Title: Things to Do in Castiglion Fiorentino in 2026 | Expedia.com [Castiglion Fiorentino Travel Guide](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Hotels in Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Flights to Castiglion Fiorentino](https://expedia.com/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Car Rentals in Castiglion Fiorentino](https://expedia.com/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)[Castiglion Fiorentino Vacation Packages](https://expedia.com/Castiglion-Fiorentino.d6047858.Destination-Travel-Guides) # Things to do in Castiglion Fiorentino ## Find and book activities, attractions and tours ## Visit Castiglion Fiorentino Types of activities [Castiglion Fiorentino Travel Guide](https://expedia.com/Castiglion-Fiorentino.dx6047858) ![Looking out the window on a fast train ride to Florence from Rome...](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Looking out the window on a fast train ride to Florence from Rome...](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Val di Cozzano e Val di Chiana viste da Sbaiglio](https://images.trvl-media.com/place/6047858/389491eb-6e89-483e-8e8b-7e3ba4dbe8fc.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/6047858/389491eb-6e89-483e-8e8b-7e3ba4dbe8fc.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([Creative Commons Attribution 3.0](https://creativecommons.org/licenses/by/3.0)) ![Castiglion Fiorentino e i girasoli della Val di Chio](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([Creative Commons Attribution 3.0](https://creativecommons.org/licenses/by/3.0)) ![Val di Chiana dal monte Castiglion Maggio](https://images.trvl-media.com/place/6047858/63b57006-a405-4117-ac78-986fa8a970ca.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/6047858/63b57006-a405-4117-ac78-986fa8a970ca.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([Creative Commons Attribution 3.0](https://creativecommons.org/licenses/by/3.0)) ### Castiglion Fiorentino Attractions They say that good things come in small packages, and this intriguing city is no exception to the rule. From impressive tourist attractions to thrilling activities, there are loads of things to do in Castiglion Fiorentino. Discover the best sights in Castiglion Fiorentino with some unique [tours & day trips](https://www.expedia.com/things-to-do/en/search?rid=6047858&rfrr=ATG.LP.BodyContent&categories=ToursDayTrips), or try out our list of {58 fun activities in Castiglion Fiorentino [fun activities in Castiglion Fiorentino](https://www.expedia.com/things-to-do/en/search?rid=6047858&rfrr=ATG.LP.BodyContent)}. We have free cancellation and no added fees, so you can relax and focus on planning your dream vacation. --- - ![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 Castiglion Fiorentino ### Tours & day trips [See all 51 activities](https://expedia.com/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=ToursDayTrips) ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano Wine Tasting in the Tuscan Countryside 45m Free cancellation available $30 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cellar Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/3097351/f5a04e9e-273e-4e1b-8586-44c24859a596.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cellar Tour & Wine Tasting 3h 10/10 7 Viator reviews Free cancellation available $59 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Castiglion Fiorentino: Tuscan Guided E-Bike Tour](https://mediaim.expedia.com/localexpert/48352707/15ee6c3d-e105-4b86-876a-bc739e9a473e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Castiglion Fiorentino: Tuscan Guided E-Bike Tour 3h 30m Free cancellation available $175 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/castiglion-fiorentino-tuscan-guided-e-bike-tour.a48352707.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland](https://mediaim.expedia.com/localexpert/50887773/05e716c4-3af1-4039-8acd-d13ea2d8b0a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland 10h Free cancellation available $377 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/tuscany-umbria-food-and-wine-tour-flavors-of-italys-heartland.a50887773.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Small-Group Arezzo and Cortona Day Trip from Siena](https://mediaim.expedia.com/localexpert/49819073/1b267076-1e29-4045-aa4e-f3a37d4d9cc1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small-Group Arezzo and Cortona Day Trip from Siena 8h 10/10 3 Viator reviews Free cancellation available $213 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/small-group-arezzo-and-cortona-day-trip-from-siena.a49819073.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private Tasting of Organic Wines in the Cellar in Mugliano](https://mediaim.expedia.com/localexpert/5219693/9811f915-5d62-49d6-a189-b69ce66c9bb5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tasting of Organic Wines in the Cellar in Mugliano 2h Free cancellation available $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-tasting-in-the-cellar-in-mugliano.a5219693.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Casentino: Horseback Riding Tour with Verna Sanctuary View](https://mediaim.expedia.com/localexpert/47739717/1fa98df6-7b74-4f19-a7e9-95e6cd60c0e3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Casentino: Horseback Riding Tour with Verna Sanctuary View 2h 8.8/10 3 GetYourGuide reviews Free cancellation available $89 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/casentino-horseback-riding-tour-with-verna-sanctuary-view.a47739717.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private Cooking Class in Tuscany | Hand Made Pasta](https://mediaim.expedia.com/localexpert/48492869/6cf9eda8-5bbe-40cf-ad11-b7b654e2afb7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Tuscany | Hand Made Pasta 4h 30m Free cancellation available $207 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-cooking-class-in-tuscany-hand-made-pasta.a48492869.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona - Sunset eBike Ride Around the Village + Pizza Tasting](https://mediaim.expedia.com/localexpert/50685517/fa46869e-d804-4901-8f2c-cbbe4fbfe4d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona - Sunset eBike Ride Around the Village + Pizza Tasting 4h Free cancellation available $219 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cortona-sunset-ebike-ride-around-the-village-pizza-tasting.a50685517.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Montepulciano: Wine Tour and tasting](https://mediaim.expedia.com/localexpert/522448/73960004-f17f-44e6-9890-73c30d7b851c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour and tasting 1h Free cancellation available $61 includes taxes & fees per traveler [](https://www.expedia.com/things-to-do/montepulciano-wine-tour-and-tasting.a522448.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Private & custom tours [See all 23 activities](https://expedia.com/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=Privatecustomtours) ![Private Tasting of Organic Wines in the Cellar in Mugliano](https://mediaim.expedia.com/localexpert/5219693/9811f915-5d62-49d6-a189-b69ce66c9bb5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tasting of Organic Wines in the Cellar in Mugliano 2h Free cancellation available $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-tasting-in-the-cellar-in-mugliano.a5219693.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![DA Florence Cortona and Montepulciano Day with Wine Tasting](https://mediaim.expedia.com/localexpert/50696285/ec40a6f7-d946-4a91-9fc6-7e30b64d10d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### DA Florence Cortona and Montepulciano Day with Wine Tasting 8h Free cancellation available $1,418 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/da-florence-cortona-and-montepulciano-day-with-wine-tasting.a50696285.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Arezzo: Private Walking Tour](https://mediaim.expedia.com/localexpert/4621720/6fc76eee-d101-403c-bfd9-0421b31633fa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo: Private Walking Tour 2h 10/10 4 GetYourGuide reviews Free cancellation available $272 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/arezzo-private-walking-tour.a4621720.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona: 3-Hour Private Walking Tour](https://mediaim.expedia.com/localexpert/4766515/a175c954-bdfb-4753-b7d4-d16b7e818e32.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: 3-Hour Private Walking Tour 3h 9.8/10 8 GetYourGuide reviews Free cancellation available $301 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/cortona-2-hour-private-walking-tour.a4766515.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona Private Guided Tour](https://mediaim.expedia.com/localexpert/3097234/de4aeca7-92fc-4be3-ac46-768cf5199536.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona Private Guided Tour 2h 9.8/10 12 Viator reviews Free cancellation available $307 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/cortona-private-guided-tour.a3097234.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Wine Tasting: a SYRAH that makes you fall in love](https://mediaim.expedia.com/localexpert/46422402/48f501c7-c5c8-4896-95a0-7404cc0f40c0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Tasting: a SYRAH that makes you fall in love 2h Free cancellation available $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/wine-tasting-a-syrah-that-makes-you-fall-in-love.a46422402.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private and Guided Walking Tour of Arezzo City of Gold](https://mediaim.expedia.com/localexpert/44955780/96f5975c-b7e3-4674-bf77-df48bb334f40.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private and Guided Walking Tour of Arezzo City of Gold 3h Free cancellation available $260 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/private-and-guided-walking-tour-of-arezzo-city-of-gold.a44955780.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![7-Day Exclusive Escape to Cortona Italy](https://mediaim.expedia.com/localexpert/51670191/b7159642-f248-4eed-9375-dec1802dde4f.jpg?impolicy=resizecrop&rw=500&rh=280) ### 7-Day Exclusive Escape to Cortona Italy 7d $2,800 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/7-day-exclusive-escape-to-cortona-italy.a51670191.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![AREZZO private tour: the traditional tuscan style!](https://mediaim.expedia.com/localexpert/47394052/e8946441-fdea-46d8-983a-88167291d05b.jpg?impolicy=resizecrop&rw=500&rh=280) ### AREZZO private tour: the traditional tuscan style! 2h 10/10 1 verified review Free cancellation available $359 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/arezzo-guided-walking-tour-with-piazza-grande.a47394052.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![AREZZO and CORTONA - Private Tour](https://mediaim.expedia.com/localexpert/47088358/fca829e6-5c27-4aa3-b5f5-edccb237e20c.jpg?impolicy=resizecrop&rw=500&rh=280) ### AREZZO and CORTONA - Private Tour 8h Free cancellation available $1,116 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/arezzo-and-cortona-private-tour.a47088358.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Classes & workshops [See all 14 activities](https://expedia.com/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=ClassesWorkshops) ![Cortona: Pasta and Pizza Cooking Class](https://mediaim.expedia.com/localexpert/44640068/a3dece63-520d-48db-84ff-77b589fc163a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: Pasta and Pizza Cooking Class 2h 30m 10/10 14 GetYourGuide reviews Free cancellation available $130 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cortona-pasta-and-pizza-cooking-class.a44640068.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cooking class Cortona](https://mediaim.expedia.com/localexpert/46353560/091bc6f5-f759-4dac-bf76-eb1a2ae7b3fd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking class Cortona 4h 30m 10/10 2 Viator reviews Free cancellation available $200 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cooking-class-cortona.a46353560.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private Cooking Class in Tuscany | Hand Made Pasta](https://mediaim.expedia.com/localexpert/48492869/6cf9eda8-5bbe-40cf-ad11-b7b654e2afb7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Tuscany | Hand Made Pasta 4h 30m Free cancellation available $207 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-cooking-class-in-tuscany-hand-made-pasta.a48492869.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Arezzo: Pasta and Tiramisu Cooking Class with Unlimited Wine](https://mediaim.expedia.com/localexpert/51956556/aa837464-ac18-4c0d-a8e5-0f02f00542e5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo: Pasta and Tiramisu Cooking Class with Unlimited Wine 3h Free cancellation available $82 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/arezzo-pasta-and-tiramisu-cooking-class-with-unlimited-wine.a51956556.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Flavors of Tuscany by Villa Medici Donnini](https://mediaim.expedia.com/localexpert/46959343/b20297f1-017a-40a9-8c76-05af31e783e0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Flavors of Tuscany by Villa Medici Donnini 3h 30m Free cancellation available $154 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/flavors-of-tuscany-by-villa-medici-donnini.a46959343.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Fresh pasta course with breakfast lunch and drinks included](https://mediaim.expedia.com/localexpert/50225095/7d51a333-34d5-4ac0-acff-28039b0f234d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fresh pasta course with breakfast lunch and drinks included 5h Free cancellation available $160 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/fresh-pasta-course-in-valdichiana-with-lunch-included.a50225095.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Castiglion del lago, Spello & Assisi tour](https://mediaim.expedia.com/localexpert/50277985/70befcc0-f13f-4af0-8508-64b827cdd8b6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Castiglion del lago, Spello & Assisi tour 8h Free cancellation available $260 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/for-your-personal-cooking-class-in-tuscany.a50277985.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Corton...](https://mediaim.expedia.com/localexpert/3097108/d28109ac-ce32-48e5-888a-f853c7a7145c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Corton... 4h 2/10 1 verified review Free cancellation available $160 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/traditional-tuscan-cuisine-cooking-class-castiglion-fiorentino-near-cortona.a3097108.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Tuscany: A typical Tuscan cooking lesson](https://mediaim.expedia.com/localexpert/51846375/f7773137-567c-44ed-aadb-378ecd0ac42e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany: A typical Tuscan cooking lesson 4h Free cancellation available $236 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-a-typical-tuscan-cooking-lesson.a51846375.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Arezzo Pinhole Creative Shots in Iconic City](https://mediaim.expedia.com/localexpert/50700677/2e35b607-fa01-4aaf-a495-f5d6059ed2a4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo Pinhole Creative Shots in Iconic City 3h Free cancellation available $295 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/arezzo-pinhole-creative-shots-in-iconic-city.a50700677.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Adventure & outdoor [See all 5 activities](https://expedia.com/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=AdventureOutdoor) ![Castiglion Fiorentino: Tuscan Guided E-Bike Tour](https://mediaim.expedia.com/localexpert/48352707/15ee6c3d-e105-4b86-876a-bc739e9a473e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Castiglion Fiorentino: Tuscan Guided E-Bike Tour 3h 30m Free cancellation available $175 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/castiglion-fiorentino-tuscan-guided-e-bike-tour.a48352707.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona - Sunset eBike Ride Around the Village + Pizza Tasting](https://mediaim.expedia.com/localexpert/50685517/fa46869e-d804-4901-8f2c-cbbe4fbfe4d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona - Sunset eBike Ride Around the Village + Pizza Tasting 4h Free cancellation available $219 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cortona-sunset-ebike-ride-around-the-village-pizza-tasting.a50685517.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Range Rover Tour with Picnic in a Traditional Farmhouse](https://mediaim.expedia.com/localexpert/51405000/8325cc90-6237-49ce-94db-f9a9d6bbb6ea.jpg?impolicy=resizecrop&rw=500&rh=280) ### Range Rover Tour with Picnic in a Traditional Farmhouse 4h Free cancellation available $213 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/range-rover-tour-with-picnic-in-a-traditional-farmhouse.a51405000.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=ACTIVITIES_SPRING_PROMO_6047858) ## Recommended things to do in Castiglion Fiorentino | Number of things to do | 58 | | ------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Arezzo Walking Tour with Audio and Written Guide by a Local](/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details): $8 | | Top 5 things to do | [Montepulciano Wine Tasting in the Tuscan Countryside](/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details)[Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details)[Tasting with Private Walk in a Cellar in Tuscany](/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details)[Arezzo Gran Tour](/things-to-do/arezzo-gran-tour.a51013277.activity-details)[Cellar Tour & Wine Tasting](/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) | | Under $25 | [Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details)[Arezzo Gran Tour](/things-to-do/arezzo-gran-tour.a51013277.activity-details)[Arezzo Walking Tour with Audio and Written Guide by a Local](/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details)[Arezzo Interactive City Tour](/things-to-do/arezzo-interactive-city-tour.a50258884.activity-details) | | With kids | [Montepulciano Wine Tasting in the Tuscan Countryside](/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details)[Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details)[Tasting with Private Walk in a Cellar in Tuscany](/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details)[Arezzo Gran Tour](/things-to-do/arezzo-gran-tour.a51013277.activity-details)[Cellar Tour & Wine Tasting](/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) | ## What to do in Castiglion Fiorentino - With kids ### Things to Do in Castiglion Fiorentino with Kids Vacationing with the kids? There are lots of tours and activities in Castiglion Fiorentino that'll keep your little adventurers entertained. Take a peek at these [family friendly experiences](https://www.expedia.com/things-to-do/en/search?rid=6047858&rfrr=ATG.LP.BodyContent&categories=Family%20Friendly): - [winery santo stefano tasting 5 types of wines directly in cellar](https://www.expedia.com/things-to-do/winery-santo-stefano-tasting-5-types-of-wines-directly-in-cellar.a1030592.activity-details) - [Pasta-Making Class at Cesarina's Home+Tasting Montepulciano](https://www.expedia.com/things-to-do/pasta-making-class-at-cesarinas-hometasting-montepulciano.a873369.activity-details) --- Looking for sports, concerts, or theater events in Castiglion Fiorentino? [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 Castiglion Fiorentino #### Tennis Club Castiglionese Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.Vacation-Attraction) #### Archaeological Museum You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.Vacation-Attraction) #### Agricola Buccelletti Winery You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries. [](https://expedia.com/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Vacation-Attraction) #### Cassero Tower Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area. [](https://expedia.com/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Vacation-Attraction) #### Vasari Loggia You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area. [](https://expedia.com/Vasari-Loggia-Castiglion-Fiorentino.d553248621580159026.Vacation-Attraction) #### Municipal Art Gallery You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.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 Castiglion Fiorentino ![view of medieval town Arezzo, Tuscany, Italy](https://images.trvl-media.com/place/11306/880278d3-d184-4aee-b95b-3e2e82597aa5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Arezzo ![Cortona featuring a city and farmland](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cortona ![Monte San Savino in provincia di Arezzo](https://images.trvl-media.com/place/6122898/35ec78b5-ca6a-45f3-838c-8e92016f1e8e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monte San Savino ![Foiano della Chiana, Arezzo, Tuscany, Italy: the medieval city gate, Porta della Collegiata, in the first ring of walls of the ancient village](https://images.trvl-media.com/place/6123312/9c72367a-8bc0-431c-9d4c-f20b5d33c86e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Foiano della Chiana ![Aerial view of Marciano della Chiana in Tuscany - Italy](https://images.trvl-media.com/place/6285674/d9b72fab-4508-4633-9a73-689cbb64c263.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Marciano della Chiana ![Santo Stefano](https://images.trvl-media.com/place/6047858/8d9f2886-0e00-4afb-9c0e-166346188446.jpg?impolicy=fcrop&w=512&h=288&q=medium) [Photo](https://creativecommons.org/licenses/by/3.0) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([Creative Commons Attribution 3.0](https://creativecommons.org/licenses/by/3.0)) ### Polvano ## Frequently asked questions ### Is Castiglion Fiorentino worth visiting? ### How do I spend a day in Castiglion Fiorentino? ### What is the top tourist attraction in Castiglion Fiorentino? ### Is three days enough to stay in Castiglion Fiorentino? ### Is Castiglion Fiorentino a walkable city? ### What are some activities to do in Castiglion Fiorentino with kids? > - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) > - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.com/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) > - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.com/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) > - [Arezzo Gran Tour](https://expedia.com/things-to-do/arezzo-gran-tour.a51013277.activity-details) > - [Cellar Tour & Wine Tasting](https://expedia.com/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) ### What to do in Castiglion Fiorentino for adults? ### Are there free things to do in Castiglion Fiorentino? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Pievuccia Hotels ](https://www.expedia.com/Pievuccia-Hotels.d6361309.Travel-Guide-Hotels) - [Hotels near Agricola Buccelletti Winery ](https://www.expedia.com/Agricola-Buccelletti-Winery-Hotels.0-l553248621580159025-0.Travel-Guide-Filter-Hotels) - 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[Santa Maria Nuova ](https://www.expedia.com/Santa-Maria-Nuova-Cortona.d6102858.Vacation-Attraction) - [Signorelli Theatre ](https://www.expedia.com/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Vacation-Attraction) - [Museum of the Etruscan Academy ](https://www.expedia.com/Museum-Of-The-Etruscan-Academy-Cortona-Old-Town.d6102850.Vacation-Attraction) - [Casali Palace ](https://www.expedia.com/Casali-Palace-Cortona-Old-Town.d553248621533000992.Vacation-Attraction) - [Palazzo Comunale ](https://www.expedia.com/Palazzo-Comunale-Cortona-Old-Town.d6102852.Vacation-Attraction) - [Piazza della Repubblica ](https://www.expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) - [Visit Cortona ](https://www.expedia.com/Cortona.dx601360) - [Cortona Vacations ](https://www.expedia.com/Cortona.d601360.Destination-Travel-Guides) - [Where to stay in Cortona ](https://www.expedia.com/Cortona.dx601360.Where-To-Stay) - [Santa Margherita Basilica ](https://www.expedia.com/Santa-Margherita-Basilica-Cortona-Old-Town.d553248621532500209.Vacation-Attraction) - 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