Title: 10 TOP Things to Do in Castiglion Fiorentino March 2026 | Expedia.ca [Hotels in Castiglion Fiorentino](https://expedia.ca/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Flights to Castiglion Fiorentino](https://expedia.ca/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Castiglion Fiorentino Car Rentals](https://expedia.ca/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)[Castiglion Fiorentino Vacation Packages](https://expedia.ca/Castiglion-Fiorentino.d6047858.Destination-Travel-Guides) # What to do in Castiglion Fiorentino ## Activities, attractions and tours ## Visit Castiglion Fiorentino Types of activities [Castiglion Fiorentino travel guide](https://expedia.ca/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 Let Expedia help you experience the best that Castiglion Fiorentino has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Castiglion Fiorentino is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Castiglion Fiorentino to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Castiglion Fiorentino Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Castiglion Fiorentino. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Castiglion Fiorentino attractions ensure that you’ll have a successful trip, whatever the season. --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. --- ### Most fun & popular experiences in Castiglion Fiorentino ### Tours & day trips [See all 56 activities](https://expedia.ca/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 CA $40 includes taxes & fees per adult [](https://www.expedia.ca/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/3097351/68a40ca2-51b5-4652-b05f-599f0a5eb29d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cellar Tour & Wine Tasting 3h 10/10 7 Viator reviews Free cancellation available CA $79 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $235 includes taxes & fees per adult [](https://www.expedia.ca/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: flavours 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: flavours of Italy’s heartland 10h Free cancellation available CA $506 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-umbria-food-and-wine-tour-flavours-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 CA $286 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/small-group-arezzo-and-cortona-day-trip-from-siena.a49819073.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Arezzo: Val di Chiana Wine Tasting Experience](https://mediaim.expedia.com/localexpert/4783535/421307c0-7e12-4ece-b24e-2fd71211e650.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo: Val di Chiana Wine Tasting Experience 2h+ 10/10 5 GetYourGuide reviews Free cancellation available CA $63 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/arezzo-val-di-chiana-wine-tasting-experience.a4783535.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 CA $48 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $119 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $278 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $294 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cortona-sunset-ebike-ride-around-the-village-pizza-tasting.a50685517.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Private & custom tours [See all 25 activities](https://expedia.ca/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 CA $48 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $1,905 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $365 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $405 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-3-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 CA $413 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $48 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $349 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $3,829 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $483 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/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 CA $1,500 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/arezzo-and-cortona-private-tour.a47088358.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Classes & workshops [See all 13 activities](https://expedia.ca/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 CA $175 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $213 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $278 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $110 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/arezzo-pasta-and-tiramisu-cooking-class-with-unlimited-wine.a51956556.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Flavours of Tuscany by Villa Medici Donnini](https://mediaim.expedia.com/localexpert/46959343/b20297f1-017a-40a9-8c76-05af31e783e0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Flavours of Tuscany by Villa Medici Donnini 3h 30m Free cancellation available CA $206 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/flavours-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 CA $214 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fresh-pasta-course-with-breakfast-lunch-and-drinks-included.a50225095.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 CA $214 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $318 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $397 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/arezzo-pinhole-creative-shots-in-iconic-city.a50700677.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'](https://mediaim.expedia.com/localexpert/50756735/9cab60ee-03b4-45a7-89aa-2f8d41985c96.jpg?impolicy=resizecrop&rw=500&rh=280) ### Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu' 3h Free cancellation available CA $175 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/authentic-tuscan-cooking-classes-in-cortona-pasta-and-tiramisu.a50756735.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Adventure & outdoor [See all 5 activities](https://expedia.ca/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 CA $235 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $294 includes taxes & fees per adult [](https://www.expedia.ca/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 CA $286 includes taxes & fees per adult [](https://www.expedia.ca/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.ca/deals?rfrr=ACTIVITIES_SPRING_PROMO_6047858) ## Recommended things to do in Castiglion Fiorentino | Number of things to do | 61 | | ------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | 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): CA $11 | | Top 5 things to do | [Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)[Montepulciano Wine Tasting in the Tuscan Countryside](/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.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)[Castiglion Fiorentino: Buccelletti Wine Tour & Tasting](/things-to-do/castiglion-fiorentino-buccelletti-wine-tour-tasting.a51938618.activity-details)[Cellar Tour & Wine Tasting](/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) | | Half-day tours | [Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-and-oil-mill-in-tuscany-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)[Castiglion Fiorentino: Buccelletti Wine Tour & Tasting](/things-to-do/castiglion-fiorentino-buccelletti-wine-tour-tasting.a51938618.activity-details)[Cellar Tour & Wine Tasting](/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details)[Casentino: Horseback Riding Tour with Verna Sanctuary View](/things-to-do/casentino-horseback-riding-tour-with-verna-sanctuary-view.a47739717.activity-details) | | With kids | [Oil museum and oil mill in Tuscany: tour and tasting](/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)[Montepulciano Wine Tasting in the Tuscan Countryside](/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.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)[Castiglion Fiorentino: Buccelletti Wine Tour & Tasting](/things-to-do/castiglion-fiorentino-buccelletti-wine-tour-tasting.a51938618.activity-details)[Cellar Tour & Wine Tasting](/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) | ## What to do in Castiglion Fiorentino --- ### Discover the most popular places to visit in Castiglion Fiorentino #### 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.ca/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.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.ca/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.Vacation-Attraction) #### 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.ca/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.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.ca/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.ca/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.ca/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.Vacation-Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from 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 showing 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 ![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 ## 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? > - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) > - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) > - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.ca/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) > - [Castiglion Fiorentino: Buccelletti Wine Tour & Tasting](https://expedia.ca/things-to-do/castiglion-fiorentino-buccelletti-wine-tour-tasting.a51938618.activity-details) > - [Cellar Tour & Wine Tasting](https://expedia.ca/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? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app