Title: 10 TOP Things to Do in San Gimignano October 2025 | Expedia.ca [San Gimignano Travel Guide](https://expedia.ca/San-Gimignano.dx11091)[Hotels in San Gimignano](https://expedia.ca/San-Gimignano-Hotels.d11091.Travel-Guide-Hotels)[Flights to San Gimignano](https://expedia.ca/Cheap-Flights-To-San-Gimignano.d11091.Travel-Guide-Flights)[San Gimignano Car Rentals](https://expedia.ca/Car-Rentals-In-San-Gimignano.d11091.Car-Rental-Guide)[San Gimignano Vacation Packages](https://expedia.ca/San-Gimignano.d11091.Destination-Travel-Guides) # What to do in San Gimignano ## Activities, attractions and tours ## Visit San Gimignano Types of activities Where to stay [San Gimignano travel guide](https://expedia.ca/San-Gimignano.dx11091) ![San Gimignano featuring street scenes and shopping as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157883-San-Gimignano.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Gimignano featuring street scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157902-San-Gimignano.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Gimignano showing a house and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157900-San-Gimignano.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Gimignano](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157884-San-Gimignano.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Gimignano showing a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157901-San-Gimignano.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## San Gimignano Attractions Let Expedia help you experience the best that San Gimignano has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours San Gimignano is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in San Gimignano to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### San Gimignano Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of San Gimignano. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to San Gimignano attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ### Most fun & popular experiences in San Gimignano ### Tours & day trips [See all 157 activities](https://expedia.ca/things-to-do/search?&rid=11091&location=San+Gimignano&filter.categories=ToursDayTrips) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/183e2e32-2bc9-4a2b-9b14-ce3b16c8add4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 55 reviews Free cancellation available CA $79 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://mediaim.expedia.com/localexpert/236697/0f88e6e6-ef95-4a56-8618-2b7fc4f041a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch 12h 15m 7.8/10 152 reviews Free cancellation available CA $79 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://mediaim.expedia.com/localexpert/46773619/ef900635-4e33-44a5-b043-5a52cc96c076.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence 11h 10/10 1 review Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![San Gimignano, Siena and Chianti - Small Group Tour](https://mediaim.expedia.com/localexpert/321506/80527687-31f8-4be3-9eb8-f949818318b6.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano, Siena and Chianti - Small Group Tour 9h 8.6/10 285 reviews Free cancellation available CA $193 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Chianti Wineries Tour with Tuscan Lunch and San Gimignano](https://mediaim.expedia.com/localexpert/3066812/0152b205-a96f-450d-b0ae-9ed1784446bc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wineries Tour with Tuscan Lunch and San Gimignano 8h 10/10 18 reviews Free cancellation available CA $308 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-wine-tour-with-lunch-visit-s-gimignano-organic-wineries-and-much-more.a3066812.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Tuscany Vespa Tour from Florence with Wine Tasting](https://mediaim.expedia.com/localexpert/3067216/186ed4da-a736-487d-9c27-f55c3c11482c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Vespa Tour from Florence with Wine Tasting 8h 10/10 4 reviews Free cancellation available CA $324 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-vespa-wine-tour.a3067216.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Vintage Fiat 500 Tuscany Drive with Winery Lunch ](https://mediaim.expedia.com/localexpert/235711/ea5d956c-5eae-42a3-a53b-afbf266edea7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vintage Fiat 500 Tuscany Drive with Winery Lunch 6h 30m+ 9/10 34 reviews Free cancellation available CA $243 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vintage-fiat-500-tuscany-drive-with-winery-lunch.a235711.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting](https://mediaim.expedia.com/localexpert/3085681/efb19d53-98f2-43d2-b0d9-78827efe5b3f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting 8h 10/10 5 reviews Free cancellation available CA $308 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-ride-lunch-winery-visit-wine-tasting-visit-s-gimignano-more.a3085681.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse](https://mediaim.expedia.com/localexpert/48222501/e97b94a1-10ba-4b28-af76-d02baa9dcca9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse 2h Free cancellation available CA $170 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fresh-pasta-cooking-class.a48222501.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![San Gimignano, Chianti & Montalcino small group from Siena](https://mediaim.expedia.com/localexpert/228183/fb771371-a28d-414f-b5b8-d4a0e9960158.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano, Chianti & Montalcino small group from Siena 11h 10/10 2 reviews Free cancellation available CA $227 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-chianti-montalcino-small-group-from-siena.a228183.activity-details?&rid=11091&location=San+Gimignano&swp=off) ### Private & custom tours [See all 47 activities](https://expedia.ca/things-to-do/search?&rid=11091&location=San+Gimignano&filter.categories=Privatecustomtours) ![Truffle Hunting in Tuscany](https://mediaim.expedia.com/localexpert/3113978/a9f55ec7-b566-49c1-a7df-31ab6ac630ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Tuscany 8h 10/10 1 review Free cancellation available CA $616 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico](https://mediaim.expedia.com/localexpert/995804/722ccbd9-e03b-49f4-89e5-86124609ab78.jpg?impolicy=resizecrop&rw=500&rh=280) ### PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico 8h Free cancellation available CA $1,289 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/wine-tours-vip-wines-and-ceramic-of-chianti-classico-private-tours.a995804.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m Free cancellation available CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Volterra Interactive City Tour](https://mediaim.expedia.com/localexpert/50180677/4588d145-856f-49e0-9ea3-00baf8bf4e88.jpg?impolicy=resizecrop&rw=500&rh=280) ### Volterra Interactive City Tour 2h Free cancellation available CA $11 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/interactive-tour-volterra-discover-while-having-fun.a50180677.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Wine and Extra Virgin Olive Oil Tasting](https://mediaim.expedia.com/localexpert/1097601/2b7e1f23-0721-4c16-903b-f8c9ac963e69.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine and Extra Virgin Olive Oil Tasting 45m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-wine-and-extra-virgin-olive-oil-tasting.a1097601.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Chianti wine tour](https://mediaim.expedia.com/localexpert/3073058/2016ffcb-0796-4ce4-a6af-6c2ec93f919f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chianti wine tour 5h CA $1,378 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-chianti-wine-tour.a3073058.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Day-Trip to Siena and San Gimignano](https://mediaim.expedia.com/localexpert/700800/06f9a81f-6b0a-489c-92a5-9cc8264ca226.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day-Trip to Siena and San Gimignano 6h Free cancellation available CA $1,184 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-day-trip-to-siena-and-san-gimignano.a700800.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Truffle hunting experience with lunch and Chianti wine tasting](https://mediaim.expedia.com/localexpert/47096453/4e717383-6592-4659-a816-8800cc37f956.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle hunting experience with lunch and Chianti wine tasting 6h CA $567 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/truffle-hunting-experience-with-lunch-and-chianti-wine-tasting.a47096453.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Truffle Hunting in Chianti](https://mediaim.expedia.com/localexpert/3189766/86c20b9b-d224-48e5-80cd-b61060ce64cd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Truffle Hunting in Chianti 5h Free cancellation available CA $550 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/truffle-hunting-with-wine-tasting-in-chianti.a3189766.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Afternoon of Grape Stomping and Wine Tasting in the Countryside](https://mediaim.expedia.com/localexpert/49815314/f86e30e6-9fb8-4772-8ae8-9de3f382cf2e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Afternoon of Grape Stomping and Wine Tasting in the Countryside 5h CA $357 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/afternoon-of-grape-stomping-and-wine-tasting-in-the-countryside.a49815314.activity-details?&rid=11091&location=San+Gimignano&swp=off) ### Classes & workshops [See all 38 activities](https://expedia.ca/things-to-do/search?&rid=11091&location=San+Gimignano&filter.categories=ClassesWorkshops) ![Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse](https://mediaim.expedia.com/localexpert/48222501/e97b94a1-10ba-4b28-af76-d02baa9dcca9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Volterra: Fresh Pasta Cooking Class at a Tuscan Farmhouse 2h Free cancellation available CA $170 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fresh-pasta-cooking-class.a48222501.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Tuscan Cooking Class](https://mediaim.expedia.com/localexpert/3177810/362501bb-c03d-442f-bab5-f0d873263dc0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class 3h 10/10 2 reviews Free cancellation available CA $203 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-cooking-class.a3177810.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Cooking Class: Italian Authentic Recipes with Lunch](https://mediaim.expedia.com/localexpert/48760354/15695096-597a-4270-9961-c13b9e1b4e89.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class: Italian Authentic Recipes with Lunch 3h Free cancellation available CA $178 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-and-italian-cooking-class-with-authentic-recipes.a48760354.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Tuscany Jewellery Class - Design and Craft by hand](https://mediaim.expedia.com/localexpert/48041174/d5b0b24f-bdec-4ef6-8f1b-88e7d7952dd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Jewellery Class - Design and Craft by hand 4h Free cancellation available CA $324 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-highlight-create-your-own-jewellery-in-an-artclass.a48041174.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Pici Class in a Tuscan Farm](https://mediaim.expedia.com/localexpert/50018697/ca16fa54-29ca-43f0-9d35-4d0c8b5fc76c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pici Class in a Tuscan Farm 3h Free cancellation available CA $203 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pici-class-in-a-tuscan-farm.a50018697.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner](https://mediaim.expedia.com/localexpert/48107984/1488a9ec-3bef-4232-8441-34d80298e961.jpg?impolicy=resizecrop&rw=500&rh=280) ### Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner 3h Free cancellation available CA $381 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Horseback riding tour of the Chianti hills](https://mediaim.expedia.com/localexpert/50019266/41d2d1a7-f6ec-49e3-b34b-027152def65b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback riding tour of the Chianti hills 1h 30m Free cancellation available CA $203 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-riding-tour-of-the-chianti-hills.a50019266.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Forge your own wedding rings or friendship rings in Tuscany](https://mediaim.expedia.com/localexpert/47063343/6a393654-85b6-4e6a-9d92-1cdbe24a2b70.jpg?impolicy=resizecrop&rw=500&rh=280) ### Forge your own wedding rings or friendship rings in Tuscany 4h Free cancellation available CA $649 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/wedding-rings-engagement-rings-friendship-rings-make-your-own.a47063343.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Wine Loves Food: The Perfect Tuscan Lunch & Wine Pairing Secrets](https://mediaim.expedia.com/localexpert/50040821/71d08f0c-f393-4378-b534-c24690ed0304.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Loves Food: The Perfect Tuscan Lunch & Wine Pairing Secrets 2h Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-with-transport-in-italy.a50040821.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Home made Pasta Cooking Class in Tuscany](https://mediaim.expedia.com/localexpert/49469783/804caed4-37a2-45cb-bfa1-def28b409e56.jpg?impolicy=resizecrop&rw=500&rh=280) ### Home made Pasta Cooking Class in Tuscany 3h Free cancellation available CA $243 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-pasta-cooking-class-with-dinner-and-wine.a49469783.activity-details?&rid=11091&location=San+Gimignano&swp=off) ### Adventure & outdoor [See all 15 activities](https://expedia.ca/things-to-do/search?&rid=11091&location=San+Gimignano&filter.categories=AdventureOutdoor) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/e7076e74-fe99-4b02-a9fc-f527a478919b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![E-Bike Chianti Small Group Tour from Siena](https://mediaim.expedia.com/localexpert/497709/2f0e6727-d15a-45b1-b38e-ddcb13e0902e.jpg?impolicy=resizecrop&rw=500&rh=280) ### E-Bike Chianti Small Group Tour from Siena 6h Free cancellation available CA $292 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/e-bike-chianti-small-group-tour-from-siena.a497709.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full-Day Chianti Bike Tour from Siena 6h 30m 10/10 2 reviews Free cancellation available CA $211 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Small Group Guided Hike to Monteriggioni from Siena](https://mediaim.expedia.com/localexpert/232407/0d19fd5d-5e98-42d2-a871-5b1f71a11bec.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small Group Guided Hike to Monteriggioni from Siena 4h 2/10 1 review Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/guided-hike-small-group-tour-from-siena.a232407.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Tuscany By E-Bike from Florence](https://mediaim.expedia.com/localexpert/512295/3167280f-d65a-4621-988d-7541b5fe1182.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany By E-Bike from Florence 6h 30m+ 5/10 1 review Free cancellation available CA $243 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Off Road Wine Tour in Chianti from Siena](https://mediaim.expedia.com/localexpert/3190978/579c776e-e9b3-47d6-8b90-9960265f5f95.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti from Siena 6h Free cancellation available CA $650 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/off-road-wine-tour-in-chianti-from-siena.a3190978.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Mensanello Valley Wine and Olive Tasting Hike](https://mediaim.expedia.com/localexpert/50000479/6c1559bd-8d4a-492b-90cf-83f4873edd79.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mensanello Valley Wine and Olive Tasting Hike 3h Free cancellation available CA $178 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/mensanello-valley-wine-and-olive-tasting-hike.a50000479.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Chianti Adventures: quad bike Excursion through Tuscan Landscapes](https://mediaim.expedia.com/localexpert/48692351/0f1b411d-393c-469e-88f3-71ec9535fa23.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Adventures: quad bike Excursion through Tuscan Landscapes 4h Free cancellation available CA $243 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-adventures-quad-bike-excursion-through-tuscan-landscapes.a48692351.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Tuscan meal with Wine and EVO oil tasting](https://mediaim.expedia.com/localexpert/1097603/e6a6f35d-6b38-4f32-9777-16145adb7681.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan meal with Wine and EVO oil tasting 1h 30m 10/10 1 review Free cancellation available CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Private Off Road Wine Tour in Chianti](https://mediaim.expedia.com/localexpert/3100938/5c84d725-4b1a-4be1-b7b7-d3a426f29027.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti 6h Free cancellation available CA $540 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=11091&location=San+Gimignano&swp=off) ### Shows & concerts [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=11091&location=San+Gimignano&filter.categories=ShowsConcerts) ![Vineyard Walk, Lunch or Dinner with Wine Tasting](https://mediaim.expedia.com/localexpert/49299919/7b92ea4a-d975-4273-911a-03a0fb013cc6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vineyard Walk, Lunch or Dinner with Wine Tasting 3h Free cancellation available CA $138 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-walk-lunch-or-dinner-with-wine-tasting.a49299919.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner](https://mediaim.expedia.com/localexpert/48107984/1488a9ec-3bef-4232-8441-34d80298e961.jpg?impolicy=resizecrop&rw=500&rh=280) ### Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner 3h Free cancellation available CA $381 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=11091&location=San+Gimignano&swp=off) ![Truffle Dinner, Truffle Dogs & Orchard Tour](https://mediaim.expedia.com/localexpert/50462008/6c8a623c-90b0-41e9-be7c-146685ea7101.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Dinner, Truffle Dogs & Orchard Tour 3h Free cancellation available CA $405 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/truffle-dinner-truffle-dogs-orchard-tour.a50462008.activity-details?&rid=11091&location=San+Gimignano&swp=off) ## Recommended things to do in San Gimignano | Number of things to do | 193 | | --- | --- | | Cheapest thing to do on Expedia | [Volterra Interactive City Tour](https://expedia.ca/things-to-do/interactive-tour-volterra-discover-while-having-fun.a50180677.activity-details): CA $12 | | Top 5 things to do | - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) - [Cesani Wine Experience](https://expedia.ca/things-to-do/cesani-wine-experience.a3177828.activity-details) - [San Gimignano: The Medieval City](https://expedia.ca/things-to-do/san-gimignano-the-medieval-city.a4749659.activity-details) - [Chianti Half Day Wine Tour from Florence](https://expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) | | Half-day tours | - [Cesani Wine Experience](https://expedia.ca/things-to-do/cesani-wine-experience.a3177828.activity-details) - [San Gimignano: The Medieval City](https://expedia.ca/things-to-do/san-gimignano-the-medieval-city.a4749659.activity-details) - [Visit of San Gimignano with local expert guide](https://expedia.ca/things-to-do/visit-of-san-gimignano-with-local-expert-guide.a46297885.activity-details) - [Discover Chianti Through its Wines](https://expedia.ca/things-to-do/discover-chianti-through-its-wines.a1142212.activity-details) - [Casa Emma Wine Tasting](https://expedia.ca/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details) | | With kids | - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) - [Cesani Wine Experience](https://expedia.ca/things-to-do/cesani-wine-experience.a3177828.activity-details) - [San Gimignano: The Medieval City](https://expedia.ca/things-to-do/san-gimignano-the-medieval-city.a4749659.activity-details) - [Chianti Half Day Wine Tour from Florence](https://expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) | ## What to do in San Gimignano * * * ### Discover the most popular places to visit in San Gimignano ![San Gimignano Communal Palace](https://mediaim.expedia.com/destination/1/4141def83d312f3c3eca793393c14faa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Gimignano Communal Palace 4.5/5(2 reviews) You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours. [](https://expedia.ca/San-Gimignano-Communal-Palace-San-Gimignano-City-Centre.d6105356.Vacation-Attraction) ![Piazza Duomo showing heritage architecture and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/158000/158214-Piazza-Duomo-San-Gimignano.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza Duomo 4.5/5(20 reviews) Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square. [](https://expedia.ca/Piazza-Duomo-San-Gimignano-City-Centre.d6105352.Vacation-Attraction) ![Piazza della Cisterna which includes street scenes, a city and a square or plaza](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157885-San-Gimignano.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza della Cisterna 4.5/5(17 reviews) Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events. [](https://expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) ![Piazza delle Erbe which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/158000/158235-Piazza-Delle-Erbe-San-Gimignano.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza delle Erbe Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square. [](https://expedia.ca/Piazza-Delle-Erbe-San-Gimignano-City-Centre.d6105350.Vacation-Attraction) ![Collegiate Church of Santa Maria Assunta](https://mediaim.expedia.com/destination/2/cab42bcac22cfa9a6c61d9efc4ffdf16.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Collegiate Church of Santa Maria Assunta 4.5/5(7 reviews) You can browse the exhibits at Collegiate Church of Santa Maria Assunta, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours. [](https://expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction) #### Tenuta Torciano Winery 5/5(1 review) You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) #### Medieval Criminal and Torture Museum This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world. [](https://expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) #### Sovestro in Poggio Winery You can enjoy a tasting or tour at Sovestro in Poggio Winery during your travels to San Gimignano. Discover the area's beautiful countryside and wineries. [](https://expedia.ca/Sovestro-In-Poggio-Winery-San-Gimignano.d6166763.Vacation-Attraction) #### Vernaccia di San Gimignano Wine Museum You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours. [](https://expedia.ca/Vernaccia-Di-San-Gimignano-Wine-Museum-San-Gimignano-City-Centre.d553248621533000245.Vacation-Attraction) ### Explore areas of San Gimignano ![Piazza della Cisterna showing café scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157905-San-Gimignano.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### San Gimignano City Centre 5/5(5 area reviews) San Gimignano City Centre is noteworthy for its historic sites, and you can make a stop at top attractions like Piazza delle Erbe and Piazza Duomo. [](https://expedia.ca/San-Gimignano-San-Gimignano-City-Centre.dx553248635810302977) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from San Gimignano ![Photo by Leanne](https://mediaim.expedia.com/destination/2/ecd2347b02d6a5c5f9cdd54aa06a0b7f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Colle di Val d'Elsa [](https://expedia.ca/Colle-Di-Val-DElsa.dx4935) ![Gambassi Terme](https://mediaim.expedia.com/destination/1/f9c4a8df4703f7f002959cd2881c01a7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Gambassi Terme [](https://expedia.ca/Gambassi-Terme.dx602568) ![Volterra featuring a small town or village and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157740-Volterra.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Volterra [](https://expedia.ca/Volterra.dx603154) ## Frequently asked questions ### Is San Gimignano worth visiting? > One of the most popular things to do in San Gimignano is visit Sovestro in Poggio Winery. Tick this major attraction off your agenda, then experience more of this area's walking trails and nature. ### How do I spend a day in San Gimignano? > When you've checked off key attractions like Castelvecchio and Palazzo Pretorio, spend the rest of your day enjoying San Gimignano's retail and dining scene. ### What is the top tourist attraction in San Gimignano? > The top tourist attraction in San Gimignano is Sovestro in Poggio Winery, so make sure to add it to your agenda. ### Is three days enough to stay in San Gimignano? > Three days in San Gimignano is enough to visit the city's key attractions. Many travellers book for three days on average. Sovestro in Poggio Winery, Collegiate Church of Santa Maria Assunta and Colle di Val d'Elsa Cathedral are top-rated sights. Want to see more? Hang around a little longer to explore nearby hotspots such as Florence. ### Is San Gimignano a walkable city? > With attractions like Sovestro in Poggio Winery nearby, San Gimignano is every bit a place to see on foot. Like to visit some exciting neighbourhoods within walking distance of the city centre? San Gimignano City Centre is about 0.16 kilometres away. ### What are some activities to do in San Gimignano with kids? > Deciding what to do in San Gimignano with kids has never been so simple. Whether you're travelling with toddlers or teenagers, there are many family-friendly attractions to keep them happy here. > > > > - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) > - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) > - [Cesani Wine Experience](https://expedia.ca/things-to-do/cesani-wine-experience.a3177828.activity-details) > - [San Gimignano: The Medieval City](https://expedia.ca/things-to-do/san-gimignano-the-medieval-city.a4749659.activity-details) > - [Chianti Half Day Wine Tour from Florence](https://expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) ### What to do in San Gimignano for adults? > Whether you're a culture enthusiast, food connoisseur or outdoor adventurer, there are lots of things to do in San Gimignano for adults including Sovestro in Poggio Winery and Castello di Monsanto. ### Are there free things to do in San Gimignano? > One of the simplest ways to find free things to do in San Gimignano is to speak with a local tour guide. You'll get insider recommendations on cool neighbourhoods, parks and other major attractions you can visit without reaching for your wallet. Colle di Val d'Elsa Cathedral is one sight that doesn't charge an admission fee. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Bibbiano Hotels](https://www.expedia.ca/Bibbiano-Hotels.d553248635149763194.Travel-Guide-Hotels) - [Campiglia Hotels](https://www.expedia.ca/Campiglia-Hotels.d553248622858799658.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano-Hotels-LGBT-Friendly-Hotel.0-0-d6285675-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Castel San Gimignano Hotels](https://www.expedia.ca/Castel-San-Gimignano-Hotels.d6285675.Travel-Guide-Hotels) - [Hotels near Castello di Monsanto](https://www.expedia.ca/Castello-Di-Monsanto-Hotels.0-l6230523-0.Travel-Guide-Filter-Hotels) - [Hotels near Castelvecchio](https://www.expedia.ca/Castelvecchio-Hotels.0-l632710206093606912-0.Travel-Guide-Filter-Hotels) - [Certaldo Alto Hotels](https://www.expedia.ca/Certaldo-Alto-Certaldo-Hotels.0-n6223743-0.Travel-Guide-Filter-Hotels) - 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[Varna Hotels](https://www.expedia.ca/Varna-Hotels.d553248635975876031.Travel-Guide-Hotels) - [Villa del Monte Hotels](https://www.expedia.ca/Villa-Del-Monte-Hotels.d6285676.Travel-Guide-Hotels) - [Flights to Certaldo](https://www.expedia.ca/Cheap-Flights-To-Certaldo.d603153.Travel-Guide-Flights) - [Flights from Chicago to Val d'Elsa](https://www.expedia.ca/lp/flights/178248/6047917/chicago-to-val-delsa) - [Flights from Colle di Val d'Elsa](https://www.expedia.ca/lp/flights/4935/flights-from-colle-di-val-delsa) - [Flights from Poggibonsi](https://www.expedia.ca/lp/flights/4964/flights-from-poggibonsi) - [Visit Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano.dx6285675) - [Visit Colle di Val d'Elsa](https://www.expedia.ca/Colle-Di-Val-DElsa.dx4935) - [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction) - [Visit Gambassi Terme](https://www.expedia.ca/Gambassi-Terme.dx602568) - [Medieval Criminal and Torture Museum](https://www.expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) - [Monsanto Vacations](https://www.expedia.ca/Monsanto.d553248622859260555.Destination-Travel-Guides) - [Visit Pancole](https://www.expedia.ca/Pancole.dx6361505) - [Piazza della Cisterna](https://www.expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) - [Piazza Luigi Pecori](https://www.expedia.ca/Piazza-Luigi-Pecori-San-Gimignano-City-Centre.d553248635976772612.Vacation-Attraction) - [Visit Poggibonsi](https://www.expedia.ca/Poggibonsi.dx4964) - [Visit San Donnino](https://www.expedia.ca/San-Donnino.dx6359579) - [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) - [Val d'Elsa Vacations](https://www.expedia.ca/Val-DElsa.d6047917.Destination-Travel-Guides) - [Visit Vico d'Elsa](https://www.expedia.ca/Vico-DElsa.dx3000025842) - [Car rentals near Certaldo Alto](https://www.expedia.ca/Car-Rentals-In-Certaldo-Alto.d6223743.Car-Rental-Guide) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)