Title: 10 TOP Things to Do in Gaiole in Chianti December 2025 | Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.ca/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) # What to do in Gaiole in Chianti ## Activities, attractions and tours ## Visit Gaiole in Chianti Types of activities [Gaiole in Chianti travel guide](https://expedia.ca/Gaiole-in-Chianti.dx603149) ![Photo by Karen Dean](https://mediaim.expedia.com/destination/2/a2c6ad675bceb2a96f21b753e5375ee0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Karen Dean](https://mediaim.expedia.com/destination/2/a2c6ad675bceb2a96f21b753e5375ee0.jpg) ![Photo by Lara Saade](https://mediaim.expedia.com/destination/2/b07660da931cdd6a0c5cf661c5f70168.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Lara Saade](https://mediaim.expedia.com/destination/2/b07660da931cdd6a0c5cf661c5f70168.jpg) ![Photo by Stewart Helfer](https://mediaim.expedia.com/destination/2/2ab8a77e0f73740d2d2dd988e2859f32.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Stewart Helfer](https://mediaim.expedia.com/destination/2/2ab8a77e0f73740d2d2dd988e2859f32.jpg) ![Photo "Gaiole in Chianti" by LigaDue (CC BY-SA) / Cropped from original](https://mediaim.expedia.com/destination/3/b8916e36658f4d94de7259069ba4cfbf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://mediaim.expedia.com/destination/3/b8916e36658f4d94de7259069ba4cfbf.jpg) by [LigaDue](//commons.wikimedia.org/wiki/User:LigaDue) ([CC BY-SA](https://creativecommons.org/licenses/by-sa/4.0)) ![Photo "Gaiole in Chianti" by LigaDue (CC BY-SA) / Cropped from original](https://mediaim.expedia.com/destination/3/ad3f8e241b6d9745982b6dba2089973c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://mediaim.expedia.com/destination/3/ad3f8e241b6d9745982b6dba2089973c.jpg) by [LigaDue](//commons.wikimedia.org/wiki/User:LigaDue) ([CC BY-SA](https://creativecommons.org/licenses/by-sa/4.0)) ## Gaiole in Chianti Attractions Let Expedia help you experience the best that Gaiole in Chianti 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 Gaiole in Chianti 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 Gaiole in Chianti 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. #### Gaiole in Chianti 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 Gaiole in Chianti. 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 Gaiole in Chianti 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 Gaiole in Chianti ### Tours & day trips [See all 191 activities](https://expedia.ca/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=ToursDayTrips) ![San Gimignano, Siena and Chianti - Small Group Tour](https://mediaim.expedia.com/localexpert/321506/1e2813e3-17ae-4ee9-bf76-f82b70d58df9.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 $224 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni & Chianti from Florence 8h+ 8.8/10 26 reviews Free cancellation available ~~CA $105~~CA $84 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=603149&location=Gaiole+in+Chianti&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=603149&location=Gaiole+in+Chianti&swp=off) ![Siena & San Gimignano Day Trip from Florence with Chianti Views](https://mediaim.expedia.com/localexpert/599682/9aaa51e2-9a73-4f4e-9476-329b0fe89b06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena & San Gimignano Day Trip from Florence with Chianti Views 9h 9/10 19 reviews Free cancellation available CA $79 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/charming-tuscany-pisa-siena-san-gimignano-chianti-day-trip-with-wine.a599682.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Essence of Chianti Small Group Tour with Lunch and Tastings from Florence](https://mediaim.expedia.com/localexpert/1137623/300bac00-d210-4345-82f7-03e2beeb2de1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Essence of Chianti Small Group Tour with Lunch and Tastings from Florence 8h 10/10 8 reviews Free cancellation available CA $240 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/essence-of-chianti-small-group-tour-with-lunch-and-tastings-from-florence.a1137623.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Authentic Experience with two Wine Tastings](https://mediaim.expedia.com/localexpert/177267/0ec73ce0-4260-4f3b-b3c2-f811015674a8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Authentic Experience with two Wine Tastings 6h 7.4/10 56 reviews Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-tour-with-two-wine-tastings-two-charming-villages.a177267.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena and San Gimignano: Small-Group Tour with Lunch from Florence](https://mediaim.expedia.com/localexpert/1137621/2ce6ba32-d99b-4556-8b0e-90305fa6c8e6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena and San Gimignano: Small-Group Tour with Lunch from Florence 10h 10/10 14 reviews Free cancellation available CA $240 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-and-san-gimignano-small-group-tour-with-lunch-from-florence.a1137621.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena](https://mediaim.expedia.com/localexpert/1139506/ff1c8e1f-f674-45b9-b7da-daf2120ea7de.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena 9h 10/10 5 reviews CA $290 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/small-group-brunello-di-montalcino-wine-tasting-trip-from-siena.a1139506.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena: Siena Cathedral and Piccolomini Library Entry Ticket](https://mediaim.expedia.com/localexpert/47961267/a72ecd7f-79b3-4c99-9cc7-d60cd49bb0d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Siena Cathedral and Piccolomini Library Entry Ticket 10/10 1 review Free cancellation available CA $14 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Experience the Magic of Tuscany from a Hot Air Balloon](https://mediaim.expedia.com/localexpert/919439/41497245-6034-40ec-8686-1c9c920eaecb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience the Magic of Tuscany from a Hot Air Balloon 3h 10/10 1 review Free cancellation available CA $433 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Private & custom tours [See all 119 activities](https://expedia.ca/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=Privatecustomtours) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/560c8d2e-6d5f-430d-95ec-8a2ac7eb560e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m Free cancellation available CA $95 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Taste of Tuscany Tour](https://mediaim.expedia.com/localexpert/49838127/2c8767a9-ec78-45f3-b3ce-7a8ff49db236.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Taste of Tuscany Tour 9h Free cancellation available CA $467 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena: Horseback Adventure in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/48146663/553ab7a1-478e-488c-8bd8-29856eaee45e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Horseback Adventure in the Tuscan Countryside 1h+ Free cancellation available CA $113 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Hunt for the 10 Treasures of Siena](https://mediaim.expedia.com/localexpert/3189412/1d397b04-e56b-4700-b1b8-6d6ac5834910.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hunt for the 10 Treasures of Siena 4h Free cancellation available CA $100 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/hunt-for-the-10-treasures-of-siena.a3189412.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Hills Tour:Discovering Tuscany's Wine Heart from Florence](https://mediaim.expedia.com/localexpert/50735989/3acc1cfb-7d77-4625-bd1a-5f0a8bcde061.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Hills Tour:Discovering Tuscany's Wine Heart from Florence 5h Free cancellation available CA $1,046 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chianti-hills-tour-discovering-tuscanys-wine-heart-from-florence.a50735989.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena and San Gimignano in Tuscany Private Day Tour](https://mediaim.expedia.com/localexpert/47562850/19e1e030-dd46-4a7d-b105-d181320267a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena and San Gimignano in Tuscany Private Day Tour 12h Free cancellation available CA $479 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-and-san-gimignano-in-tuscany-private-day-tour.a47562850.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Day Tour in Siena](https://mediaim.expedia.com/localexpert/3284713/4bd0ead8-6b79-42ee-affa-3ae66e2b087f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day Tour in Siena 10h Free cancellation available CA $966 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-day-tour-in-siena.a3284713.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Olive Oil Mill Tour & EVO Oils Tasting - Sarteano, Tuscany](https://mediaim.expedia.com/localexpert/48958555/73f80315-b232-4983-9833-86b88acc54fe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Oil Mill Tour & EVO Oils Tasting - Sarteano, Tuscany 45m 10/10 1 review Free cancellation available CA $19 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sarteano-tasting-of-oils-and-bruschetta.a48958555.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Day Trip Tuscany Landscape and Wine Tasting from Florence](https://mediaim.expedia.com/localexpert/3241174/5e438f73-b929-4929-a45d-c1b970e3d69b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day Trip Tuscany Landscape and Wine Tasting from Florence 9h Free cancellation available CA $531 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-day-trip-best-of-tuscany-landscape-and-wine-tour-from-florence.a3241174.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![PRIVATE Full-Day Siena and Chianti Classico Wine Experience.](https://mediaim.expedia.com/localexpert/3448983/c37bfe38-97b1-4962-bb81-377d8da25ebb.jpg?impolicy=resizecrop&rw=500&rh=280) ### PRIVATE Full-Day Siena and Chianti Classico Wine Experience. 9h Free cancellation available CA $1,046 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-full-day-siena-and-chianti-classico-wine-experience.a3448983.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Classes & workshops [See all 17 activities](https://expedia.ca/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=ClassesWorkshops) ![Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://mediaim.expedia.com/localexpert/49774024/088c70fb-3cb8-4de4-8a36-353aa3428e21.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Pasta and Tiramisu Small Group Cooking Class with Wine 3h 10/10 2 reviews Free cancellation available CA $119 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Olive Mill Tour with Oil and Food Tasting in Chianciano](https://mediaim.expedia.com/localexpert/50587099/87a29e69-ce27-4a4a-b073-a8cbaf175561.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Mill Tour with Oil and Food Tasting in Chianciano 1h Free cancellation available CA $48 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Tuscan Cooking Class in Central Siena](https://mediaim.expedia.com/localexpert/1052566/82a90dd7-1ba5-4ec6-b34a-3aa8b3dc5534.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class in Central Siena 4h 8/10 4 reviews Free cancellation available CA $209 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Pasta-making class at a Cesarina's home with tasting - Siena](https://mediaim.expedia.com/localexpert/817056/d542392d-1344-41e2-b1ab-4a4602a4018a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pasta-making class at a Cesarina's home with tasting - Siena 4h Free cancellation available CA $233 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pasta-making-class-at-a-cesarinas-home-with-tasting-siena.a817056.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena countryside: cooking class in a real Tuscan farmhouse](https://mediaim.expedia.com/localexpert/48307488/2cdbdc4c-253d-4c58-ba14-f74d6d209c73.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena countryside: cooking class in a real Tuscan farmhouse 4h Free cancellation available CA $233 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-countryside-cooking-class-in-a-real-tuscan-farmhouse.a48307488.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Casa Emma Wine Tasting](https://mediaim.expedia.com/localexpert/3575311/e0ae8813-3d7f-4797-b9dd-5fb830d13057.jpg?impolicy=resizecrop&rw=500&rh=280) ### Casa Emma Wine Tasting 1h 15m Free cancellation available CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Cooking Class in Chianti from Siena](https://mediaim.expedia.com/localexpert/2180916/cb80912c-007c-4683-860a-34e71cbc602f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Chianti from Siena 5h Free cancellation available CA $591 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cooking-class-in-tuscan-farmhouse-from-siena.a2180916.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Casa Emma Cooking Class Experience](https://mediaim.expedia.com/localexpert/3602224/205b83e2-0b5d-4477-86f5-fe742626f16e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Casa Emma Cooking Class Experience 4h Free cancellation available CA $314 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-cooking-class-in-tuscany.a3602224.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Exclusive cuisine and fine wines](https://mediaim.expedia.com/localexpert/50157539/91c752d5-6b54-4847-b1a9-85260a05be52.jpg?impolicy=resizecrop&rw=500&rh=280) ### Exclusive cuisine and fine wines 3h Free cancellation available CA $201 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/exclusive-cuisine-and-fine-wines.a50157539.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Cooking Class in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/2215957/0955a864-2f61-45c5-b867-2994c4a381e5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Chianti from San Gimignano 4h Free cancellation available CA $591 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cooking-class-in-tuscan-farmhouse-from-san-gimignano.a2215957.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Adventure & outdoor [See all 11 activities](https://expedia.ca/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=AdventureOutdoor) ![Private Taste of Tuscany Tour](https://mediaim.expedia.com/localexpert/49838127/2c8767a9-ec78-45f3-b3ce-7a8ff49db236.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Taste of Tuscany Tour 9h Free cancellation available CA $467 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Wine and Food Safari](https://mediaim.expedia.com/localexpert/562098/7a7087d5-a4b0-4f6b-bddf-f98cef0a4e42.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wine and Food Safari 10h 10/10 9 reviews Free cancellation available CA $362 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-wine-and-food-safari.a562098.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Quad Tour quad bike Adventure in Chianti. Lunch and Wine Tasting](https://mediaim.expedia.com/localexpert/3104468/5f23d1bc-d146-46f9-969c-42b9f7b8c06b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Quad Tour quad bike Adventure in Chianti. Lunch and Wine Tasting 8h Free cancellation available CA $515 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/quad-tour-quad-bike-adventure-in-chianti-lunch-and-wine-tasting.a3104468.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Off Road Wine Tour in Chianti from Siena](https://mediaim.expedia.com/localexpert/3190978/ce2d3a05-7a58-40a3-a899-4c064375ee16.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti from Siena 6h Free cancellation available CA $645 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=603149&location=Gaiole+in+Chianti&swp=off) ![Private Off Road Wine Tour in Chianti](https://mediaim.expedia.com/localexpert/3100938/e204cd45-24c0-4c46-a502-cb2f60bb0409.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti 6h Free cancellation available CA $536 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=603149&location=Gaiole+in+Chianti&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h Free cancellation available CA $504 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h Free cancellation available CA $613 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Tour Siena San Gimignano and Chianti from Cortona](https://mediaim.expedia.com/localexpert/50068176/32abcd08-ae70-42d2-a7a7-27ea70efb05a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour Siena San Gimignano and Chianti from Cortona 9h Free cancellation available CA $660 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-tour-siena-san-gimignano-and-chianti-from-cortona.a50068176.activity-details?&rid=603149&location=Gaiole+in+Chianti&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 $209 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Air, helicopter & balloon tours [See all 5 activities](https://expedia.ca/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=AirHelicopterBalloonTours) ![Experience the Magic of Tuscany from a Hot Air Balloon](https://mediaim.expedia.com/localexpert/919439/41497245-6034-40ec-8686-1c9c920eaecb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience the Magic of Tuscany from a Hot Air Balloon 3h 10/10 1 review Free cancellation available CA $433 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Hot Air Balloon ride in the Chianti Valley Tuscany](https://mediaim.expedia.com/localexpert/3673792/0b823c84-8830-4664-a4c3-2065b24521e1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon ride in the Chianti Valley Tuscany 3h 2/10 1 review Free cancellation available CA $491 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/volo-in-mongolfiera-nella-valle-del-chianti.a3673792.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Tour: Tuscany Hot Air Balloon Flight from Siena](https://mediaim.expedia.com/localexpert/1153043/699d3ae7-cdfb-4cb4-b63e-366d0dd9f0d5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour: Tuscany Hot Air Balloon Flight from Siena 2h 30m Free cancellation available CA $2,897 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-tour-tuscany-hot-air-balloon-flight-with-transport-from-siena.a1153043.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Hot Air Balloon Flight Over Tuscany from Siena](https://mediaim.expedia.com/localexpert/1153035/74778400-e9be-4eaa-824e-63804a61d910.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon Flight Over Tuscany from Siena 3h 10/10 1 review Free cancellation available CA $499 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/hot-air-balloon-flight-over-tuscany-from-siena.a1153035.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena: Balloon Flight Over Tuscany with a Glass of Wine](https://mediaim.expedia.com/localexpert/44505029/cebd2ada-d125-4c9a-ae6f-655f33f6a6a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Balloon Flight Over Tuscany with a Glass of Wine 3h 10/10 1 review Free cancellation available CA $499 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-balloon-flight-over-tuscany-with-a-glass-of-wine.a44505029.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ## Recommended things to do in Gaiole in Chianti | Number of things to do | 213 | | ------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Siena Self Guided Audio Experience](/things-to-do/siena-self-guided-audio-experience.a50886723.activity-details): CA $9 | | Top 5 things to do | [Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[San Gimignano, Siena and Chianti - Small Group Tour](/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details)[Siena: Siena Cathedral and Piccolomini Library Entry Ticket](/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details)[Skip the Line: Siena City and Duomo Walking Tour](/things-to-do/skip-the-line-siena-duomo-and-city-walking-tour.a337428.activity-details) | | Half-day tours | [Skip the Line: Siena City and Duomo Walking Tour](/things-to-do/skip-the-line-siena-duomo-and-city-walking-tour.a337428.activity-details)[Exclusive Wine Tasting in the Historic Centre of Siena](/things-to-do/exclusive-wine-tasting-in-the-historic-centre-of-siena.a48855082.activity-details)[Discover Chianti Through its Wines](/things-to-do/discover-chianti-through-its-wines.a1142212.activity-details)[Montefioralle Winery - Tour and Wine Tasting in Chianti](/things-to-do/montefioralle-winery-tour-and-wine-tasting-in-chianti.a49047097.activity-details)[Wine Experience in an Organic Chianti Winery](/things-to-do/wine-experience-in-an-organic-chianti-winery.a48261314.activity-details) | | With kids | [Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[San Gimignano, Siena and Chianti - Small Group Tour](/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details)[Siena: Siena Cathedral and Piccolomini Library Entry Ticket](/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details)[Discover Chianti Through its Wines](/things-to-do/discover-chianti-through-its-wines.a1142212.activity-details) | ## What to do in Gaiole in Chianti --- ### Discover the most popular places to visit in Gaiole in Chianti ![Meleto Castle](https://mediaim.expedia.com/destination/2/b07660da931cdd6a0c5cf661c5f70168.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Meleto Castle Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) #### Castle of Brolio 4.5/5(3 reviews) You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area. [](https://expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction) #### Badia a Coltibuono You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this romantic area, or enjoy its local tours. [](https://expedia.ca/Badia-A-Coltibuono-Gaiole-in-Chianti.d6292126.Vacation-Attraction) #### Cantalici Winery You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Cantalici-Winery-Gaiole-in-Chianti.d553248621562144630.Vacation-Attraction) #### Medieval Tower of Barbischio Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.ca/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction) #### Gaiole in Chianti Stadium Catch an event at Gaiole in Chianti Stadium during your trip to Gaiole in Chianti. Discover the beautiful countryside and charming coffeehouses in this quaint area. [](https://expedia.ca/Gaiole-In-Chianti-Stadium-Gaiole-in-Chianti.d6238145.Vacation-Attraction) #### Castello di Meleto Cantina You can enjoy a tasting or tour at Castello di Meleto Cantina during your travels to Gaiole in Chianti. Visit the spas in this quaint area, or simply enjoy its wineries. [](https://expedia.ca/Castello-Di-Meleto-Cantina-Gaiole-in-Chianti.d873868973899513856.Vacation-Attraction) #### Church of San Sigismondo After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) #### PoggioBrandani You can enjoy a tasting or tour at PoggioBrandani during your travels to Gaiole in Chianti. Discover the beautiful countryside and wineries in this walkable area. [](https://expedia.ca/PoggioBrandani-Gaiole-in-Chianti.d553248621532500722.Vacation-Attraction) --- 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 Gaiole in Chianti ![Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Siena ![Radda in Chianti which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157516-Chianti-Region.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Radda in Chianti ## Frequently asked questions ### Is Gaiole in Chianti worth visiting? ### How do I spend a day in Gaiole in Chianti? ### What is the top tourist attraction in Gaiole in Chianti? ### Is three days enough to stay in Gaiole in Chianti? ### Is Gaiole in Chianti a walkable city? ### What are some activities to do in Gaiole in Chianti with kids? > - [Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://expedia.ca/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details) > - [Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.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) > - [Siena: Siena Cathedral and Piccolomini Library Entry Ticket](https://expedia.ca/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details) > - [Discover Chianti Through its Wines](https://expedia.ca/things-to-do/discover-chianti-through-its-wines.a1142212.activity-details) ### What to do in Gaiole in Chianti for adults? ### Are there free things to do in Gaiole in Chianti? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [5 Star Hotels in Chianti Region ](https://www.expedia.ca/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - 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