Title: 10 TOP Things to Do in Castellina in Chianti December 2025 | Expedia.co.uk [Castellina in Chianti Travel Guide](https://expedia.co.uk/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.co.uk/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Flights to Castellina in Chianti](https://expedia.co.uk/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Castellina in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castellina-In-Chianti.d55534.Car-Hire-Guide)[Castellina in Chianti Holidays](https://expedia.co.uk/Castellina-In-Chianti.d55534.Holidays-City-Breaks) # What to do in Castellina in Chianti ## Activities, attractions and tours ## Visit Castellina in Chianti Types of activities [Castellina in Chianti travel guide](https://expedia.co.uk/Castellina-in-Chianti.dx55534) ![Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157304-Tuscany.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157506-Chianti-Region.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes animals and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157672-Castellina-In-Chianti.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157675-Castellina-In-Chianti.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes a statue or sculpture and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157517-Chianti-Region.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Castellina in Chianti Attractions Let Expedia help you to experience the best that Castellina in Chianti has to offer! If you’re planning a trip to Castellina in Chianti, 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 to Castellina in Chianti 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. #### Places of interest in Castellina in Chianti Castellina in Chianti is crammed with must-see places to visit and things to do. We can help you decide where to stay in Castellina in Chianti, and make it a breeze to explore Castellina in Chianti and 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 Castellina in Chianti to make sure that you enjoy your holiday 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 to Castellina in Chianti, 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 in Castellina in Chianti. #### Castellina in Chianti attractions Castellina in Chianti 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 in Castellina in Chianti to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Castellina in Chianti. Looking for things to do in Castellina in Chianti 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 of Castellina in Chianti or catch up with the vibrant local culture, our guides to Castellina in Chianti attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! --- - ![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 holiday rentals. [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) --- ### Most fun & popular experiences in Castellina in Chianti ### Tours & day trips [See all 264 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ToursDayTrips) ![Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/329818/686ebe9b-4424-48e3-a5f6-94acd7591fdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting 11h 8.8/10 135 reviews Free cancellation available £69 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-and-chianti-with-lunch-wine-tasting.a329818.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £43 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![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 £122 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/san-gimignano-siena-and-chianti-small-group-tour.a321506.activity-details?&rid=55534&location=Castellina+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 ~~£57~~£46 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=55534&location=Castellina+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 ~~£52~~£47 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/from-florence-siena-san-gimignano-day-trip-with-lunch-wine-tasting.a599682.activity-details?&rid=55534&location=Castellina+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 £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=55534&location=Castellina+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 £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-authentic-experience-with-two-wine-tastings.a177267.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £166 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-wineries-tour-with-tuscan-lunch-and-san-gimignano.a3066812.activity-details?&rid=55534&location=Castellina+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 £131 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-and-san-gimignano-small-group-tour-with-lunch-from-florence.a1137621.activity-details?&rid=55534&location=Castellina+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 £131 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/essence-of-chianti-small-group-tour-with-lunch-and-tastings-from-florence.a1137623.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Private & custom tours [See all 143 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+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 £52 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![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 £421 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=55534&location=Castellina+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 £254 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Wine & Evo Oil Tasting with Tuscan Meal](https://mediaim.expedia.com/localexpert/1097610/05b7576c-1639-42cc-96ba-fce86bb904bd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Evo Oil Tasting with Tuscan Meal 1h 30m Free cancellation available £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/wine-evo-oil-tasting-with-tuscan-meal.a1097610.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=55534&location=Castellina+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 £61 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £55 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren...](https://mediaim.expedia.com/localexpert/5102351/1e4b44eb-f574-438f-82c4-33617708c5d4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren... 8h Free cancellation available £88 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-tuscany-day-tour-san-gimignano-and-chianti-wine-region-from-florence.a5102351.activity-details?&rid=55534&location=Castellina+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 £54 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/hunt-for-the-10-treasures-of-siena.a3189412.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren...](https://mediaim.expedia.com/localexpert/5101470/2677a079-7b60-49d5-a099-b4acc218b8c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren... 8h Free cancellation available £99 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-tuscany-day-tour-san-gimignano-and-chianti-wine-region-from-florence.a5101470.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Classes & workshops [See all 41 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+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 £65 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private jewellery class in Florence, Tuscany, Italy (4 hours)](https://mediaim.expedia.com/localexpert/3109216/c1ff7483-29cc-48e8-b6ba-97c5cd2c21b7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private jewellery class in Florence, Tuscany, Italy (4 hours) 4h Free cancellation available £158 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/create-and-forge-your-piece-of-jewellery.a3109216.activity-details?&rid=55534&location=Castellina+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 £114 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £114 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscan-cooking-class.a3177810.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £96 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscan-and-italian-cooking-class-with-authentic-recipes.a48760354.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £206 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=55534&location=Castellina+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 £127 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/pasta-making-class-at-a-cesarinas-home-with-tasting-siena.a817056.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £110 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/pici-class-in-a-tuscan-farm.a50018697.activity-details?&rid=55534&location=Castellina+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 £127 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-countryside-cooking-class-in-a-real-tuscan-farmhouse.a48307488.activity-details?&rid=55534&location=Castellina+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 £31 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Adventure & outdoor [See all 17 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&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 £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=55534&location=Castellina+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 £254 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=55534&location=Castellina+in+Chianti&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 £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=55534&location=Castellina+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 £197 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-wine-and-food-safari.a562098.activity-details?&rid=55534&location=Castellina+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 £280 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/quad-tour-quad-bike-adventure-in-chianti-lunch-and-wine-tasting.a3104468.activity-details?&rid=55534&location=Castellina+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 £351 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/off-road-wine-tour-in-chianti-from-siena.a3190978.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Private Day Tour from Florence](https://mediaim.expedia.com/localexpert/50750395/52b7999a-b16f-4c52-aec1-efe98175473f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Private Day Tour from Florence 10h Free cancellation available £1,130 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/tuscany-private-day-tour-from-florence.a50750395.activity-details?&rid=55534&location=Castellina+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 £292 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=55534&location=Castellina+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 £274 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Air, helicopter & balloon tours [See all 5 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+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 £236 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=55534&location=Castellina+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 £267 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/hot-air-balloon-ride-in-the-chianti-valley-tuscany.a3673792.activity-details?&rid=55534&location=Castellina+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 £1,577 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-tour-tuscany-hot-air-balloon-flight-with-transport-from-siena.a1153043.activity-details?&rid=55534&location=Castellina+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 £272 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/hot-air-balloon-flight-over-tuscany-from-siena.a1153035.activity-details?&rid=55534&location=Castellina+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 £272 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-balloon-flight-over-tuscany-with-a-glass-of-wine.a44505029.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ## Recommended things to do in Castellina in Chianti | Number of things to do | 309 | | ------------------------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Siena Self Guided Audio Experience](/things-to-do/siena-self-guided-audio-experience.a50886723.activity-details): £5 | | 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, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](/things-to-do/siena-san-gimignano-monteriggioni-and-chianti-with-lunch-wine-tasting.a329818.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details)[Siena: Siena Cathedral and Piccolomini Library Entry Ticket](/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details) | | Half-day tours | [Rome Fiumicino Airport: Shared Transfer to/from Siena by Bus](/things-to-do/rome-fiumicino-airport-shared-transfer-to-from-siena-by-bus.a48267935.activity-details)[Wine Experience in an Organic Chianti Winery](/things-to-do/wine-experience-in-an-organic-chianti-winery.a48261314.activity-details)[Private Wine & Oil Tasting with Lunch](/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.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)[Montefioralle Winery - Tour and Wine Tasting in Chianti](/things-to-do/montefioralle-winery-tour-and-wine-tasting-in-chianti.a49047097.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, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](/things-to-do/siena-san-gimignano-monteriggioni-and-chianti-with-lunch-wine-tasting.a329818.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details)[Siena: Siena Cathedral and Piccolomini Library Entry Ticket](/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details) | ## What to do in Castellina in Chianti --- ### Popular places to visit ![Castellina in Chianti which includes farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157305-Tuscany.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buondonno Winery You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.co.uk/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Attraction) #### City Hall Castellina In Chianti City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.co.uk/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Attraction) #### Casa Vinicola Luigi Cecchi You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area or enjoy its local tours. [](https://expedia.co.uk/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Attraction) #### Archaeological Museum of Chianti You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours. [](https://expedia.co.uk/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Attraction) #### Lilliano Estate Winery You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. [](https://expedia.co.uk/Lilliano-Estate-Winery-Castellina-in-Chianti.d873863669629562880.Attraction) #### Walls of Monteriggioni You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your trip to Castellina in Chianti. Discover the beautiful countryside and cosy cafes in this walkable area. [](https://expedia.co.uk/Walls-Of-Monteriggioni-Castellina-in-Chianti.d553248621532497696.Attraction) #### Mazzei Winery You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area. [](https://expedia.co.uk/Mazzei-Winery-Castellina-in-Chianti.d873861688406048768.Attraction) #### Castellina Fortress Learn about the local history of Castellina in Chianti with a stop at Castellina Fortress. Discover the countryside and wineries in this quaint area. [](https://expedia.co.uk/Castellina-Fortress-Castellina-in-Chianti.d715302045798678528.Attraction) #### Casina di Cornia Winery You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this quaint area. [](https://expedia.co.uk/Casina-Di-Cornia-Winery-Castellina-in-Chianti.d873855187677331456.Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/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 Castellina in Chianti ![Monteriggioni](https://mediaim.expedia.com/destination/1/61b7f5fdafadc1f09ff9b9ca09da3e55.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni ![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 ![Greve in Chianti featuring a small town or village, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157695-Greve-In-Chianti.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greve in Chianti ![Panzano in Chianti which includes a small town or village and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157696-Panzano-In-Chianti.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Panzano in Chianti ![Photo by Leanne](https://mediaim.expedia.com/destination/2/3784ae6018bab5466a85e9dfa91f66e7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tavarnelle Val di Pesa ![Photo by Anjelah](https://mediaim.expedia.com/destination/2/18a62aeb10ba1f49080fd123d08d1c64.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castelnuovo Berardenga ## Frequently asked questions ### Is Castellina in Chianti worth visiting? ### How do I spend a day in Castellina in Chianti? ### What is the top tourist attraction in Castellina in Chianti? ### Is three days enough to stay in Castellina in Chianti? ### What are some activities to do in Castellina in Chianti with kids? > - [Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details) > - [Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](https://expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-and-chianti-with-lunch-wine-tasting.a329818.activity-details) > - [Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://expedia.co.uk/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) > - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.co.uk/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) > - [Siena: Siena Cathedral and Piccolomini Library Entry Ticket](https://expedia.co.uk/things-to-do/siena-siena-cathedral-and-piccolomini-library-entry-ticket.a47961267.activity-details) ### What to do in Castellina in Chianti for adults? ### Are there free things to do in Castellina in Chianti? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [3 Star Hotels in Radda in Chianti ](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chianti Region ](https://www.expedia.co.uk/4Star-Chianti-Region-Hotels.s40-0-d603148.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chianti Region ](https://www.expedia.co.uk/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) - [Cavallari Hotels ](https://www.expedia.co.uk/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - [Apartments in Chianti Region ](https://www.expedia.co.uk/Chianti-Region-Apartments.d603148-aaApartments.Travel-Guide-Accommodation) - [B&B in Chianti Region ](https://www.expedia.co.uk/Chianti-Region-Bed-And-Breakfasts.d603148-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Chianti Region ](https://www.expedia.co.uk/Chianti-Region-Cabins.d603148-aaCabins.Travel-Guide-Accommodation) - [Caravan Parks in Chianti Region ](https://www.expedia.co.uk/Chianti-Region-Caravan-Parks.d603148-aaCaravanParks.Travel-Guide-Accommodation) - 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[Il Molino di Grace Winery ](https://www.expedia.co.uk/Il-Molino-Di-Grace-Winery-Greve-in-Chianti.d6333570.Attraction) - [Visit Lornano ](https://www.expedia.co.uk/Lornano.dx3000027679) - [Monsanto Holidays ](https://www.expedia.co.uk/Monsanto.d553248622859260555.Holidays-City-Breaks) - [Visit Monsanto ](https://www.expedia.co.uk/Monsanto.dx553248622859260555) - [Visit Panzano in Chianti ](https://www.expedia.co.uk/Panzano-In-Chianti.dx602564) - [Pieve di San Leolino ](https://www.expedia.co.uk/Pieve-Di-San-Leolino-Greve-in-Chianti.d553248635976415397.Attraction) - [Radda in Chianti Holidays ](https://www.expedia.co.uk/Radda-In-Chianti.d601693.Holidays-City-Breaks) - [Visit Radda in Chianti ](https://www.expedia.co.uk/Radda-In-Chianti.dx601693) - [Visit Sicelle ](https://www.expedia.co.uk/Sicelle.dx6343024) - [All inclusive Holiday Packages Chianti Region ](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/603148/Chianti-Region) - [Honeymoon Holiday Packages Chianti Region ](https://www.expedia.co.uk/lp/theme-holidays/honeymoon-holidays/603148/Chianti-Region) - 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