have time to just hang out in Siena–walk the narrow cobbled streets, relax in the Campo, and eat a great meal or two complemented by good Tuscan wine.

TIP: When you arrive in Siena, head first to the Campo. If the weather is dry, plop down on the 700-year-old bricks and soak up the history.

Piazza del Campo in Siena, Italy at twilight
Piazza del Campo in Siena, Italy at twilight

The Campo can get very crowded during the day. Arrive later in the afternoon, enjoy a glass of wine at one of the cafés bordering the piazza, and watch the crowds disperse as the sun turns the Torre Mangia golden. Your glass of wine will be overpriced, but who cares? You have a ringside seat to one of Europe’s most beautiful public piazzas.

Wine Tour

Allocate one of your days in Tuscany to taking a wine tour of the region. Choose a tour that includes Montalcino, home of the scrumptious (and potent) Brunello di Montalcino. The tour I took included a marvelous three-course lunch and visits to three wineries that also included tastings. Let your guide do the driving!

Staying in Siena

You’ll find good accommodation options in Siena in the post Where to Stay in Italy: My Best Picks. Here are more sightseeing options in Siena.

San Gimignano

Yes, it’s crowded during the day with tour busses, but once they leave, you’ll have beautiful San Gimignano (#3), medieval city of towers, all to yourself. Enjoy top-class restaurants and stroll flood-lit streets that, apart from the souvenir shops, have barely changed in 700 years.

For an in-depth look at San Gimignano and why it deserves top billing in your itinerary, read Exploring San Gimignano in Tuscany.

And if you’re looking for something to read while staying in San Gimignano, consider downloading The Towers of Tuscany, my award-winning novel about a female artist in San Gimignano and Siena in the 1300s.

Volterra

Fans of the Medici series on Netflix will recognize the town hall in Volterra (#4) as the stand-in for Florence’s Palazzo Vecchio. Volterra–known as the City of Alabaster–is considerably less crowded than its neighbor, San Gimignano, and has just as much (maybe more) to offer the artsy traveler.

Scenic Volterra in Tuscany
Scenic Volterra in Tuscany

Noteworthy sites include the medieval frescoes in the Palazzo dei Priori, the remains of the Etruscan Acropolis (the Etruscans were big in these parts), the wonderful Guarnacci Etruscan Museum (more Etruscans), and the Roman Theater complex that includes the ruins of 3rd-century baths.

Read more about the Etruscans in the Artsy Sightseeing section of the Italy Destinations page.

Lucca

The walled city of Lucca (#5) is a charming place to spend half a day. Walk along the top of the walls, visit Lucca Cathedral (Lucca is known as the city of a hundred churches so there’s more to choose from), and breathe in the medieval atmosphere.

When we visited, a group of young people dressed in medieval garb were presenting a flag-waving demonstration to the accompaniment of some serious medieval drumming. We were entranced.

Medieval flag-waving in Lucca
Medieval flag-waving in Lucca

Pisa

I’ve visited Pisa (#6) once, and that’s enough for me, although perhaps I’m being unfair. The area around the famous Leaning Tower teems with tacky souvenir stalls. I like a good tacky souvenir as much as the next gal, but even I reached my limit in Pisa.

The Leaning Tower of Pisa and the Duomo, Pisa, IOtaly
The Leaning Tower of Pisa and the Duomo

The cathedral is worth visiting, and you must get someone to take the obligatory shot of you holding up the tower. Drop in to Pisa if you’re driving and you have time; otherwise, don’t sweat it. Tuscany has many more treasures to offer.

Other Towns in Tuscany

Tuscany is one of the largest provinces in Italy, with many worthwhile hill towns to visit, including Montalcino, Montepulciano, Monteriggioni, Cortono, and Pienza.

These are all best visited by car. I’ve also traveled in Tuscany by bus, which works fine if you really don’t like driving.

Driving in Tuscany is relatively easy but not speedy. The roads are narrow and twisting. Slow down, relax, and enjoy the journey. Oh – and make way for locals who don’t ‘do’ slow.

TIP: Never (and I mean never!) attempt to drive into a Tuscan hill town. First, you risk getting a stiff fine (being a tourist is no excuse), second, you risk ripping one or both of your side mirrors off your rental car, and third, you risk never again speaking to your partner.

Find the parking lot outside the city walls and walk into the town. Yes, you’ll likely be walking uphill (that’s why they are called hill towns), but some towns such as San Gimignano thoughtfully provide an elevator to take you from the car park to the town. Others don’t, but if you’re going to travel in Tuscany, you need to be up for some good, stiff walking.

Umbria

Umbria (#7) has much to offer the artsy traveler. The landscape is just as stunning as the landscape in Tuscany, with even more rugged mountains, and hill towns as interesting and historic. Highlights include Perugia, Assisi, Gubbio, and Orvieto.

Perugia

Perugia (#8) is the capital of Umbria and one of its largest towns. We enjoyed strolling around the central piazza and ducking into the cathedral. Perugia is laid-back and not overly crowded.

View of the scenic Piazza IV Novembre, main square, a masterpiece of medieval architecture in Perugia, Italy
View of the scenic Piazza IV Novembre, main square and masterpiece of medieval architecture in Perugia, Italy

The highlight of our visit to Perugia was discovering the Civic Museum at the Palazzo della Penna. There, we viewed the work of Gerardo Dottori, the leader of the Umbrian Futurists and one of the founders of Aeropainting.

The Palazzo della Penna is one of Perugia’s little-known museums that’s worth seeking out. It’s constructed on the ruins of a Roman amphitheater and an ancient Roman road.

One of the highlights of artsy traveling is looking for these lesser-known but amazing small museums (of which Italy has many). They are almost always deserted, and most contain marvelous collections.

Assisi

One of the hippest things I saw during our visit to Assisi (#9) wasn’t even on the tourist radar. I spied a small sign in a side street advertising a special exhibition of medieval costumes. As an historical novelist with a yen for all things medieval and Italian, I’d found my bliss. Here’s a few of the costumes included in the exhibition.

medieval costume in assisi
medieval costume in museum in Assisi
medieval costume in museum in Assisi
medieval costume in museum in Assisi
medieval costume in museum in Assisi
medieval costume in museum in Assisi

When traveling to small towns in Tuscany and Umbria, check at the tourist office for local exhibitions and events and keep an eye out for posters. You never know what gems you’ll find.

Also taking place while we were in Assisi was an annual festival where all the locals dressed in medieval garb and paraded through the streets. Many other events were included in the festival, but we had neglected to get tickets.

More reason to do your research before you go!

The big draw to Assisi is, of course, the Basilica of Saint Francis of Assisi, with its marvelous frescoes by Giotto. Start your visit to Assisi here, then walk up into the medieval town, and from there continue up to the fortezza for some stunning views.

Basilica of Saint Francis of Assisi
Basilica of Saint Francis of Assisi

Gubbio

What a delightful town! Nicknamed the City of Fools, Gubbio (#10) is unpretentious and relaxed. We spent a pleasant day wandering its cobbled streets, enjoying lunch in the panoramic Piazza Grande, and visiting the municipal museum.

One of the fun attractions of Gubbio is the Big Barrel, otherwise known as La Botte dei Canonici. The barrel is reputed to be the world’s largest and oldest. It’s worth a photo op, and there’s a gift shop. Entrance is free, so if you pass it during your wanderings around Gubbio, pop in and find out more.

We also checked out the Roman Theatre outside the walls of Gubbio near where we parked.

Roman Theatre outside the walls of Gubbio.
The Roman Theatre outside the walls of Gubbio

Remember–always park outside the city walls!

Orvieto

The stunning cathedral is the draw to Orvieto (#11), a beautiful Umbrian town perched atop a volcanic plug and worth an overnight stay. Unlike its better known Tuscan counterparts, Orvieto is relaxed and approachable. Park in the large lot at the bottom of the hill and take the elevator or escalator to the medieval upper town.

The facade of the cathedral is unusual in its inclusion of golden mosaics, sculpture, and stained glass.

The stunning facade of the Cathedral at Orvieto
The stunning facade of the Cathedral at Orvieto

For more information about what to see in Orvieto, check out this article by Rick Steves, my fave travel writer.

Where to Stay

For detailed information about where to stay in Tuscany and Umbria, have a look at my post on Recommended Places to Stay in Italy That Will Make Great Memories. Some of my favorite places that I’ve stayed in Italy, such as the Hotel Pescille in San Gimignano, are located in Tuscany and Umbria.

Enter your destination below to see a map of accommodation options in the region.

 

Tours in Tuscany and Umbria

Here are some Get Your Guide tour options in Tuscany.

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And here are some tour options in Umbria.

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Conclusion

Have you visited Tuscany and Umbria? Share your recommendations in the comments below. And to further excite your about this amazing region, here are some more posts about what to see as an Artsy Traveler in Italy:

Art Masterpieces in Tuscany You Don’t Want to Miss

Art masterpieces in Tuscany are as thick on the ground as grapes at harvest time. When you visit Tuscany, you’ll enjoy la dolce vita, for sure, but in between sips of some of the world’s best wine, prepare to have your breath taken away by some of the world’s most cherished art.

Let’s face it, Tuscany is the perfect storm for the cultural tourist—stunning scenery, amazing food, tons of history, and world-class art. 

In this post, I present a selection of the art masterpieces to consider including in your Tuscany travels—whether this is your first trip or your tenth (or somewhere in between).

Giant stone sculpture of a bearded man surrounded by trees, featured in an artsy traveler blog post titled “Art in Tuscany: Ten Masterpieces You Don’t Want to Miss.”

Art Masterpieces in Tuscany

You’ll recognize some of the art masterpieces included in this post, but others you may not be familiar with. I include both individual masterworks and art destinations in Tuscany.

A few of my suggested places are a fair way off the beaten path which means they won’t be crowded. 

Organization

I’ve grouped the art masterpieces by location, starting with Florence:

  • Florence
  • Villa Demidoff (Outside Florence)
  • San Gimignano
  • Siena
  • Il Giardino dei Tarocchi near Grosseto

The map of Tuscany below shows the general locations of the masterpieces covered in this post. See individual places for more detailed maps.

My list is in no way exhaustive. Tuscany is chock-a-block with art masterpieces, and to list all of them requires books, not blog posts.

This list is a starting point to help you create your own perfect Tuscany itinerary.

Art Masterpieces in Florence

For many travelers to Tuscany, Florence is their only destination, which is a shame. Florence is worth visiting, and you’ll find plenty to see, but it’s also extremely crowded and lacks the charm of other, smaller Tuscan towns, such as Siena and Lucca.

Florence Cathedral’s iconic dome and bell tower rising above a dense cluster of terracotta rooftops with mountains in the distance.
Duomo in Florence, Italy

That said, if you haven’t been to Florence, then you should include it on your itinerary. Stay at least two nights and preferably three or four.

You won’t run out of art masterpieces to enjoy.

Map of Florence

Florence is a very walkable and compact city. You can easily stroll between each of the Florence sites.

Trip map courtesy of Wanderlog, a trip planner app on iOS and Android

Uffizi

The Uffizi is art masterpiece-central in Tuscany and a must-see during your visit to Florence. But be warned! You really, really need to make reservations for the Uffizi.

Don’t just show up hoping to walk right in. That is, unless you enjoy standing in long lines that move an inch a minute while all the people with pre-purchased tickets whisk by. It’s disheartening.

Here are ticket options for the Uffizi.

I’m including my three favourite must-see masterpieces in the Uffizi, but you’ll find many more.

Take a virtual tour.

The Annunciation with St. Margaret and St. Ansanus by Simone Martini and Lippo Memmi (1333)

That’s a mouthful. I just call it Martini’s Annunciation. The subject of the annunciation—when the angel Gabriel flutters to earth and informs Mary she is to be the mother of Christ—was popular in medieval and Renaissance art.

I love this version by Martini and Memmi because of the expression on Mary’s face. She’s like, what? Seriously?

Gothic triptych altarpiece showing the Annunciation, with an angel and Mary flanked by two saints in a gilded, ornate frame.
The Annunciation with St. Margaret and St. Ansanus by Simone Martini and Lippo Memmi (1333) [Public domain]

I’m also taken with the gold background and the flatness of the figures.

Annunciation by da Vinci

In later centuries, Annunciations, such as the famous one by Leonardo da Vinci below, look more realistic, but I like the energy and composition of the Martini one the best.

The da Vinci Annunciation is also in the Uffizi. You’ll see it after you view the Martini and Memmi version.

Leonardo da Vinci’s “Annunciation” painting, showing the angel Gabriel greeting the Virgin Mary with a serene garden backdrop.
The Annunciation by Leonardo da Vinci: Public Domain

You’ll come across the Martini masterpiece shortly after entering the Uffizi. A lot of people trudge right past it on a beeline for the more famous paintings by Botticelli, da Vinci, et al, but stop in the galleries of 14th-century paintings and spend some time.

You’ll be well rewarded and won’t be jostling for viewing room with thousands of selfie-stick wielders.

Birth of Venus by Botticelli (1485)

You’ve probably seen many reproductions of Botticelli’s Birth of Venus. The goddess of beauty and love arrives on the island of Cyprus, born of the sea spray and blown by the winds Zephyr and Aura (seen in the top left corner).

Venus perches on the edge of a giant scallop shell as goddesses are wont to do. She’s just so danged perfect. I mean, look at that hair!

“Birth of Venus” depicting the goddess Venus emerging from a seashell on the sea, with figures blowing wind and a robed woman awaiting her arrival.
Birth of Venus by Sandro Botticelli: Public Domain

The room containing several paintings by Botticelli is generally crowded, so if possible, visit the Uffizi early or late in the day so you can sit and enjoy his work.

Other Works by Botticelli

In addition to Birth of Venus, you’ll also see Botticelli’s equally famous Primavera along with several more of his paintings exhibited in four consecutive rooms.

And once you’ve finished looking at the real things, you can buy them on just about every knick-knack known to humanity in the many gift shops of Florence. Primavera mouse pad? Sure. Birth of Venus apron? Definitely.

Judith Beheading Holofernes (1620) by Artemisia Gentileschi

Hooray for Artemisia Gentileschi, one of the first recognized woman artists of the Baroque period. Several other women artists from the period (and earlier) have gained notice in recent years, but Artemisia is the one most people think of when asked to name a woman artist from back in the day.

She was also the first woman to be admitted to the Academy of Art and Design in Florence.

Artemisia’s painting of Judith beheading poor old Holofernes (hey, he deserved it) is an amazing work. Look at Judith’s muscles as she holds down Holofernes.

This subject was a favorite of the period, and male artists usually depicted Judith as a bit of an ethereal wimp. Not Artemisia. She doesn’t shy away from showing the sheer brute strength that Judith would need to saw the head off a man. She and her maid are working hard!

Dramatic Baroque painting by Artemisia Gentileschi, depicting Judith and her servant beheading Holofernes with expressions of intense determination.
Judith Beheading Holofernes (1620) by Artemisia Gentileschi: Public Domain

Davids

That’s Davids plural because in Florence you must see the super-famous David by Michelangelo as well as the not-quite-so-famous-but still-awesome David by Donatello.

Both Davids are art masterpieces that represent the Renaissance in different ways.

Michelangelo’s David

Michelangelo’s David hangs out in the Academia, another place for which you must secure reservations or risk a long line-up.

David stands with magnificent insouciance at the end of a long hallway lined with other works by Michelangelo.

Some of these works are unfinished—human figures emerging half-formed from marble blocks. I like these works almost more than the finished sculptures because they show the process of turning blocks into humans.

Close-up of Michelangelo’s David statue, showing detailed facial features and the muscular hand gripping a stone sling.
Michelangelo’s David in the Academia Gallery in Florence

When you finally work your way up to the front of the line and stand in front of David in all his naked glory, you’ll know what all the fuss is about. He is magnificent.

Although sculpted from marble, the muscles and sinews appear to pulse with life. Every inch of him is perfection—a testament to the beauty and power of the human form.

I remember wandering around the back of him and staring up at a pair of buttocks that any gym rat would kill for. While thinking unholy thoughts, I was joined by a bevy of nuns. They weren’t speaking English, so I couldn’t understand what they were saying, but they were definitely smiling—and, truth be told, giggling.

Well, no wonder.

Donatello’s David

Donatello’s David at the marvelous Bargello Museum (reservations also recommended) might as well be a different species.

Where Michelangelo’s marble-carved David is tall, strong, and, let’s face it, hunky, Donatello’s bronze David is relaxed, laid-back, and kind of pretty.

He wears a hat festooned with flowers and leans on his sword, one hand on his hip. He’s like, come on Goliath, I dare ya to come at me.

Rear view of Donatello's bronze statue of David, showcasing intricate details of David standing over Goliath’s head in a Renaissance museum settin
David by Donatello at the Bargello Museum: Public Domain

Donatello’s David is famous for being the first free-standing bronze sculpture since antiquity.

The Bargello Museum—a former prison—includes many more masterpieces to enjoy, including sculptures by Benvenuto Cellini and works by Michelangelo, including his statue of Bacchus.

Fra Angelico at the Museo di San Marco

I visited the Museo di San Marco on my most recent trip to Florence and was very glad I did. It’s a little off the beaten path which means it’s not crowded—a relief in Florence.

The museum is housed in the former Dominican Monastery (called the Convento di San Marco) where Fra’ Angelico lived as a monk from 1436 to 1455 and painted his stunning frescoes.

Wander down the long corridor flanked on either side by the monk’s cells and stop at each cell to view Fra’ Angelico’s frescoes. I love the way he painted angel wings—very art deco-looking and colorful.

Fresco of the Annunciation by Fra Angelico, depicting the angel Gabriel delivering a message to a kneeling Virgin Mary inside a vaulted room.
Annunciation by Fra Angelico in Cell 3: Public Domain

The museum contains numerous masterpieces by Fra’ Angelico, including the magnificent fresco in the Chapter House and his famous version of the Annunciation located at the top of the stairs leading to the cells. As I mentioned, I’m partial to Annunciations, and Fra’ Angelico’s version is one of the best.

Savonarola: A Burning Tale

You can also peek into the cell once occupied by the infamous Savonarola, who preached vociferously against greed and luxury and denounced clerical corruption, despotic rule, and the exploitation of the poor.

Unfortunately for Savonarola, he went too far with his well-attended but over-the-top spectacles, including his Bonfires of the Vanities, and ended up hanged and burned in 1498.

Oops.

Brancacci Chapel

The attraction at the lovely Brancacci Chapel across the Arno in a quieter and less touristy area of Florence are the gorgeous frescoes by Masaccio and Masolino. The Chapel is located away from the tourist hordes and requires a pleasantly long walk through a Florentine neighborhood in which people actually live.

I stopped for lunch at a café with three tiny tables perched on the edge of the sidewalk and enjoyed being the only tourist in the vicinity.

I was entertained watching a group of well-heeled, impeccably dressed Florentine businessmen lunching nearby. Each man looked like he’d stepped straight out of one of the Renaissance frescoes in the Brancacci Chapel. Substitute business suits for tights and cloaks and not much has changed.

Fresco of biblical figures gathered in a public square, with medieval architecture in the background. The figures are interacting with a beggar on the left and people seated on the right.
The Healing of Tabitha by Masolino at the Brancacci Chapel in Florence: Public Domain

Admission to the Brancacci Chapel is limited so purchase your tickets in advance. Tickets from this site let you skip the line, and provide a video guide.

You’ll be struck by the vivid colors in the Masaccio and Masolino frescoes commissioned in 1424. The Expulsion of Adam and Eve from Paradise is especially evocative.

Other Suggestions for Florence

Palazzo Davanzati

Tour this medieval palazzo to discover what life was like for wealthy people in the early Renaissance. I had a great visit even though the guided tour was in Italian.

It didn’t matter; I could still get a good idea of how people lived. A highlight is the painted walls in many of the rooms. When I was writing my first novel, The Towers of Tuscany, I often envisioned the layout of the rooms in the Palazzo Davanzati as I wrote.

Boboli Gardens

Treat yourself to a refreshing walk through these beautiful gardens with spectacular views over Florence and the Tuscan countryside.

A path in the Boboli Gardens of Florence, lined with lush green hedges and trees, leading up a hill with statues and classical structures dotting the landscape.
The beautifully green Boboli Gardens in Florence

When it’s hot (as it often is in Florence), do yourself a favor and escape the crush of tour groups in the center of the city and take a taxi across the Arno to the Boboli Gardens. Once again, you can skip the line by purchasing your ticket ahead (see options below).

Florence overflows with interesting museums and churches and artwork to keep you busy for days. And don’t forget shopping! Florence is the place in Tuscany to buy leather goods (although they can be cheaper in Siena but without as much choice).

Ticket Options for Florence

Here are ticket options for enjoying the many artsy sights in Florence. Purchase tickets in advance for the Uffizi and the Accademia and consider some of the tours.

Tours in Florence

Here are some Get Your Guide tour options in Florence.

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Villa Demidoff – Outside Florence

In the gardens of the Villa Demidoff in Pratolino, about ten kilometers north of Florence in the beautiful Tuscan countryside, you can visit the aptly named Colossus. A seated figure that appears to be half rock, half man broods on an outcropping above a pond.

I adore this statue! It’s just so darned unexpected. We visited a few years ago on a hot summer’s day and were captivated. The 35-foot tall Colossus is a colossal (ha!) statue created in the late 1500s by the Italian sculptor Giambologna.

The Appennine Colossus, a large stone sculpture of a mythical figure crouching with a flowing beard, surrounded by lush greenery in the gardens of Villa Demidoff in Tuscany.
Colossus at the Villa Demidoff near Florence

Despite his size, Colossus looks quite melancholy, as if he wished he could rise from the rocks keeping him captive and clomp off to a quiet grove where no one would take selfies with him. Inside Colossus are various chambers.

Other Sites in the Gardens

The gardens are home to several more interesting features, including the hexagonal Chapel of Buontalenti, a fantastic dragon sculpture behind Colossus, the Cupid’s grotto, and the fountain of Jupiter. The park is open every weekend from April to October, and admission is free. Before you go, check opening times on the park website.

For a good day out, rent a car and drive north to enjoy the park and the surrounding area, then have dinner in Fiesole while watching the sun set over Florence in the valley below.

You can also take a bus to Pratolino: catch the ATAF bus #25A from Piazza San Marco – the “A” is important. SITA also offers service to Pratolino from the main stop in SMN Piazza Stazione and CAP, with stops on Via Nazionale in Florence.

Art Masterpieces in Siena

Hands down, Siena is my favorite city in Tuscany. I never tire of wandering its narrow streets and then emerging, dazzled by the sun, into the Piazza del Campo—or Il Campo.

Called the most beautiful living room in Italy, Il Campo takes my breath away every time.

Campo in Siena at sunset
The breathtaking Campo in Siena

The first time I went to Siena by myself, I was so overcome with emotion by finally making it to the Campo, where several important scenes in my novel The Towers of Tuscany take place, that I dropped to my knees, lay down on my back, and took a selfie.

A woman lying on a patterned brick surface, smiling at the camera, with sunlight casting shadows on the historic herringbone-patterned pavement.
Relaxing on the 14th-century bricks of the Campo in Siena

Fortunately, no one batted an eye. Several people were doing the same, their backs warmed by bricks laid in the 1330s, not long before the Black Death carried away half of Siena’s population.

Siena is very compact, which is a good thing because the only way to get around is by walking. Fortunately, you can stroll between the two major sites–the cathedral and the palazzo publicco in just a few minutes. Use the map below to orient yourself.

Map thanks to Wanderlog, a vacation planner app on iOS and Android

Piccolomini Library in the Cathedral of Siena

I single out the Piccolomini Library as one of two must-see masterpieces in Siena, but really, the entire cathedral (also known as the Duomo) is worth a half-day of your touring time.

You can skip the line by buying your tickets ahead. Your ticket is also good for the baptistery, crypt, and the Opera museum—all must-sees.

The exterior of the Siena Cathedral with its Gothic facade, intricate carvings, a large rose window, and the towering striped bell tower under a dramatic sky.
Cathedral Square and Duomo in Siena

Cathedral of Siena

A superb example of the Gothic Roman style in Italy, the Cathedral of Siena (the Duomo) is full of treasures. Marvel at the Duomo’s indoor and outdoor alternating stripes in white and greenish-black marble. Black and white are the symbolic colors of Siena.

Unlike the sparse interiors of some cathedrals in Italy, notably the Duomo in Florence, the interior of the Duomo of Siena is fantastically decorated.

A smiling woman standing in front of the Siena Cathedral with its black-and-white striped bell tower, dome, and cityscape of Siena visible in the background.
Overlooking the Duomo in Siena

Look for the statue of St. John the Baptist by Donatello to the right after the Piccolomini Library, the rose window by Duccio di Buoninsegna, and the marble pulpit by Nicola Pisano, along with many gorgeous frescoes.

One of the most beautiful parts of the cathedral is its floor. You can spend hours wandering around the huge mosaics to “read” the stories. The fifty-six etched and inlaid marble panels were designed between 1369 and 1547 by forty leading artists.

Piccolomini Library

And then there’s the Piccolomini Library itself. This place was a surprise to me. I hadn’t heard of it and so was in for a treat when I entered and had the breath knocked out of me (figuratively speaking).

The elaborately decorated ceiling of the Piccolomini Library in the Siena Cathedral, adorned with vibrant frescoes, geometric patterns, and intricate gold detailing.
Ceiling in the Piccolomini Library in the Siena Duomo

The library is dedicated to Enea Silvio Piccolomini, an immensely powerful man in the mid 1400s who was elected Pope Pius II in 1458. The big draw in the library are the frescoes by Pinturicchio.

Each of the ten scenes representing important stages in the life of Pope Pius II is exquisitely painted. The colors, perspective, figures, and backgrounds are incredibly detailed and evocative of their time. I was mesmerized.

Maestà Altarpiece by Duccio di Buoninsegna

While you’re hanging around the Duomo, don’t miss the Opera museum (it’s part of your ticket) so you can admire the Maestà altarpiece by Duccio di Buoninsegna that was commissioned by the cathedral in 1311.

I like the altarpiece because it’s gorgeous and because it makes a cameo appearance in my novel, The Towers of Tuscany.

A colorful religious painting depicting the Virgin Mary seated with baby Jesus, surrounded by saints and angels, all framed by intricate golden details and smaller portraits of religious figures.
Central panel of the Maestà, 1308–1311, by Duccio di Buoninsegna. Museo dell’Opera metropolitana del Duomo, Italy

Palazzo Pubblico in Siena

You can’t miss the Palazzo Pubblico in Il Campo. The much-photographed red brick palazzo that looks like a child’s drawing of a castle has become one of the most recognized views in Siena. I’ve taken my share of photos of it and the adjacent Torre Mangia.

The Palazzo Pubblico in Siena, Italy, with its tall Torre del Mangia against a clear blue sky, showcasing medieval architecture with its red brick facade and ornate clock tower.
Palazzo Pubblico in Siena

The Palazzo Pubblico dates from the early 14th century and played an important role in ensuring Siena enjoyed relative peace from the late 13th century to 1355.

While you tour the Museo Civico, read about the “Government of the Nine”, the system of government that consisted of nine representatives of the people elected from the middle class and not from the noble families. This relatively democratic form of government was responsible for commissioning many civic works of art in the first half of the 14th century.

Museo Civico – Torre Mangia

The Museo Civico is located on the first floor of the Palazzo Pubblico, which still functions as Siena’s city hall.

Enter the courtyard called the Cortile del Podestà to access the Museo Civico and, if you’re feeling energetic, climb the 400 steps to the top of the Torre Mangia.

The view is spectacular, but the narrow staircase is claustrophobic and, in the summer, very hot. I’ve climbed the Torre Mangia once and do not feel the need to do so again.

Frescoes in Sala del Mappamondo

There are plenty of interesting things to look at in the Museo Civico, but the big draw are the frescoes by Simone Martini and Ambrogio Lorenzetti.

The two large frescoes by Simone Martini are located in the massive hall called Sala del Mappamondo. You can’t miss it. To your left as you enter the hall is the Maestà by Simone Martini. The gorgeous fresco shows the Madonna seated on a throne with the Child and surrounded by angels and saints. Note all the haloes!

A large fresco painting featuring the Virgin Mary holding baby Jesus, seated on a throne and surrounded by saints, angels, and other religious figures in a richly decorated frame.
Maestà by Simone Martini in the Palazzo Pubblico in Siena: Public Domain

Turn around and at the other end of the hall you’ll see the fresco of Guidoriccio da Fogliano, a general on his horse with the castles he just conquered in the distance. You’ll see reproductions of this piece throughout Siena.

I love how Guidoriccio and his horse are wearing the same ensemble. Very stylish.

 A medieval fresco showing a knight on horseback in elaborate armor, set against a backdrop of rolling hills, castles, and a fortified city.
Fresco of Guidoriccio da Fogliano in the Palazzo Pubblico in Siena: Public Domain

Frescoes in the Sala dei Nove

Now walk into the Sala dei Nove—the Hall of the Nine—to see Siena’s most famous masterpiece: the fresco cycle called Allegory of Good and Bad Government by Ambrogio Lorenzetti.

You’ll get a sore neck looking up at the three wall-size frescoes, famous because they’re interesting to look at and because they depict secular subjects instead of religious ones—a rarity at the time (1340s).

I love the girls dancing in the Good Government fresco (pictured below). Take a seat and enjoy gazing up at the frescoes. Whenever I’ve been to the Sala dei Novel, I’ve been pretty much alone.

Although famous, these frescoes aren’t that famous which means you’re likely able to enjoy them crowd-free.

A medieval fresco by Ambrogio Lorenzetti depicting a bustling city scene with buildings, people, horses, and vibrant daily life.
Allegory of Good and Bad Government by Ambrogio Lorenzetti in the Palazzo Pubblico, Siena: Public Domain

Other Suggestions for Siena

Siena is worth at least two days of your time, although people often squeeze it in as an afternoon trip from Florence. Please don’t do that!

Compared to overcrowded Florence, Siena is a medieval treat. Make room in your itinerary for a proper visit so you have ample time to get to know this delightful city. You won’t find many big-ticket sites, but that’s not the point of Siena.

Here are ticket options in Siena:

And when you’re not enjoying the art, spend time wandering the back streets. Enjoy a cappuccino in one of the cafés overlooking the Campo and buy yourself a leather purse or two. They are far more reasonably priced here than in Florence. My collection is growing!

A display of colorful leather purses hanging vertically, in red, pink, yellow, and brown, with detailed stitching and silver buckles.
Selection of leather purses in Siena
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Art Masterpieces in San Gimignano

San Gimignano is overrun with tourists and crammed with tacky tourist shops. And yet I love it!

Every time we visit Tuscany, we stay for a few days in the vicinity of San Gimignano. We usually spend the day either touring around the countryside or staying put in our hotel to write (me) and draw (Gregg).

The skyline of San Gimignano, with multiple medieval stone towers and bell towers rising above the terracotta rooftops, framed by trees and a clear blue sky.
San Gimignano

Then, towards the end of the afternoon when the parking lots surrounding Gimignano start to empty, we venture forth.

By 4 or 5 pm, the tour busses have lumbered off, the merchants are standing outside their shops taking a much-needed break, the hot streets are shaded by the towers, and the whole town seems to exhale with relief.

Stroll virtually deserted side streets in search of art and food (in that order). For a small hill town, San Gimignano punches above its weight in excellent restaurants.

You’ll see a lot of art in San Gimignano, but don’t miss these two sites which fortunately are close to each other:

Palazzo Comunale in the Civic Museum

Located next to the Duomo, the Civic Museum also includes the Torre Grossa—the tallest of San Gimignano’s seventeen towers and the only one you can climb.

I have climbed it, and it’s worth doing, but the real draw are the frescoes in the chamber of the Podestà in the Palazzo Comunale (which also has other good art to enjoy).

A panoramic view of San Gimignano’s historic skyline, with its famous stone towers rising above the red-tiled rooftops, surrounded by green countryside.
View from the top of the Torre Grossa in San Gimignano

Snares of Love

The series of frescoes is called the “snares of love”, painted by Memmo di Filippucio between 1303 to 1310.

Scenes show both profane love and scenes from marriage. I love the secular nature of these frescoes, especially the one where the young married couple share a bathtub.

A medieval fresco depicting two people sitting in a large wooden tub, one with a head covering, set against a background of rich red and gold fabric.
One of the frescoes in the Palazzo Comunale Civic Museum in San Gimignano

Frescoes in the Duomo of San Gimignano

The Duomo also contains an amazing number and variety of frescoes. Every wall on both sides of the nave is filled with frescoes, most dating from the 1300s.

The vivid colors are original; the frescoes have never required restoration.

A medieval fresco showing a lavish feast with two crowned figures at a banquet table, surrounded by servants, musicians, and a depiction of a heavenly figure above.
Fresco in the Duomo at San Gimignano by Bartolo di Fredi [CC BY-SA]

Get the audio guide and walk slowly around the frescoes, picking out scene after scene from the Old and New Testaments. Even if you’re not into Bible stories, you can’t help but be entranced by these frescoes. I enjoy studying the clothing and the facial expressions for inspiration.

Pick up a ticket to the Museum of Sacred Art in the Duomo that includes an audio guide from this link.

Other Suggestions for San Gimignano

Climb to the top of the ruined Fortezza (fortress) at the highest point in San Gimignano to enjoy spectacular views over the countryside.

Even when the main street is heaving with sweaty tourists, the Fortezza is usually virtually empty.

A woman in sunglasses smiles while standing atop a stone fortress, with the medieval towers of San Gimignano and lush rolling hills in the background.
Overlooking the towers of San Gimignano

San Gimignano 1300

One of my favorite museums in San Gimignano is San Gimignano 1300, located in a side street close to the Piazzale Comunale.

Here you’ll view a scale model of San Gimignano as it appeared in 1300.

A detailed miniature model showcasing the medieval town of San Gimignano, with tall stone towers and terracotta-roofed buildings closely packed together.

Grosseto – Il Giardino dei Tarocchi

I haven’t been to Grosseto, which I’m sure is a lovely town, but I list it as the closest place to The Tarot Garden (Il Giardino dei Tarocchi).

Here is where you’ll see a stunning collection of whimsical sculptures by modern artist Niki Saint Phalle. The sculptures are based on the Tarot cards and are a must-see if you’re looking for something far off the beaten path.

And the sculptures are a nice break from the medieval and Renaissance masterpieces that make up most of the art in Tuscany.

A colorful mosaic sculpture in The Tarot Garden featuring a large sun-faced figure with outstretched arms, adorned with bright patterns of blue, red, and yellow. The figure stands over a stairway, with green foliage and another whimsical sculpture in the background, all under a clear blue sky.
Sculpture in The Tarot Garden
Modern art sculpture in the Tarot Garden near Grossetto in Tuscany
Sculpture in the Tarot Garden

We spent a full hour wandering around the gardens on a hot afternoon in September. Although I took tons of photographs, they don’t do the sculptures justice. You have to visit the gardens and touch the sculptures, walk inside them, and sit on them to fully appreciate them.

When you go, check the website for the current opening hours. Usually, the gardens are open daily from April 1 to October 15 from 2:30 pm to 5:30 pm. In the winter, the gardens are open only on the first Saturday of the month from 9 am to 1 pm.

Summary

My list of must-see art masterpieces barely scratches the surface of all the wonderful art you can enjoy when you slow down and take time to get to know Tuscany in all its glory.

Plan to spend two weeks enjoying the many beautiful towns and villages: Montalcino, Montepulciano, Lucca, Pisa, Volterra…the list goes on. Take a walking holiday or book into an agritourism property and settle in for a week of great food and long, warm days.

For more information about traveling in Tuscany see Exploring Tuscany, Umbria and La Dolce Vita and Where to Stay in Italy: My Best Picks.

Ciao!