Title: 10 TOP Things to Do in Castelfiorentino September 2025 | Expedia.ca [Castelfiorentino Travel Guide](https://expedia.ca/Castelfiorentino.dx6047591)[Hotels in Castelfiorentino](https://expedia.ca/Castelfiorentino-Hotels.d6047591.Travel-Guide-Hotels)[Castelfiorentino Car Rentals](https://expedia.ca/Car-Rentals-In-Castelfiorentino.d6047591.Car-Rental-Guide)[Castelfiorentino Vacation Packages](https://expedia.ca/Castelfiorentino.d6047591.Destination-Travel-Guides) # What to do in Castelfiorentino ## Activities, attractions and tours ## Visit Castelfiorentino Types of activities [Castelfiorentino travel guide](https://expedia.ca/Castelfiorentino.dx6047591) ![Photo by Vanessa Sgaravizzi](https://mediaim.expedia.com/destination/2/59d02f2e006f53e25180d6cdca5d58f1.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Vanessa Sgaravizzi](https://mediaim.expedia.com/destination/2/59d02f2e006f53e25180d6cdca5d58f1.jpg) ## Castelfiorentino Attractions Let Expedia help you experience the best that Castelfiorentino 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 Castelfiorentino 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 Castelfiorentino 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. #### Castelfiorentino 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 Castelfiorentino. 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 Castelfiorentino attractions ensure that you’ll have a successful trip, whatever the season. * * * 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 Castelfiorentino ### Tours & day trips [See all 115 activities](https://expedia.ca/things-to-do/search?&rid=6047591&location=Castelfiorentino&filter.categories=ToursDayTrips) ![Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://mediaim.expedia.com/localexpert/236697/0f88e6e6-ef95-4a56-8618-2b7fc4f041a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch 12h 15m 7.8/10 150 reviews Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![San Gimignano, Siena and Chianti - Small Group Tour](https://mediaim.expedia.com/localexpert/321506/80527687-31f8-4be3-9eb8-f949818318b6.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano, Siena and Chianti - Small Group Tour 9h 8.6/10 285 reviews Free cancellation available CA $195 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting](https://mediaim.expedia.com/localexpert/3085681/efb19d53-98f2-43d2-b0d9-78827efe5b3f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting 8h 10/10 5 reviews Free cancellation available CA $311 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-ride-lunch-winery-visit-wine-tasting-visit-s-gimignano-more.a3085681.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Chianti Wineries Tour with Tuscan Lunch and San Gimignano](https://mediaim.expedia.com/localexpert/3066812/0152b205-a96f-450d-b0ae-9ed1784446bc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wineries Tour with Tuscan Lunch and San Gimignano 8h 10/10 18 reviews Free cancellation available CA $311 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-wine-tour-with-lunch-visit-s-gimignano-organic-wineries-and-much-more.a3066812.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Tuscany Vespa Tour from Florence with Wine Tasting](https://mediaim.expedia.com/localexpert/3067216/186ed4da-a736-487d-9c27-f55c3c11482c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Vespa Tour from Florence with Wine Tasting 8h 10/10 4 reviews Free cancellation available CA $327 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-vespa-wine-tour.a3067216.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![San Gimignano: Chianti wine tasting and lunch](https://mediaim.expedia.com/localexpert/3506091/81cb5b83-e87a-4865-a8dd-119af4f19f5e.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano: Chianti wine tasting and lunch 2h Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-area-cooking-class-with-wine-tasting-lunch-and-guided-tour.a3506091.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![San Gimignano, Chianti & Montalcino small group from Siena](https://mediaim.expedia.com/localexpert/228183/fb771371-a28d-414f-b5b8-d4a0e9960158.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano, Chianti & Montalcino small group from Siena 11h 10/10 2 reviews Free cancellation available CA $229 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-chianti-montalcino-small-group-from-siena.a228183.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Experience the Magic of Tuscany from a Hot Air Balloon](https://mediaim.expedia.com/localexpert/919439/41497245-6034-40ec-8686-1c9c920eaecb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience the Magic of Tuscany from a Hot Air Balloon 3h 10/10 1 review Free cancellation available CA $440 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience](https://mediaim.expedia.com/localexpert/698109/a06a96d2-88a2-4896-8c26-8a7f8d1fad20.jpg?impolicy=resizecrop&rw=500&rh=280) ### Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience 4h 8.4/10 4 reviews Free cancellation available CA $217 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/self-drive-vintage-fiat-500-tour-from-florence-tuscan-wine-experience.a698109.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![San Miniato: Wine Tour in a Family-Run Tuscan Winery](https://mediaim.expedia.com/localexpert/48265037/d4056b75-9961-4af8-8fcb-142b4fcb8fa7.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Miniato: Wine Tour in a Family-Run Tuscan Winery 2h 30m Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tour-in-a-family-winery-in-tuscany.a48265037.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ### Private & custom tours [See all 31 activities](https://expedia.ca/things-to-do/search?&rid=6047591&location=Castelfiorentino&filter.categories=Privatecustomtours) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Farm To table Experience on an organic hilltop estate in Tuscany](https://mediaim.expedia.com/localexpert/50051871/4f1681d7-f14d-4205-a4b0-9a424c7fd1eb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Farm To table Experience on an organic hilltop estate in Tuscany 7h 30m Free cancellation available CA $282 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/farm-to-table-experience-on-an-organic-hilltop-estate-in-tuscany.a50051871.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Truffle Hunting in Tuscany](https://mediaim.expedia.com/localexpert/3113978/a9f55ec7-b566-49c1-a7df-31ab6ac630ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Tuscany 8h 10/10 1 review Free cancellation available CA $621 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Montelupo Fiorentino: Tuscan Ceramic Master Potter Class](https://mediaim.expedia.com/localexpert/44626190/f673c39c-fade-41fc-8fb1-8995b571d4bf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montelupo Fiorentino: Tuscan Ceramic Master Potter Class 2h 10/10 1 review Free cancellation available CA $262 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/montelupo-fiorentino-tuscan-ceramic-master-potter-class.a44626190.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Private Chianti Tour Half Day 2 Wineries & Lunch in Tuscan Hills](https://mediaim.expedia.com/localexpert/50451425/256baa27-d6ed-455c-9b30-70db2b66eb8f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chianti Tour Half Day 2 Wineries & Lunch in Tuscan Hills 4h 30m Free cancellation available CA $981 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-chianti-tour-half-day-2-wineries-lunch-in-tuscan-hills.a50451425.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Tuscan Hills Tour with Classic Car](https://mediaim.expedia.com/localexpert/48779917/6a7b6110-dfa2-4d18-8bf8-add11d60cd60.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Hills Tour with Classic Car 6h Free cancellation available CA $384 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tour-of-leonardo-da-vincis-hills-with-vintage-cars.a48779917.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Tuscany Experience Private Tour from Florence to Pisa, Siena, S.Gimignano](https://mediaim.expedia.com/localexpert/44480573/af0e9258-fb41-4eed-99e8-12da53e28670.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Experience Private Tour from Florence to Pisa, Siena, S.Gimignano 11h 15m Free cancellation available CA $1,470 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-experience-private-tour-from-florence-to-pisa-siena-s-gimignano.a44480573.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico](https://mediaim.expedia.com/localexpert/995804/722ccbd9-e03b-49f4-89e5-86124609ab78.jpg?impolicy=resizecrop&rw=500&rh=280) ### PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico 8h Free cancellation available CA $1,300 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/wine-tours-vip-wines-and-ceramic-of-chianti-classico-private-tours.a995804.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Private Tuscan meal with Wine and EVO oil tasting](https://mediaim.expedia.com/localexpert/1097603/e6a6f35d-6b38-4f32-9777-16145adb7681.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan meal with Wine and EVO oil tasting 1h 30m 10/10 1 review Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Private Wine & Evo Oil Tasting with Tuscan Meal](https://mediaim.expedia.com/localexpert/1097610/05b7576c-1639-42cc-96ba-fce86bb904bd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Evo Oil Tasting with Tuscan Meal 1h 30m Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-evo-oil-tasting-with-tuscan-meal.a1097610.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ### Classes & workshops [See all 29 activities](https://expedia.ca/things-to-do/search?&rid=6047591&location=Castelfiorentino&filter.categories=ClassesWorkshops) ![Private Ceramics Course in Tuscany](https://mediaim.expedia.com/localexpert/48917735/726c3650-b12d-424b-b5d7-e1321351b2e6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ceramics Course in Tuscany 2h Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-ceramics-course-in-tuscany.a48917735.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Tuscany Jewellery Class - Design and Craft by hand](https://mediaim.expedia.com/localexpert/48041174/d5b0b24f-bdec-4ef6-8f1b-88e7d7952dd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Jewellery Class - Design and Craft by hand 4h Free cancellation available CA $327 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-highlight-create-your-own-jewellery-in-an-artclass.a48041174.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Montelupo Fiorentino: Tuscan Ceramic Master Potter Class](https://mediaim.expedia.com/localexpert/44626190/f673c39c-fade-41fc-8fb1-8995b571d4bf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montelupo Fiorentino: Tuscan Ceramic Master Potter Class 2h 10/10 1 review Free cancellation available CA $262 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/montelupo-fiorentino-tuscan-ceramic-master-potter-class.a44626190.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Tuscan Cooking Class](https://mediaim.expedia.com/localexpert/3177810/362501bb-c03d-442f-bab5-f0d873263dc0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class 3h 10/10 2 reviews Free cancellation available CA $204 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-cooking-class.a3177810.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Handmade Tuscan Ceramics Masterclass in Montelupo](https://mediaim.expedia.com/localexpert/1010187/79215908-c1a4-42f9-90e6-ba58c5193d94.jpg?impolicy=resizecrop&rw=500&rh=280) ### Handmade Tuscan Ceramics Masterclass in Montelupo 2h Free cancellation available CA $245 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/how-to-make-handmade-tuscan-ceramic-a-course-with-a-master-potter-in-montelupo.a1010187.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Horseback riding tour of the Chianti hills](https://mediaim.expedia.com/localexpert/50019266/41d2d1a7-f6ec-49e3-b34b-027152def65b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback riding tour of the Chianti hills 1h 30m Free cancellation available CA $204 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-riding-tour-of-the-chianti-hills.a50019266.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Private jewellery class in Florence, Tuscany, Italy (4 hours)](https://mediaim.expedia.com/localexpert/3109216/c1ff7483-29cc-48e8-b6ba-97c5cd2c21b7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private jewellery class in Florence, Tuscany, Italy (4 hours) 4h Free cancellation available CA $294 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/forge-your-own-piece-of-jewellery.a3109216.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Home made Pasta Cooking Class in Tuscany](https://mediaim.expedia.com/localexpert/49469783/804caed4-37a2-45cb-bfa1-def28b409e56.jpg?impolicy=resizecrop&rw=500&rh=280) ### Home made Pasta Cooking Class in Tuscany 3h Free cancellation available CA $245 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-pasta-cooking-class-with-dinner-and-wine.a49469783.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Chianti - Sweet Tuscany A Taste of Italian Pastry - Small Groups](https://mediaim.expedia.com/localexpert/49749965/ef197f0e-136c-45c4-9350-54ee92cbc9bf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti - Sweet Tuscany A Taste of Italian Pastry - Small Groups 3h Free cancellation available CA $213 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sweet-tuscany-a-taste-of-italian-pastry.a49749965.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner](https://mediaim.expedia.com/localexpert/48107984/1488a9ec-3bef-4232-8441-34d80298e961.jpg?impolicy=resizecrop&rw=500&rh=280) ### Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner 3h Free cancellation available CA $384 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ### Adventure & outdoor [See all 5 activities](https://expedia.ca/things-to-do/search?&rid=6047591&location=Castelfiorentino&filter.categories=AdventureOutdoor) ![Private Tuscan meal with Wine and EVO oil tasting](https://mediaim.expedia.com/localexpert/1097603/e6a6f35d-6b38-4f32-9777-16145adb7681.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan meal with Wine and EVO oil tasting 1h 30m 10/10 1 review Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Fairways of Elegance: A Premier Golfing Expedition](https://mediaim.expedia.com/localexpert/47132848/824dcd00-4a6d-49b6-b435-688fd48106df.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fairways of Elegance: A Premier Golfing Expedition 5h Free cancellation available CA $826 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/golf-in-tuscany.a47132848.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![San Gimignano: Bike tour in the Tuscan Hills](https://mediaim.expedia.com/localexpert/48233488/bce0be68-ea33-4b02-85bb-4c4a7591b940.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano: Bike tour in the Tuscan Hills 4h Free cancellation available CA $883 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/from-certaldo-bike-tour-in-the-tuscan-hills.a48233488.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Vinci E-bike tour in Leonardo's Chianti](https://mediaim.expedia.com/localexpert/48529439/87bca8d0-e3c6-43d3-9b12-407ac35aeada.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vinci E-bike tour in Leonardo's Chianti 6h Free cancellation available CA $262 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vinci-e-bike-tour-in-leonardos-chianti.a48529439.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Explore Chianti's Beauty: E-Bike Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/45716506/87d59924-230b-4f66-8d9a-4a635ecf9557.jpg?impolicy=resizecrop&rw=500&rh=280) ### Explore Chianti's Beauty: E-Bike Tour & Wine Tasting 4h CA $213 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/guided-chianti-e-bike-tour-with-wine-tasting.a45716506.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ### Shows & concerts [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=6047591&location=Castelfiorentino&filter.categories=ShowsConcerts) ![Vineyard Walk, Lunch or Dinner with Wine Tasting](https://mediaim.expedia.com/localexpert/49299919/7b92ea4a-d975-4273-911a-03a0fb013cc6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vineyard Walk, Lunch or Dinner with Wine Tasting 3h Free cancellation available CA $139 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vineyard-walk-lunch-or-dinner-with-wine-tasting.a49299919.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner](https://mediaim.expedia.com/localexpert/48107984/1488a9ec-3bef-4232-8441-34d80298e961.jpg?impolicy=resizecrop&rw=500&rh=280) ### Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner 3h Free cancellation available CA $384 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ![Truffle Dinner, Truffle Dogs & Orchard Tour](https://mediaim.expedia.com/localexpert/50462008/6c8a623c-90b0-41e9-be7c-146685ea7101.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Dinner, Truffle Dogs & Orchard Tour 3h Free cancellation available CA $409 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/truffle-dinner-truffle-dogs-orchard-tour.a50462008.activity-details?&rid=6047591&location=Castelfiorentino&swp=off) ## Recommended things to do in Castelfiorentino | Number of things to do | 145 | | --- | --- | | Cheapest thing to do on Expedia | [Extra Virgin Olive Oil Experience](https://expedia.ca/things-to-do/extra-virgin-olive-oil-experience.a3177409.activity-details): CA $20 | | Top 5 things to do | - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) - [Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting](https://expedia.ca/things-to-do/horseback-ride-lunch-winery-visit-wine-tasting-visit-s-gimignano-more.a3085681.activity-details) - [Chianti Wineries Tour with Tuscan Lunch and San Gimignano](https://expedia.ca/things-to-do/chianti-wine-tour-with-lunch-visit-s-gimignano-organic-wineries-and-much-more.a3066812.activity-details) - [Tuscany Vespa Tour from Florence with Wine Tasting](https://expedia.ca/things-to-do/tuscany-vespa-wine-tour.a3067216.activity-details) | | Half-day tours | - [San Gimignano: Chianti wine tasting and lunch](https://expedia.ca/things-to-do/montepulciano-area-cooking-class-with-wine-tasting-lunch-and-guided-tour.a3506091.activity-details) - [Experience the Magic of Tuscany from a Hot Air Balloon](https://expedia.ca/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details) - [San Miniato: Wine Tour in a Family-Run Tuscan Winery](https://expedia.ca/things-to-do/wine-tour-in-a-family-winery-in-tuscany.a48265037.activity-details) - [Private Wine & Oil Tasting with Lunch](https://expedia.ca/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details) - [San Gimignano: Lunch or Dinner at a Winery with Wine Tasting](https://expedia.ca/things-to-do/san-gimignano-lunch-or-dinner-at-a-winery-with-wine-tasting.a47751028.activity-details) | | With kids | - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) - [Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting](https://expedia.ca/things-to-do/horseback-ride-lunch-winery-visit-wine-tasting-visit-s-gimignano-more.a3085681.activity-details) - [Chianti Wineries Tour with Tuscan Lunch and San Gimignano](https://expedia.ca/things-to-do/chianti-wine-tour-with-lunch-visit-s-gimignano-organic-wineries-and-much-more.a3066812.activity-details) - [Tuscany Vespa Tour from Florence with Wine Tasting](https://expedia.ca/things-to-do/tuscany-vespa-wine-tour.a3067216.activity-details) | ## What to do in Castelfiorentino * * * ### Discover the most popular places to visit in Castelfiorentino #### Castle of Oliveto You can learn about the history of Castelfiorentino with a trip to Castle of Oliveto. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.ca/Castle-Of-Oliveto-Castelfiorentino.d553248621562141307.Vacation-Attraction) #### Castello di Coiano You can enjoy a tasting or tour at Castello di Coiano during your travels to Coiano. [](https://expedia.ca/Castello-Di-Coiano-Castelfiorentino.d873868520440705024.Vacation-Attraction) #### Benozzo Gozzoli Museum You can spend an afternoon studying the exhibits at Benozzo Gozzoli Museum in Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.ca/Benozzo-Gozzoli-Museum-Castelfiorentino.d553248621562141305.Vacation-Attraction) #### Teatro del Popolo You can make plans for a show at Teatro del Popolo during your stay in Castelfiorentino. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.ca/Teatro-Del-Popolo-Castelfiorentino.d553248621532498364.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 Castelfiorentino ![Gambassi Terme](https://mediaim.expedia.com/destination/1/f9c4a8df4703f7f002959cd2881c01a7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Gambassi Terme [](https://expedia.ca/Gambassi-Terme.dx602568) ![Photo by Paula Warren](https://mediaim.expedia.com/destination/2/211129243aee2727f1616484c1e71916.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montespertoli [](https://expedia.ca/Montespertoli.dx602588) ![Montaione](https://mediaim.expedia.com/destination/1/b8049a9a991acd27eaa075fe5c6454f3.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montaione [](https://expedia.ca/Montaione.dx602919) ![Empoli](https://mediaim.expedia.com/destination/1/4e48901155694ea587658e1f40b7f3a3.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Empoli [](https://expedia.ca/Empoli.dx6069671) ## Frequently asked questions ### Is Castelfiorentino worth visiting? > One of the most common things to do in Castelfiorentino is explore Montegufoni Castle. Check this top sight off your itinerary, then discover more of the area's bars and pubs and walking trails. ### How do I spend a day in Castelfiorentino? > Kick-start your day with a visit to Montegufoni Castle and Castello Sonnino. Then, explore different parts of Castelfiorentino for local dining and a little retail therapy. ### What is the top tourist attraction in Castelfiorentino? > The top tourist attraction in Castelfiorentino is Montegufoni Castle, so make sure to add it to your agenda. ### Is three days enough to stay in Castelfiorentino? > You can easily enjoy leading attractions like Agricola Tamburini Emanuela, Castello Sonnino and Palazzo Pretorio with a three-day break in Castelfiorentino. On average, many travellers book two days here. There's plenty to experience nearby too, so linger longer and venture to Florence. ### Is Castelfiorentino a walkable city? > If discovering on foot sounds like your kind of vacation, Castelfiorentino is an ideal destination. Find leading sights, such as Teatro del Popolo, a walkable distance from downtown. You can also go for a stroll around Case Nuove, a vibrant neighbourhood located about 3 kilometres from downtown. ### What are some activities to do in Castelfiorentino with kids? > Deciding what to do in Castelfiorentino with kids has never been simpler. Whether you have teenagers or toddlers, there's a range of family-friendly activities to keep everyone busy here. > > > > - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.ca/things-to-do/tuscany-in-1-day-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) > - [San Gimignano, Siena and Chianti - Small Group Tour](https://expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details) > - [Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting](https://expedia.ca/things-to-do/horseback-ride-lunch-winery-visit-wine-tasting-visit-s-gimignano-more.a3085681.activity-details) > - [Chianti Wineries Tour with Tuscan Lunch and San Gimignano](https://expedia.ca/things-to-do/chianti-wine-tour-with-lunch-visit-s-gimignano-organic-wineries-and-much-more.a3066812.activity-details) > - [Tuscany Vespa Tour from Florence with Wine Tasting](https://expedia.ca/things-to-do/tuscany-vespa-wine-tour.a3067216.activity-details) ### What to do in Castelfiorentino for adults? > Agricola Tamburini Emanuela and Tenuta Barbadoro are just a couple of the things to do in Castelfiorentino. With plenty of activities available, there's something here for everyone to experience. ### Are there free things to do in Castelfiorentino? > One of the simplest ways to learn about free things to do in Castelfiorentino is to ask a local tour guide. You'll get insider recommendations on cool neighbourhoods, parks and other attractions you can enjoy without reaching for your wallet. Church of Saint Jacob and Saint Philip is one place that doesn't charge an entrance fee. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Hotels near Archaeological and Ceramics Museum of Montelupo](https://www.expedia.ca/Archaeological-And-Ceramics-Museum-Of-Montelupo-Hotels.0-l553248621562141322-0.Travel-Guide-Filter-Hotels) - [Bobolino Hotels](https://www.expedia.ca/Bobolino-Hotels.d553248635975857647.Travel-Guide-Hotels) - [Brusciana Hotels](https://www.expedia.ca/Brusciana-Hotels.d6342147.Travel-Guide-Hotels) - [Bucciano Hotels](https://www.expedia.ca/Bucciano-Hotels.d6359729.Travel-Guide-Hotels) - [Cambiano Hotels](https://www.expedia.ca/Cambiano-Hotels.d553248635975859237.Travel-Guide-Hotels) - [Castelfalfi Hotels](https://www.expedia.ca/Castelfalfi-Hotels.d553248623000843183.Travel-Guide-Hotels) - [Castelnuovo d'Elsa Hotels](https://www.expedia.ca/Castelnuovo-DElsa-Hotels.d6359554.Travel-Guide-Hotels) - [Cerbaia Hotels](https://www.expedia.ca/Cerbaia-Hotels.d6359555.Travel-Guide-Hotels) - 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