Title: 10 TOP Things to Do in Castiglion Fiorentino October 2025 | 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) ![Photo by Sophia Field](https://mediaim.expedia.com/destination/2/59350a3bc41450f5b5d368ced692c83f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Sophia Field](https://mediaim.expedia.com/destination/2/59350a3bc41450f5b5d368ced692c83f.jpg) ![Photo by Daniel Reed](https://mediaim.expedia.com/destination/2/5f81565998ae4d766015fa6fa2345399.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Daniel Reed](https://mediaim.expedia.com/destination/2/5f81565998ae4d766015fa6fa2345399.jpg) ![Photo by Giammy McMario](https://mediaim.expedia.com/destination/2/ab5564b2f10c3b06db50e9d0ca8e0c96.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Giammy McMario](https://mediaim.expedia.com/destination/2/ab5564b2f10c3b06db50e9d0ca8e0c96.jpg) ![Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg)[Photo](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](https://creativecommons.org/licenses/by/3.0)) ![Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg)[Photo](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](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 37 activities](https://expedia.ca/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=ToursDayTrips) ![Montepulciano: Wine Tour and tasting](https://mediaim.expedia.com/localexpert/47725497/a9b3d024-2644-4069-bba1-f4d1273546b5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour and tasting 1h 30m 10/10 1 review Free cancellation available CA $85 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tour-and-tasting.a47725497.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Assisi: Grand Tour Tuk Tuk - Italian driver](https://mediaim.expedia.com/localexpert/50475330/ddd68023-fcec-4d2b-a542-70bc8fe45171.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assisi: Grand Tour Tuk Tuk - Italian driver 1h 30m Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![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 $41 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) ![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 Free cancellation available CA $122 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 visit to the House of Grand Duke Leopold of Tuscany with invitation](https://mediaim.expedia.com/localexpert/48560703/8836eae7-8368-43db-9f3f-993565ad6412.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private visit to the House of Grand Duke Leopold of Tuscany with invitation 2h 30m Free cancellation available CA $65 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-visit-to-the-home-of-grand-duke-leopold-of-tuscany-dinner-and-wine.a48560703.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona Private walking Tour under the Tuscan sun](https://mediaim.expedia.com/localexpert/47582468/38976e15-5010-4b70-879f-c11e56df53fb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona Private walking Tour under the Tuscan sun 2h Free cancellation available CA $482 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.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 Free cancellation available CA $82 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) ![Tasting with Private Walk in a Cellar in Tuscany](https://mediaim.expedia.com/localexpert/5138996/0c9827f3-6a87-4c8b-9354-4dbc7bd16f47.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tasting with Private Walk in a Cellar in Tuscany 2h Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.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 CA $85 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/exclusive-wine-tasting-in-montepulciano-with-light-lunch.a522448.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Wine tasting in the historical centre](https://mediaim.expedia.com/localexpert/48301901/0e739e18-1281-4ef0-a425-3192e4dc4e62.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine tasting in the historical centre Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-in-the-historical-centre.a48301901.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Private & custom tours [See all 18 activities](https://expedia.ca/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=Privatecustomtours) ![Cortona Private walking Tour under the Tuscan sun](https://mediaim.expedia.com/localexpert/47582468/38976e15-5010-4b70-879f-c11e56df53fb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona Private walking Tour under the Tuscan sun 2h Free cancellation available CA $482 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Tasting with Private Walk in a Cellar in Tuscany](https://mediaim.expedia.com/localexpert/5138996/0c9827f3-6a87-4c8b-9354-4dbc7bd16f47.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tasting with Private Walk in a Cellar in Tuscany 2h Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Arezzo Interactive City Tour](https://mediaim.expedia.com/localexpert/50258884/b42130d7-d6d4-4fa3-814e-21d1704aa592.jpg?impolicy=resizecrop&rw=500&rh=280) ### Arezzo Interactive City Tour 2h Free cancellation available CA $11 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/arezzo-interactive-city-tour.a50258884.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Assisi: 2-Hour Walking Tour](https://mediaim.expedia.com/localexpert/4648488/0978a98a-9fd6-4919-b3bf-c21cd174feee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assisi: 2-Hour Walking Tour 2h Free cancellation available CA $539 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/assisi-2-hour-walking-tour.a4648488.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona: Guided Walking Tour](https://mediaim.expedia.com/localexpert/50477606/face6c9c-0151-4b69-a004-3087c908e23f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: Guided Walking Tour 2h Free cancellation available CA $465 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-guided-walking-tour.a50477606.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 $49 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) ![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 Free cancellation available CA $416 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-2-hour-private-walking-tour.a4766515.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private cooking class at a Cesarina's home in Arezzo](https://mediaim.expedia.com/localexpert/557448/952d4933-0fb7-42ff-b02f-3a129887e517.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private cooking class at a Cesarina's home in Arezzo 4h Free cancellation available CA $237 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-cooking-class-at-a-cesarinas-home-in-arezzo.a557448.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private Wine Tasting in the Cellar in Mugliano](https://mediaim.expedia.com/localexpert/5219693/9811f915-5d62-49d6-a189-b69ce66c9bb5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine Tasting in the Cellar in Mugliano 2h Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/2-hour-private-wine-tasting-in-the-cellar-in-mugliano.a5219693.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 $1,543 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) ![Private visit to the House of Grand Duke Leopold of Tuscany with invitation](https://mediaim.expedia.com/localexpert/48560703/8836eae7-8368-43db-9f3f-993565ad6412.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private visit to the House of Grand Duke Leopold of Tuscany with invitation 2h 30m Free cancellation available CA $65 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-visit-to-the-home-of-grand-duke-leopold-of-tuscany-dinner-and-wine.a48560703.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Cortona: Pasta and Pizza Cooking Class](https://mediaim.expedia.com/localexpert/44640068/baaea0d6-7a42-4938-8cfb-e91c939c7785.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: Pasta and Pizza Cooking Class 2h 30m 10/10 1 review Free cancellation available CA $180 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) ![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 $220 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) ![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 $286 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) ![Pasta or Pizza cooking class in Cortona, vegetarian and vegan](https://mediaim.expedia.com/localexpert/617900/256d3572-0a81-47d3-9c8c-1b778b9f742a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pasta or Pizza cooking class in Cortona, vegetarian and vegan 3h 30m Free cancellation available CA $196 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cortona-cooking-class-at-a-farmhouse.a617900.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Amazing four courses cooking class in Tuscany](https://mediaim.expedia.com/localexpert/50277985/3d77006e-9421-4757-8f23-b9157a953184.jpg?impolicy=resizecrop&rw=500&rh=280) ### Amazing four courses cooking class in Tuscany 1d Free cancellation available CA $359 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/for-your-personal-cooking-class-in-tuscany.a50277985.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![For your personal experiences in Tuscany](https://mediaim.expedia.com/localexpert/50117377/d4e1a06a-421c-4aac-a6d1-5a19e0a54b24.jpg?impolicy=resizecrop&rw=500&rh=280) ### For your personal experiences in Tuscany 8h Free cancellation available CA $343 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/for-your-personal-experiences-in-tuscany.a50117377.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private cooking class at a Cesarina's home in Arezzo](https://mediaim.expedia.com/localexpert/557448/952d4933-0fb7-42ff-b02f-3a129887e517.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private cooking class at a Cesarina's home in Arezzo 4h Free cancellation available CA $237 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-cooking-class-at-a-cesarinas-home-in-arezzo.a557448.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 $212 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) ![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 Free cancellation available CA $227 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/with-your-hands-in-the-dough-cortona.a46353560.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ## Recommended things to do in Castiglion Fiorentino | Number of things to do | 49 | | --- | --- | | Cheapest thing to do on Expedia | [Arezzo Walking Tour with Audio and Written Guide by a Local](https://expedia.ca/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](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-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) - [Cellar Tour & Wine Tasting](https://expedia.ca/things-to-do/cellar-tour-wine-tasting.a3097351.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) - [2 Hours Free Arezzo tour without the use of your smartphone](https://expedia.ca/things-to-do/2-hours-free-arezzo-tour-without-the-use-of-your-smartphone.a47894859.activity-details) | | Half-day tours | - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Cellar Tour & Wine Tasting](https://expedia.ca/things-to-do/cellar-tour-wine-tasting.a3097351.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) - [2 Hours Free Arezzo tour without the use of your smartphone](https://expedia.ca/things-to-do/2-hours-free-arezzo-tour-without-the-use-of-your-smartphone.a47894859.activity-details) - [Casentino: Horseback Riding Tour with Verna Sanctuary View](https://expedia.ca/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](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-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) - [Cellar Tour & Wine Tasting](https://expedia.ca/things-to-do/cellar-tour-wine-tasting.a3097351.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) - [Arezzo Walking Tour with Audio and Written Guide by a Local](https://expedia.ca/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details) | ## What to do in Castiglion Fiorentino * * * ### Discover the most popular places to visit in Castiglion Fiorentino #### Tennis Club Castiglionese You can take time to visit Tennis Club Castiglionese during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.ca/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.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.ca/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.ca/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.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) #### 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 ![Arezzo featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/119000/119649-Arezzo-Province.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Arezzo [](https://expedia.ca/Arezzo.dx11306) ![Cortona showing a city and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157531-Arezzo-Province.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cortona [](https://expedia.ca/Cortona.dx601360) ![Photo by Alessandro Ricciardi](https://mediaim.expedia.com/destination/2/ced4e76c609fe26542e4b2e2f773fae7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monte San Savino [](https://expedia.ca/Monte-San-Savino.dx6122898) ## Frequently asked questions ### Is Castiglion Fiorentino worth visiting? > Renowned for its walking trails and nightlife, discovering cool things to do in Castiglion Fiorentino is a breeze. Remember to add Agricola Buccelletti Winery to your itinerary while here. ### How do I spend a day in Castiglion Fiorentino? > Casali Palace and Palazzo delle Logge Vasariane are two great places to start your vacation adventures. Remember to check out the dining and shopping options in Castiglion Fiorentino while you're here too. ### What is the top tourist attraction in Castiglion Fiorentino? > Agricola Buccelletti Winery is one of the top tourist attractions in Castiglion Fiorentino and deserves a place on every to-do list of the area. ### Is three days enough to stay in Castiglion Fiorentino? > You can easily tick off leading sights like Agricola Buccelletti Winery, Casali Palace and Signorelli Theatre with a three-day stay in Castiglion Fiorentino. On average, many travellers book three days here. There's plenty to experience nearby too, so stay a bit longer and venture to Siena. ### Is Castiglion Fiorentino a walkable city? > With popular neighbourhoods and major attractions within walking distance of the city centre, Castiglion Fiorentino is a great place to experience on foot. Enjoy wandering between Agricola Buccelletti Winery and Archaeological Museum. Then take a stroll around Podere Viti, located 2 kilometres from the centre, and Pergognano, which is roughly 2 kilometres away. ### What are some activities to do in Castiglion Fiorentino with kids? > If you're looking for attractions and activities for all ages, have a look at these great ideas for what 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-in-tuscany-interactive-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) > - [Cellar Tour & Wine Tasting](https://expedia.ca/things-to-do/cellar-tour-wine-tasting.a3097351.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) > - [Arezzo Walking Tour with Audio and Written Guide by a Local](https://expedia.ca/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details) ### What to do in Castiglion Fiorentino for adults? > Agricola Buccelletti Winery and San Luciano Winery are just a couple of the things to do in Castiglion Fiorentino. With plenty of activities available, there's something here for everyone to experience. ### Are there free things to do in Castiglion Fiorentino? > One of the easiest ways to learn about free things to do in Castiglion Fiorentino is to ask a local tour guide. You'll get insider recommendations on interesting neighbourhoods, parks and other highlights you can experience without opening your wallet. Villa Bramasole is one place that doesn't charge an entrance fee. ![](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 ![QR code to download the app](data:image/png;base64,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)