Title: Things to Do in Gaiole in Chianti in 2026 | Expedia.com [Gaiole in Chianti Travel Guide](https://expedia.com/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.com/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Flights to Gaiole in Chianti](https://expedia.com/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Car Rentals in Gaiole in Chianti](https://expedia.com/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.com/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) # Things to do in Gaiole in Chianti ## Find and book activities, attractions and tours ## Visit Gaiole in Chianti Types of activities [Gaiole in Chianti Travel Guide](https://expedia.com/Gaiole-in-Chianti.dx603149) ![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Steinhäuser in Landschaft mit Zypressen und blauem Himmel](https://images.trvl-media.com/place/603149/99111d57-57d7-4e93-ad2a-b7ccb23aa05a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![On the path of the Eroica Competition, off-road in tuscany in the chianti hills near siena, italy. The theme of the event is vintage cycling, with participants using vintage (pre-1987) bikes.](https://images.trvl-media.com/place/603149/c302835f-bd71-4137-b924-97383a0f5c54.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Church San Giusto in Salcio, territory of Gaiole in Chianti, Province of Siena, Tuscany, Italy](https://images.trvl-media.com/place/603149/0b96d24d-39d7-464c-8441-f1793eeb886c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/603149/0b96d24d-39d7-464c-8441-f1793eeb886c.jpg) by [LigaDue](//commons.wikimedia.org/wiki/User:LigaDue) ([Creative Commons Attribution-Share Alike 4.0](https://creativecommons.org/licenses/by-sa/4.0)) ![San Polo in Rosso, Gaiole in Chianti, Province of Siena, Tuscany, Italy](https://images.trvl-media.com/place/603149/6e99f973-0400-4ae9-8900-a544d5c6ced6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/603149/6e99f973-0400-4ae9-8900-a544d5c6ced6.jpg) by [LigaDue](//commons.wikimedia.org/wiki/User:LigaDue) ([Creative Commons Attribution-Share Alike 4.0](https://creativecommons.org/licenses/by-sa/4.0)) ### Gaiole in Chianti Attractions There's something quite magical about smaller cities. Whether you're visiting Gaiole in Chianti for a weekend or you're planning on staying a bit longer, you'll easily fall in love with this destination. In fact, with so many exciting things to do and fascinating attractions to enjoy, you mightn't want to go home! If you're ready to explore Gaiole in Chianti, sign up for one of the top [tours & day trips](https://www.expedia.com/things-to-do/en/search?rid=603149&rfrr=ATG.LP.BodyContent&categories=ToursDayTrips) on offer, and have an expert show you the most popular sights. Offering free cancellations and no added fees, our {345 fun activities in Gaiole in Chianti [fun activities in Gaiole in Chianti](https://www.expedia.com/things-to-do/en/search?rid=603149&rfrr=ATG.LP.BodyContent)} are also worth a look. --- - ![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 One Key members save % or more on select activities, hotels, cars and vacation rentals. [Learn about One Key](https://www.expedia.com/welcome-one-key) --- ### Most popular activities in Gaiole in Chianti ### Tours & day trips [See all 305 activities](https://expedia.com/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=ToursDayTrips) ![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine 11h 8.8/10 137 verified reviews Free cancellation available $91 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 56 verified reviews Free cancellation available $28 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/6b5ddcd1-86fe-4d2a-800f-065567276e82.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Day Trip: Medieval Villages & Cooking Class 9h 8.6/10 285 verified reviews Free cancellation available $161 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.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 10h 30m 8.6/10 30 verified reviews Free cancellation available ~~$76~~$53 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.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 8.8/10 20 verified reviews Free cancellation available $57 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-san-gimignano-day-trip-from-florence-with-chianti-views.a599682.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 verified review Free cancellation available $64 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Wine & Food Experience with Two Authentic Tastings](https://mediaim.expedia.com/localexpert/177267/bffa6ba4-a36b-46a4-beda-2efb4e2729be.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wine & Food Experience with Two Authentic Tastings 5h+ 7.4/10 56 verified reviews Free cancellation available $64 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-wine-food-experience-with-two-authentic-tastings.a177267.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti](https://mediaim.expedia.com/localexpert/4100087/1564dd17-49f0-4fd1-b2ef-8c209068e6b7.jpg?impolicy=resizecrop&rw=500&rh=280) ### VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti 6h 30m 9/10 16 verified reviews Free cancellation available ~~$139~~$97 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/vip-tour-wine-tasting-dinner-in-the-vineyards-of-chianti.a4100087.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner](https://mediaim.expedia.com/localexpert/1137623/84005da7-389d-4411-a794-34cdf1ebb3c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner 8h 10/10 233 Viator reviews Free cancellation available $172 includes taxes & fees per adult [](https://www.expedia.com/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) ![From Florence Chianti Wine Tour with Tastings Half Day](https://mediaim.expedia.com/localexpert/51069909/7a9c46d4-027e-459b-bdcb-23c7a241b3f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence Chianti Wine Tour with Tastings Half Day 5h 30m Free cancellation available $57 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/from-florence-chianti-wine-tour-with-tastings-half-day.a51069909.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Private & custom tours [See all 139 activities](https://expedia.com/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=Privatecustomtours) ![An Exclusive Horseback Experience in the Heart of Tuscany](https://mediaim.expedia.com/localexpert/48146663/80233924-dd03-44cb-878c-00dcd9e8cea7.jpg?impolicy=resizecrop&rw=500&rh=280) ### An Exclusive Horseback Experience in the Heart of Tuscany 1h+ 10/10 56 GetYourGuide reviews Free cancellation available $81 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena: Private Custom Tour with a Local Guide](https://mediaim.expedia.com/localexpert/47380656/4c5103a2-febc-4f97-80d9-386adbec4108.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Private Custom Tour with a Local Guide 2h+ 8.8/10 12 GetYourGuide reviews Free cancellation available $116 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/siena-private-custom-tour-with-a-local-guide.a47380656.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 9/10 2 Viator reviews Free cancellation available $441 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/ddf34be6-cd21-4a38-8175-a2c4b7ec8457.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m 8.2/10 11 Viator reviews Free cancellation available $75 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.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 10/10 3 Viator reviews Free cancellation available $362 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Greve in Chianti: Wine Tasting & Cellar Tour](https://mediaim.expedia.com/localexpert/51852329/8e8f6f0b-b288-4f37-969d-a6ec395ee3b2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Greve in Chianti: Wine Tasting & Cellar Tour 1h 30m Free cancellation available $41 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/greve-in-chianti-wine-tasting-cellar-tour.a51852329.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 $694 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/private-day-tour-in-siena.a3284713.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence](https://mediaim.expedia.com/localexpert/1086118/531d041d-c763-468f-9088-d8df86bae6c2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence 8h 9.8/10 259 Viator reviews Free cancellation available $798 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/private-tour-in-siena-san-gimignano-and-chianti-day-trip-from-florence.a1086118.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Minivan Excursion to Siena, San Gimignano and Pisa](https://mediaim.expedia.com/localexpert/47131531/8021358a-d84b-45ac-b9bf-b8a5dafb6a9a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Minivan Excursion to Siena, San Gimignano and Pisa 10h Free cancellation available $1,156 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/private-minivan-excursion-to-siena-san-gimignano-and-pisa.a47131531.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 8.8/10 3 GetYourGuide reviews Free cancellation available $14 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/sarteano-tasting-of-oils-and-bruschetta.a48958555.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Classes & workshops [See all 33 activities](https://expedia.com/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=ClassesWorkshops) ![Tuscan Cooking Class in Central Siena](https://mediaim.expedia.com/localexpert/1052566/e4ba54c0-42b4-4ba5-af52-bb905f42857e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class in Central Siena 4h 9.6/10 153 Viator reviews Free cancellation available $150 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=resizecrop&rw=500&rh=280) ### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards 1h 15m 10/10 3 Viator reviews Free cancellation available $41 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/organic-wine-tour-tasting-overlooking-chianti-classico-vineyards.a3575311.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 $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.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 10/10 5 Viator reviews Free cancellation available $425 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/cooking-class-in-tuscan-farmhouse-from-siena.a2180916.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![4 Hour Private Cooking Class Unique Tuscan Experience in Siena](https://mediaim.expedia.com/localexpert/50321243/103bd53b-8112-46f7-95da-4382c33a6df4.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4 Hour Private Cooking Class Unique Tuscan Experience in Siena 4h 10/10 8 Viator reviews Free cancellation available $139 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/4-hour-private-cooking-class-unique-tuscan-experience-in-siena.a50321243.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena Small group Cooking Class in a Chianti Farm](https://mediaim.expedia.com/localexpert/50975898/4ca780c4-98dc-4121-a080-572083dd5e99.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena Small group Cooking Class in a Chianti Farm 3h 30m Free cancellation available ~~$116~~$98 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-small-group-cooking-class-in-a-chianti-farm.a50975898.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Cook Pasta, Wine-Braised Meat & Dessert (Includes 4-Course Meal)](https://mediaim.expedia.com/localexpert/50731503/c00d8e4d-03ef-40e9-b589-81aca725da2b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cook Pasta, Wine-Braised Meat & Dessert (Includes 4-Course Meal) 3h Free cancellation available $192 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cook-pasta-wine-braised-meat-dessert-includes-4-course-meal.a50731503.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://mediaim.expedia.com/localexpert/49774024/8dcc0cea-373d-4571-b4e4-540fc189f0c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Pasta and Tiramisu Small Group Cooking Class with Wine 3h 9.8/10 7 Viator reviews Free cancellation available $86 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-pasta-and-tiramisu-small-group-cooking-class-with-wine.a49774024.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Private Tuscan cooking class with wine tasting](https://mediaim.expedia.com/localexpert/50932307/8ff24c64-e71e-4939-9d1e-93d57d0e077d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan cooking class with wine tasting 3h Free cancellation available $255 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tuscan-cooking-class-with-wine-tasting.a50932307.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 10/10 5 GetYourGuide reviews Free cancellation available $156 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-countryside-cooking-class-in-a-real-tuscan-farmhouse.a48307488.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Adventure & outdoor [See all 21 activities](https://expedia.com/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=AdventureOutdoor) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/eb9af263-6e20-4e1d-b783-b5bef201d588.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h 9.8/10 82 Viator reviews Free cancellation available $69 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Full Day bike tour in San Gimignano](https://mediaim.expedia.com/localexpert/514290/f5b3137f-e5f8-4097-bea0-d0905b12cd15.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full Day bike tour in San Gimignano 7h 10/10 1 verified review Free cancellation available $75 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-by-electric-bike-from-san-gimignano.a514290.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 9/10 2 Viator reviews Free cancellation available $441 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting](https://mediaim.expedia.com/localexpert/3104468/93922a00-ccc5-48b7-836a-c5bd869b2f48.jpg?impolicy=resizecrop&rw=500&rh=280) ### Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting 8h 10/10 12 Viator reviews Free cancellation available $370 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/quad-tour-atv-adventure-in-chianti-lunch-and-wine-tasting.a3104468.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 7h 10/10 2 verified reviews Free cancellation available $75 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.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 10/10 3 Viator reviews Free cancellation available $362 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti: Quad Safari](https://mediaim.expedia.com/localexpert/48690222/7edec9d8-1bab-42bc-b26f-3f9e3f94ef01.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti: Quad Safari 4h 6/10 1 GetYourGuide review Free cancellation available $63 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-quad-safari.a48690222.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Chianti Bike Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/50739818/0b2b4adf-c874-4bf5-bc92-3bee398f5163.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Bike Tour and Wine Tasting 7h Free cancellation available $255 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-bike-tour-and-wine-tasting.a50739818.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Tuscany Bike Tour from Florence](https://mediaim.expedia.com/localexpert/512295/3167280f-d65a-4621-988d-7541b5fe1182.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Bike Tour from Florence 7h 8/10 1 verified review Free cancellation available $122 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-by-e-bike-from-florence.a512295.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 9.6/10 4 Viator reviews Free cancellation available $385 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ### Shows & concerts [See all 5 activities](https://expedia.com/things-to-do/search?&rid=603149&location=Gaiole+in+Chianti&filter.categories=ShowsConcerts) ![Siena: Guided Walking Food Tour with Full Meal](https://mediaim.expedia.com/localexpert/49104159/3aac937d-82c7-44a3-9d8d-71f86ebce1d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Guided Walking Food Tour with Full Meal 3h 9.6/10 9 GetYourGuide reviews Free cancellation available $103 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-guided-walking-food-tour-with-full-meal.a49104159.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Italian Opera in Siena Experience](https://mediaim.expedia.com/localexpert/1137911/ce51cc3f-5c59-4225-860e-ca4380342c0a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Italian Opera in Siena Experience 1h 20m 9.8/10 28 Viator reviews Free cancellation available $37 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/italian-opera-experience.a1137911.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Tuscan Culinary Secrets Unveiled: Cooking Class & Lunch](https://mediaim.expedia.com/localexpert/48178932/05d8fdbb-5d30-41d0-814e-d1c4a0f56a48.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Culinary Secrets Unveiled: Cooking Class & Lunch 3h 10/10 1 GetYourGuide review Free cancellation available $196 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-culinary-secrets-unveiled-cooking-class-dinner.a48178932.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Arezzo: Tuscan Dinner with Local Chefs](https://mediaim.expedia.com/localexpert/52068034/d06bd61a-0c1c-43c9-855f-a5fd8add47bf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo: Tuscan Dinner with Local Chefs 2h Free cancellation available $98 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/arezzo-tuscan-dinner-with-local-chefs.a52068034.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ![Custom Scent Atelier: Creating Your Personalized Perfume](https://mediaim.expedia.com/localexpert/52125493/50e559bf-eb7d-4431-a9ef-6c633c85f9a2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Custom Scent Atelier: Creating Your Personalized Perfume 1h 30m Free cancellation available $214 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/custom-scent-atelier-creating-your-personalized-perfume.a52125493.activity-details?&rid=603149&location=Gaiole+in+Chianti&swp=off) ## Recommended things to do in Gaiole in Chianti | Number of things to do | 345 | | ------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Cheapest thing to do on Expedia | [Siena Audio guided walking tour 1h15 and 20 audio comments](/things-to-do/siena-audio-guided-walking-tour-1h15-and-20-audio-comments.a51573774.activity-details): $7 | | Top 5 things to do | [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details)[Chianti Half Day Wine Tour from Florence](/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details)[Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Skip the Line: Siena Duomo and City Walking Tour](/things-to-do/skip-the-line-siena-duomo-and-city-walking-tour.a1139525.activity-details)[Tuscany Hiking Tour from Siena Including Wine Tasting](/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details) | | Under $25 | [Wine tasting in the historical Cantalici winery](/things-to-do/wine-tasting-in-the-historical-cantalici-winery.a46254073.activity-details)[A Boutique Wine Experience in Monteriggioni castle](/things-to-do/a-boutique-wine-experience-in-monteriggioni-castle.a52180518.activity-details)[Siena Walking Tour with Audio and Written Guide by a local](/things-to-do/siena-walking-tour-with-audio-and-written-guide-by-a-local.a48944099.activity-details)[At Your Own Pace: Discovering Siena & Tuscany](/things-to-do/at-your-own-pace-discovering-siena-tuscany.a51532886.activity-details)[TOP Siena : Private Guided Tour with your mobile](/things-to-do/visit-siena-at-your-own-pace-without-groups-or-schedules-with-your-mobile.a51524867.activity-details) | | With kids | [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details)[Chianti Half Day Wine Tour from Florence](/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details)[Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Skip the Line: Siena Duomo and City Walking Tour](/things-to-do/skip-the-line-siena-duomo-and-city-walking-tour.a1139525.activity-details)[Florence Day Trip: Medieval Villages & Cooking Class](/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.activity-details) | ## What to do in Gaiole in Chianti - For free - With kids ### Free Things to Do in Gaiole in Chianti There's no need to give your credit card a workout in Gaiole in Chianti. The following won't even cost a dollar. **Church of San Sigismondo** \- Mix a bit of spirituality into your trip by paying a visit to this sacred place. ### Things to Do in Gaiole in Chianti with Kids Gaiole in Chianti is an excellent place for a family vacation. Take the little ones along and enjoy these popular [family friendly experiences](https://www.expedia.com/things-to-do/en/search?rid=603149&rfrr=ATG.LP.BodyContent&categories=Family%20Friendly) together: - [Historic Guided Walking Tour](https://www.expedia.com/things-to-do/historic-guided-walking-tour.a228193.activity-details) - [Private Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/private-cooking-class-food-and-drinks-included.a1176430.activity-details) - [Family-Friendly Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/family-friendly-cooking-class-food-and-drinks-included.a1176441.activity-details) - [Private Pasta and Ice Cream Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/private-pasta-and-ice-cream-cooking-class-food-and-drinks-included.a1176421.activity-details) --- Looking for sports, concerts, or theater events in Gaiole in Chianti? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend! --- --- ### Discover the most popular places to visit in Gaiole in Chianti #### Castle of Brolio 5/5(21 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.com/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction) #### 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.com/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) #### Badia a Coltibuono 5/5(4 reviews) You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.com/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.com/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.com/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.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.com/Castello-Di-Meleto-Cantina-Gaiole-in-Chianti.d873868973899513856.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.com/Gaiole-In-Chianti-Stadium-Gaiole-in-Chianti.d6238145.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.com/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 charming coffeehouses in this quaint area. [](https://expedia.com/PoggioBrandani-Gaiole-in-Chianti.d553248621532500722.Vacation-Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.com/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Popular day trips from Gaiole in Chianti ![Siena featuring night scenes, landscape views and a city](https://images.trvl-media.com/place/9821/307db1c5-e88f-4f43-9c03-4cb0c895dce7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Siena ![Radda in Chianti showing heritage architecture](https://images.trvl-media.com/place/601693/84216199-6a1f-439d-9bcf-6662aca51d50.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Radda in Chianti ![Duddova is a fraction of the town of Bucine, nestled in the heart of Tuscany. Extraordinarily fascinating, duddova attracts tourists from all over the world.; Shutterstock ID 1140959183; Purchase Orde](https://images.trvl-media.com/place/602578/bafdea70-a52e-40a3-af53-f5c41a983d5c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Bucine ![Montevarchi, Arezzo, Tuscany, Italy: the medieval Cassero, part of an ancient fortification, in the old town of the tuscan city, now it houses the sculpture museum](https://images.trvl-media.com/place/602589/97aba319-24c3-40a9-89ee-47f16af047a0.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montevarchi ![Sunset panorama over Cavriglia and Valdarno](https://images.trvl-media.com/place/6025771/230a5f73-eeab-49f2-973c-04262aef09e7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cavriglia ![Gaiole in Chianti vineyards and panorama at sunset. Tuscany, Italy](https://images.trvl-media.com/place/6034141/742742ec-2351-4570-b774-e482e8359ccf.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castelnuovo Berardenga !["One day, I saw 43 sunsets..."](https://images.trvl-media.com/place/6047102/108c0974-3a0b-4316-940f-38bde8ef6a7d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Vagliagli ![#Chianti #Toscana #lifeatexpedia](https://images.trvl-media.com/place/6285681/ae1454a3-d8a3-4aff-9ae3-75c4824ac708.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Pianella ## 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? > - [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://expedia.com/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details) > - [Chianti Half Day Wine Tour from Florence](https://expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) > - [Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://expedia.com/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details) > - [Skip the Line: Siena Duomo and City Walking Tour](https://expedia.com/things-to-do/skip-the-line-siena-duomo-and-city-walking-tour.a1139525.activity-details) > - [Florence Day Trip: Medieval Villages & Cooking Class](https://expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.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 Rentals - Other - [Villas in Vertine ](https://www.expedia.com/Vertine-Villas.d632712480144572416-aaVillas.Travel-Guide-Accommodation) - [Hotels near Meleto Castle ](https://www.expedia.com/Meleto-Castle-Hotels.0-l6186842-0.Travel-Guide-Filter-Hotels) - 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