There are few places in Tuscany that offer better wine and views than San Gimignano. Discover our favourite bars dotted around this quaint, Medieval town.
San Gimignano’s local wine, vernaccia, is counted among the best in Italy, and there are plenty of places to sample it along the city’s narrow streets. As you do, you’ll discover the inimitable culture of Italian bars, which transition through the day from breakfast stops into cafes and ice-cream parlours, and then into late-night watering holes.
With a name like D!Vineria, you’d be right to expect heavenly wine. At this enoteca in the heart of San Gimignano, you can enjoy a glass of vernaccia and other Tuscan labels under a canvas umbrella in a quintessential square, accompanied by a platter of local cheese, salumi and the scent of geraniums. If you’re lucky, you might meet the enthusiastic owner, Massimo Delli.
Medieval-style chandeliers illuminate the barrel vaulting at Bar Boboli. Here, you can enjoy everything from coffee and a croissant for breakfast, to an after-dinner grappa. Located on a sidestreet just off the main drag, it’s a great place to recharge your batteries with your tipple of choice. In true Italian style, there are plenty of cakes and ice cream to be had.
This cafe bar is located by the park in Piazzale Montemaggio, just outside the main gate of San Gimignano. Once inside, however, it’s not the view of the park, but of the rolling Tuscan countryside that you’ll be admiring. Enjoy a cold beer in summer and hot chocolate in winter, accompanied by the cafe’s signature light bites.
Named after San Gimignano’s most impressive feature, this bar is found right in front of the cathedral in the main square. Sit outside with an espresso and bask in the Tuscan sunshine, or kick back with an Aperol spritz or Italian craft beer. The prices are a little higher here, but they come with an astounding view.
Stop by the shady patio area at Enjoy and take in the sunset after a long day of exploring the town – it’s a short walk beyond the city walls with views back towards the towers. Expect a long list of expertly mixed cocktails, ranging from Italian favourites like Campari soda to long island iced tea. Billed as a ristopub, it also serves hamburgers, poke bowls and pizza.
Piazza della Cisterna is one of the best places to admire San Gimignano’s towers from inside the walls; Bar La Cisterna is the best place to have a drink while doing so. The house white is a very well-chosen vernaccia, and with ample seating in the square, it’s a real people-watching venue. In winter, the outdoor heaters keep you toasty.
Although it’s pretty much the first place you pass as you enter San Gimignano, this bar is worth a visit. As well as all the usual drinks, I Combattenti is famous for porchetta (traditional roast hog), which is often displayed in the window. A few slices wrapped in a fresh bread roll make the perfect foil to a glass of chilled beer on a summer’s day.
Gustavo Mescita Vini is a small, impeccably run wine bar with a large selection and expert advice on what to try. As always, the wine can be paired with local cheese, cold cuts, bread, olive oil and other products from Tuscany’s rich bounty. Make sure you buy a bottle to take home with you – it’s a great alternative to a wine tour if you don’t have time.
If you’re serious about wine, a good place to sample it is at the cellar door. Tenuta Torciano, a short drive outside San Gimignano, offers a wide range of tasting experiences with an even wider range of Tuscan wine. There are food and accommodation options too, with panoramic views of the countryside and, of course, the skyline.
To explore more of Italy, discover the best villas in Capri, or the best hotels in Positano – they’re bookable with Culture Trip. During your stay, explore the best hiking trails in Sicily, and relax on the best beaches near Rome. Make sure to also visit at least one of the best bars on the Amalfi Coast for a drink with a view.
Volcanic Iceland Epic Trip
meet our Local Insider
HOW LONG HAVE YOU BEEN A GUIDE?
WHAT DO YOU LOVE ABOUT YOUR JOB?
It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.
WHAT DESTINATION IS ON YOUR TRAVEL BUCKET-LIST?
I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!
Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.
KEEN TO EXPLORE THE WORLD?
Connect with like-minded people on our premium trips curated by local insiders and with care for the world
Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.
Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.