Title: 10 TOP Things to Do in Castiglion Fiorentino September 2025 | Expedia.co.uk [Castiglion Fiorentino Travel Guide](https://expedia.co.uk/Castiglion-Fiorentino.dx6047858)[Hotels in Castiglion Fiorentino](https://expedia.co.uk/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Flights to Castiglion Fiorentino](https://expedia.co.uk/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Castiglion Fiorentino Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castiglion-Fiorentino.d6047858.Car-Hire-Guide)[Castiglion Fiorentino Holidays](https://expedia.co.uk/Castiglion-Fiorentino.d6047858.Holidays-City-Breaks) # What to do in Castiglion Fiorentino ## Activities, attractions and tours ## Visit Castiglion Fiorentino Types of activities [Castiglion Fiorentino travel guide](https://expedia.co.uk/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 to experience the best that Castiglion Fiorentino has to offer! If you’re planning a trip to Castiglion Fiorentino, 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 Castiglion Fiorentino 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 Castiglion Fiorentino Castiglion Fiorentino is crammed with must-see places to visit and things to do. We can help you decide where to stay in Castiglion Fiorentino, and make it a breeze to explore Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino, 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 Castiglion Fiorentino. #### Castiglion Fiorentino attractions Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino. Looking for things to do in Castiglion Fiorentino 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 Castiglion Fiorentino 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. Happy trails! * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in Castiglion Fiorentino ### Tours & day trips [See all 36 activities](https://expedia.co.uk/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 £45 includes taxes & fees per adult [](https://www.expedia.co.uk/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 £61 includes taxes & fees per adult [](https://www.expedia.co.uk/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 £22 includes taxes & fees per adult [](https://www.expedia.co.uk/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 £65 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/casentino-horseback-riding-tour-with-verna-sanctuary-view.a47739717.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 £256 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.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 £222 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/cortona-2-hour-private-walking-tour.a4766515.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 £35 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/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) ![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 £35 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/wine-tasting-in-the-historical-centre.a48301901.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 £43 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/cellar-tour-wine-tasting.a3097351.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 £45 includes taxes & fees per traveller [](https://www.expedia.co.uk/things-to-do/exclusive-wine-tasting-in-montepulciano-with-light-lunch.a522448.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Private & custom tours [See all 16 activities](https://expedia.co.uk/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 £256 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.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 £222 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/cortona-2-hour-private-walking-tour.a4766515.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 £22 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.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 £248 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/cortona-guided-walking-tour.a50477606.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 £126 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-cooking-class-at-a-cesarinas-home-in-arezzo.a557448.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 £174 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/private-and-guided-walking-tour-of-arezzo-city-of-gold.a44955780.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 £26 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/2-hour-private-wine-tasting-in-the-cellar-in-mugliano.a5219693.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 £6 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/arezzo-interactive-city-tour.a50258884.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 £822 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/arezzo-and-cortona-private-tour.a47088358.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ![Private 10 Hour Tour to Arezzo from Rome](https://mediaim.expedia.com/localexpert/50257727/b5500cc3-ea80-47d8-bf79-f6ca57fd5187.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private 10 Hour Tour to Arezzo from Rome 10h Free cancellation available £865 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/private-10-hour-tour-to-arezzo-from-rome.a50257727.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ### Classes & workshops [See all 13 activities](https://expedia.co.uk/things-to-do/search?&rid=6047858&location=Castiglion+Fiorentino&filter.categories=ClassesWorkshops) ![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 £96 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/cortona-pasta-and-pizza-cooking-class.a44640068.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 £104 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/cortona-cooking-class-at-a-farmhouse.a617900.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 £35 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/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) ![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 £117 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/fresh-pasta-course-with-breakfast-lunch-and-drinks-included.a50225095.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 £121 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/with-your-hands-in-the-dough-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 £152 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-cooking-class-in-tuscany-hand-made-pasta.a48492869.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 £183 includes taxes & fees per adult [](https://www.expedia.co.uk/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 £126 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-cooking-class-at-a-cesarinas-home-in-arezzo.a557448.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 £191 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/for-your-personal-cooking-class-in-tuscany.a50277985.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 £113 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/flavours-of-tuscany-by-villa-medici-donnini.a46959343.activity-details?&rid=6047858&location=Castiglion+Fiorentino&swp=off) ## Recommended things to do in Castiglion Fiorentino | Number of things to do | 48 | | --- | --- | | Cheapest thing to do on Expedia | [Arezzo Walking Tour with Audio and Written Guide by a Local](https://expedia.co.uk/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details): £6 | | Top 5 things to do | - [Cooking class Cortona](https://expedia.co.uk/things-to-do/with-your-hands-in-the-dough-cortona.a46353560.activity-details) - [Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Corton...](https://expedia.co.uk/things-to-do/traditional-tuscan-cuisine-cooking-class-castiglion-fiorentino-near-cortona.a3097108.activity-details) - [Castiglion Fiorentino: wine tasting with guided tour](https://expedia.co.uk/things-to-do/castiglion-fiorentino-wine-tasting-with-guided-tour.a49781297.activity-details) - [Wine Tasting: a SYRAH that makes you fall in love](https://expedia.co.uk/things-to-do/wine-tasting-a-syrah-that-makes-you-fall-in-love.a46422402.activity-details) - [Montepulciano: Wine Tour and tasting](https://expedia.co.uk/things-to-do/montepulciano-wine-tour-and-tasting.a47725497.activity-details) | | Half-day tours | - [Wine Tasting: a SYRAH that makes you fall in love](https://expedia.co.uk/things-to-do/wine-tasting-a-syrah-that-makes-you-fall-in-love.a46422402.activity-details) - [Montepulciano: Wine Tour and tasting](https://expedia.co.uk/things-to-do/montepulciano-wine-tour-and-tasting.a47725497.activity-details) - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) - [Casentino: Horseback Riding Tour with Verna Sanctuary View](https://expedia.co.uk/things-to-do/casentino-horseback-riding-tour-with-verna-sanctuary-view.a47739717.activity-details) - [Cortona: Pasta and Pizza Cooking Class](https://expedia.co.uk/things-to-do/cortona-pasta-and-pizza-cooking-class.a44640068.activity-details) | | With kids | - [Castiglion Fiorentino: wine tasting with guided tour](https://expedia.co.uk/things-to-do/castiglion-fiorentino-wine-tasting-with-guided-tour.a49781297.activity-details) - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.co.uk/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) - [Cortona Private walking Tour under the Tuscan sun](https://expedia.co.uk/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.activity-details) - [Cortona: 3-Hour Private Walking Tour](https://expedia.co.uk/things-to-do/cortona-2-hour-private-walking-tour.a4766515.activity-details) | ## What to do in Castiglion Fiorentino * * * ### Popular places to visit #### 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.co.uk/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.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.co.uk/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Attraction) #### Cassero Tower Find out about the history of Castiglion Fiorentino when you take a trip to Cassero Tower. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Attraction) #### Archaeological Museum You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.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.co.uk/Vasari-Loggia-Castiglion-Fiorentino.d553248621580159026.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.co.uk/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.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 Castiglion Fiorentino ![Arezzo which includes 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.co.uk/Arezzo.dx11306) ![Cortona featuring farmland and a city](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.co.uk/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.co.uk/Monte-San-Savino.dx6122898) ![Photo by Leanne](https://mediaim.expedia.com/destination/2/f09c64daf24171364564afbd338566d1.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Foiano della Chiana [](https://expedia.co.uk/Foiano-Della-Chiana.dx6123312) ![Photo "Polvano" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/2c0d40460569d621ce24a185089ca2c7.jpg?impolicy=fcrop&w=512&h=288&q=medium) [](https://creativecommons.org/licenses/by/3.0)[Photo](https://creativecommons.org/licenses/by/3.0) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](https://creativecommons.org/licenses/by/3.0)) ### Polvano [](https://expedia.co.uk/Polvano.dx6292817) ## 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 holiday 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 kms (1 mile) from the centre, and Pergognano, which is roughly 2 kms (1 mile) 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. > > > > - [Castiglion Fiorentino: wine tasting with guided tour](https://expedia.co.uk/things-to-do/castiglion-fiorentino-wine-tasting-with-guided-tour.a49781297.activity-details) > - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) > - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.co.uk/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) > - [Cortona Private walking Tour under the Tuscan sun](https://expedia.co.uk/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.activity-details) > - [Cortona: 3-Hour Private Walking Tour](https://expedia.co.uk/things-to-do/cortona-2-hour-private-walking-tour.a4766515.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. 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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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)