Title: 10 TOP Things to Do in Chianti Region September 2025 | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) # What to do in Chianti Region ## Activities, attractions and tours ## Visit Chianti Region Types of activities Where to stay [Chianti Region travel guide](https://expedia.ca/Chianti-Region.dx603148) ![Chianti Region showing farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chianti Region](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/410000/410487-Torre-Del-Mangia.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Panzano in Chianti showing food and drinks or beverages](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157256-Tuscany.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chianti Region](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409070-Siena.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Panzano in Chianti featuring heritage architecture as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157513-Chianti-Region.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Chianti Region Attractions Let Expedia help you experience the best that Chianti Region 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 Chianti Region 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 Chianti Region 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. #### Chianti Region 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 Chianti Region. 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 Chianti Region 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 Chianti Region ### Tours & day trips [See all 732 activities](https://expedia.ca/things-to-do/search?&rid=603148&location=Chianti+Region&filter.categories=ToursDayTrips) ![Cinque Terre and Pisa Day Trip from Florence](https://mediaim.expedia.com/localexpert/327596/60204157-94f1-4483-8c14-37b411fd0563.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cinque Terre and Pisa Day Trip from Florence 12h 15m 9.4/10 193 reviews Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pisa-and-cinque-terre-day-trip-from-florence.a327596.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia](https://mediaim.expedia.com/localexpert/177530/67736287-bdb2-4b4e-a2f9-65e0ac592e0e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia 1h+ 9/10 474 reviews Free cancellation available CA $70 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-half-day-tour-with-uffizi-michelangelos-david-accademia.a177530.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Small-Group Wine Tasting Experience in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/1137622/a43240a0-4cee-43cc-9dbe-3a4549fe4820.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small-Group Wine Tasting Experience in the Tuscan Countryside 4h 45m 9.8/10 133 reviews Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/small-group-wine-tasting-experience-in-the-tuscan-countryside.a1137622.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Pasta Cooking Class with Unlimited Wine](https://mediaim.expedia.com/localexpert/48118111/32fbf99d-8efc-44de-8d0d-e56ddc6c767a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Pasta Cooking Class with Unlimited Wine 3h 9.6/10 34 reviews Free cancellation available CA $24 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-cooking-art-brunelleschi.a48118111.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour](https://mediaim.expedia.com/localexpert/507532/cbdef260-9919-420e-a482-1d2f9b3d6ccc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour 30m 7.6/10 118 reviews Free cancellation available CA $34 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skip-the-line-florence-duomo-priority-access-express-guided-tour.a507532.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Tuscany Experience In Pisa, Siena, San Gimignano & Chianti](https://mediaim.expedia.com/localexpert/880286/269c0081-b51e-4e1d-ac21-b19cf125da10.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Experience In Pisa, Siena, San Gimignano & Chianti 11h 30m 9.2/10 55 reviews Free cancellation available CA $106 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-experience-in-pisa-siena-san-gimignano-chianti.a880286.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Accademia Gallery Tour with Entrance Ticket Included](https://mediaim.expedia.com/localexpert/3066485/d26c5e31-1f44-4056-bdee-2fc35c6c6ffc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Accademia Gallery Tour with Entrance Ticket Included 1h 15m 9/10 91 reviews Free cancellation available CA $73 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-accademia-gallery-tour-with-entrance-ticket-included.a3066485.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Excursion from Florence to Pisa through the Tuscan Countryside](https://mediaim.expedia.com/localexpert/343564/bc568733-015c-46e7-8759-7b7eaaa8e1b3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Excursion from Florence to Pisa through the Tuscan Countryside 6h 8.8/10 101 reviews Free cancellation available CA $96 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/excursion-to-pisa-through-the-tuscan-countryside.a343564.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/183e2e32-2bc9-4a2b-9b14-ce3b16c8add4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 54 reviews Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/329818/686ebe9b-4424-48e3-a5f6-94acd7591fdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting 11h 8.6/10 131 reviews Free cancellation available CA $129 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-siena-and-chianti-with-lunch-wine-tasting.a329818.activity-details?&rid=603148&location=Chianti+Region&swp=off) ### Private & custom tours [See all 215 activities](https://expedia.ca/things-to-do/search?&rid=603148&location=Chianti+Region&filter.categories=Privatecustomtours) ![Private Golf Cart Tour in Florence](https://mediaim.expedia.com/localexpert/50023374/c1fac394-133f-4f26-890d-38e950b0056b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Golf Cart Tour in Florence 2h 10/10 2 reviews Free cancellation available CA $111 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/golf-cart-tour-in-florence.a50023374.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Visit Florence in golf car with Fiorentine tuorist guide](https://mediaim.expedia.com/localexpert/46422628/71571868-469d-4789-b8e3-28a2ced70ee9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Visit Florence in golf car with Fiorentine tuorist guide 1h 30m 10/10 7 reviews Free cancellation available CA $113 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/visit-florence-in-golf-car-with-fiorentine-tuorist-guide.a46422628.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit](https://mediaim.expedia.com/localexpert/3067387/23f6b255-3021-4446-ae2a-ecab812928c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit 7h 9.6/10 6 reviews Free cancellation available CA $106 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/e-bike-florence-tuscany-ride-with-vineyard-visit.a3067387.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![From Florence: Private Ferrari Tour](https://mediaim.expedia.com/localexpert/47985214/824b9d8f-9d68-48c3-adb2-4955b845c23f.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence: Private Ferrari Tour 9h 8/10 1 review Free cancellation available CA $720 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/from-florence-private-ferrari-tour.a47985214.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Siena: Horseback Adventure in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/48146663/553ab7a1-478e-488c-8bd8-29856eaee45e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Horseback Adventure in the Tuscan Countryside 3h Free cancellation available CA $261 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Exclusive Cinque Terre Day Trip from Florence](https://mediaim.expedia.com/localexpert/1009590/58160117-ee95-4ff2-bd06-974e58dc93d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Exclusive Cinque Terre Day Trip from Florence 13h Free cancellation available CA $945 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/exclusive-cinque-terre-private-day-trip-from-florence.a1009590.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![ROMANTIC WINE TOUR FOR 2 - Wine Tour in Chianti (Tuscany)](https://mediaim.expedia.com/localexpert/48862580/1e484c3b-bace-4de5-8468-a33a6ab0e296.jpg?impolicy=resizecrop&rw=500&rh=280) ### ROMANTIC WINE TOUR FOR 2 - Wine Tour in Chianti (Tuscany) 10/10 1 review Free cancellation available CA $979 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/romantic-tour-for-2-wine-tour-in-chianti-region-tuscany.a48862580.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![From Florence: Full-Day Private Cinque Terre Tour with Pisa](https://mediaim.expedia.com/localexpert/44568418/36deeadb-bce1-4936-81e7-22657e32db0c.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence: Full-Day Private Cinque Terre Tour with Pisa 11h 10/10 1 review Free cancellation available CA $1,281 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/from-florence-full-day-private-cinque-terre-w-pisa.a44568418.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Private cooking class at a Cesarina's home in Florence](https://mediaim.expedia.com/localexpert/557623/3ef29c16-cea7-45eb-b6f1-c96f32390dad.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private cooking class at a Cesarina's home in Florence 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-florence.a557623.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Classics Photoshoot with Ponte Vecchio Bridge](https://mediaim.expedia.com/localexpert/48073617/e0869a9c-5fe6-44b1-a6d1-47283329fcb1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Classics Photoshoot with Ponte Vecchio Bridge 30m+ Free cancellation available CA $79 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/florence-classics-photoshoot-with-ponte-vecchio-bridge.a48073617.activity-details?&rid=603148&location=Chianti+Region&swp=off) ### Classes & workshops [See all 108 activities](https://expedia.ca/things-to-do/search?&rid=603148&location=Chianti+Region&filter.categories=ClassesWorkshops) ![Florence: Pasta Cooking Class with Unlimited Wine](https://mediaim.expedia.com/localexpert/48118111/32fbf99d-8efc-44de-8d0d-e56ddc6c767a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Pasta Cooking Class with Unlimited Wine 3h 9.6/10 34 reviews Free cancellation available CA $24 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-cooking-art-brunelleschi.a48118111.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Pasta Lovers cooking class: learn to cook tagliatelle ravioli and tiramisù](https://mediaim.expedia.com/localexpert/49990881/fe21e687-84ea-441f-b653-af35132648a6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pasta Lovers cooking class: learn to cook tagliatelle ravioli and tiramisù 3h+ 6/10 2 reviews Free cancellation available CA $113CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pasta-lovers-cooking-class-learn-to-cook-tagliatelle-ravioli-and-tiramisu.a49990881.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Pizza & Gelato Masterclass Morning, Afternoon or Evening Delight](https://mediaim.expedia.com/localexpert/177645/1605095c-4cce-4fb0-8dd4-16e1919b620b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Pizza & Gelato Masterclass Morning, Afternoon or Evening Delight 3h 9.2/10 163 reviews Free cancellation available CA $129CA $122 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-pizza-gelato-masterclass-morning-afternoon-or-evening-delight.a177645.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Pasta Cooking Class with Unlimited Wine & Free Aprons](https://mediaim.expedia.com/localexpert/49753869/474cb9ea-1b76-492d-8e92-5380e8656fcc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Pasta Cooking Class with Unlimited Wine & Free Aprons 2h 10/10 1 review Free cancellation available CA $107CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-pasta-and-tiramisu-cooking-class-with-endless-wine.a49753869.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Cooking Class at a Farmhouse in Tuscany](https://mediaim.expedia.com/localexpert/562148/2febec2d-e955-41e9-aa04-33bf341f93d1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class at a Farmhouse in Tuscany 6h 30m 10/10 21 reviews Free cancellation available CA $294 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-class-at-a-farmhouse-in-tuscany.a562148.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Tuscan Cooking Class with Dinner in Florence - Small Group](https://mediaim.expedia.com/localexpert/177279/3a9a2ac9-7715-44ec-84d7-120410f2545b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class with Dinner in Florence - Small Group 4h 15m 9.2/10 61 reviews Free cancellation available CA $129 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/tuscan-cooking-class-with-dinner-in-florence-small-group.a177279.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Wine Tasting Experience with Three Types of Tuscan Wine](https://mediaim.expedia.com/localexpert/47598303/0bab1156-5fd5-4c74-af88-3f1c42b77ccc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Wine Tasting Experience with Three Types of Tuscan Wine 1h 6/10 1 review Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/three-types-of-tuscany-wine-tasting-with-local-starters.a47598303.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Small Group Pizza & Gelato Making Class With Unlimited Wine](https://mediaim.expedia.com/localexpert/50225992/378a3aec-b6eb-40e7-9b22-30039c3918a5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small Group Pizza & Gelato Making Class With Unlimited Wine 3h 10/10 1 review Free cancellation available CA $129CA $64 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/small-group-pizza-gelato-making-class-with-unlimited-wine.a50225992.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Pastamania - Florence Pasta Making Class](https://mediaim.expedia.com/localexpert/2665912/46cfaf9e-83db-45f6-a4a0-3ed0dc755dd3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pastamania - Florence Pasta Making Class 3h 10/10 33 reviews Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pastamania-pasta-making-class.a2665912.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Historic Market Shopping & Cooking Class with Lunch](https://mediaim.expedia.com/localexpert/177265/09d57ce6-f919-450d-900b-d03a4e6d3709.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Historic Market Shopping & Cooking Class with Lunch 5h 9.6/10 4 reviews Free cancellation available CA $142 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/florence-historic-market-shopping-cooking-class-with-lunch.a177265.activity-details?&rid=603148&location=Chianti+Region&swp=off) ### Attractions [See all 24 activities](https://expedia.ca/things-to-do/search?&rid=603148&location=Chianti+Region&filter.categories=Attractions) ![Accademia timed-entry Ticket with Instant Delivery & Priority Access](https://mediaim.expedia.com/localexpert/519701/f78b6d6b-180c-4d4e-9a65-4adffb29c139.jpg?impolicy=resizecrop&rw=500&rh=280) ### Accademia timed-entry Ticket with Instant Delivery & Priority Access 1h 30m 8.8/10 22 reviews Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/accademia-skip-the-line-ticket-delivery-direct-access.a519701.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Reserved Entry Ticket to Bargello Museum](https://mediaim.expedia.com/localexpert/4847727/c59bc38f-7641-4288-b707-dfc13ddc9284.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Reserved Entry Ticket to Bargello Museum 1d 10/10 1 review Free cancellation available CA $26 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-reserved-entry-ticket-to-bargello-museum.a4847727.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Uffizi Gallery Entrance Ticket with instant delivery](https://mediaim.expedia.com/localexpert/513447/45e4e6a5-d099-408e-93d0-42bdb3ce7838.jpg?impolicy=resizecrop&rw=500&rh=280) ### Uffizi Gallery Entrance Ticket with instant delivery 2h 7.6/10 14 reviews Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/uffizi-skip-the-line-ticket-fast-delivery-direct-access.a513447.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Reserved Entrance Ticket to the Medici Chapel](https://mediaim.expedia.com/localexpert/4870345/6aff7f3a-8382-406c-ad44-297b3bbb2b74.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Reserved Entrance Ticket to the Medici Chapel 7.4/10 7 reviews Free cancellation available CA $24 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-reserved-entrance-ticket-to-the-medici-chapel.a4870345.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Brunelleschi's Dome and Cathedral Complex Reserved Ticket](https://mediaim.expedia.com/localexpert/46349018/da6602cd-2dfb-4c7a-9a98-6a5b3e34cdb9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Brunelleschi's Dome and Cathedral Complex Reserved Ticket 3d 10/10 3 reviews Free cancellation available CA $129 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/brunelleschis-dome-and-cathedral-complex-reserved-ticket.a46349018.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence Accademia Gallery Skip-the-Line Tickets](https://mediaim.expedia.com/localexpert/48437231/6d5a0e3f-e539-46ff-9cdf-2685b000e344.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Accademia Gallery Skip-the-Line Tickets 2h 2/10 1 review Free cancellation available CA $46 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-accademia-gallery-skip-the-line-tickets.a48437231.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Accademia: timed-entry ticket with Self-Guided Mobile Tour](https://mediaim.expedia.com/localexpert/815033/65979ed7-def4-4682-97dd-474fe102d4e2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Accademia: timed-entry ticket with Self-Guided Mobile Tour 2h+ 7.4/10 2 reviews Free cancellation available CA $64 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/accademia-ticket-with-instant-delivery-mobile-guided-tour.a815033.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Direct Access Florence Duomo Guided Tour: No lines, No hassle](https://mediaim.expedia.com/localexpert/45969310/ce60b929-a57c-42ae-8563-04162998ba68.jpg?impolicy=resizecrop&rw=500&rh=280) ### Direct Access Florence Duomo Guided Tour: No lines, No hassle 1h Free cancellation available CA $31 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-duomo-guided-visit-with-direct-access-optional-mobile-app.a45969310.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Duomo Cathedral Guided Tour - Skip the line](https://mediaim.expedia.com/localexpert/46252266/646365ea-4605-4d3c-a03c-c2b12b9496d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Duomo Cathedral Guided Tour - Skip the line 1h 10/10 1 review Free cancellation available CA $55 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/duomo-cathedral-guided-tour.a46252266.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Bargello Museum 5-Attractions Combo Ticket](https://mediaim.expedia.com/localexpert/47185959/5eb3da44-fc7b-4241-a132-59db8b9a9f7a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Bargello Museum 5-Attractions Combo Ticket 2h Free cancellation available CA $70 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-bargello-museum-5-attractions-combo-ticket.a47185959.activity-details?&rid=603148&location=Chianti+Region&swp=off) ### Shows & concerts [See all 18 activities](https://expedia.ca/things-to-do/search?&rid=603148&location=Chianti+Region&filter.categories=ShowsConcerts) ![Florence: Arno River Cruise with a Live Concert](https://mediaim.expedia.com/localexpert/46592033/25382a1c-2c02-4308-967a-a58304f33e3d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Arno River Cruise with a Live Concert 50m 10/10 4 reviews Free cancellation available CA $59 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-arno-river-cruise-with-live-concert.a46592033.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Santa Monaca Church Italian Opera Concert Ticket](https://mediaim.expedia.com/localexpert/48229175/5334b0ae-3211-4ca0-b3a2-5d22118a2374.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Santa Monaca Church Italian Opera Concert Ticket 1h 10/10 7 reviews Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-santa-monaca-church-italian-opera-concert-ticket.a48229175.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![The Three Tenors in Concert Nessun Dorma](https://mediaim.expedia.com/localexpert/677936/20c98462-18c8-4be0-a7f1-508d2ebf85a2.jpg?impolicy=resizecrop&rw=500&rh=280) ### The Three Tenors in Concert Nessun Dorma 1h 30m 9.6/10 5 reviews Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/the-three-tenors-in-concert-nessun-dorma.a677936.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![From Florence: Private Ferrari Tour](https://mediaim.expedia.com/localexpert/47985214/824b9d8f-9d68-48c3-adb2-4955b845c23f.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence: Private Ferrari Tour 9h 8/10 1 review Free cancellation available CA $720 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/from-florence-private-ferrari-tour.a47985214.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Pizza Dinner and Italian Opera Arias Concert in Florence](https://mediaim.expedia.com/localexpert/430585/f95b3bbe-8fc0-47b4-a089-e56e85f3cde0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pizza Dinner and Italian Opera Arias Concert in Florence 2h 45m 8.4/10 23 reviews Free cancellation available CA $113 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pizza-dinner-and-italian-opera-arias-concert-in-florence.a430585.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Florence: Opera del Duomo & Baptistery E-Ticket & Audio Tour](https://mediaim.expedia.com/localexpert/48472886/ab2973c2-c8b2-4f3e-a020-991e05d075c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: Opera del Duomo & Baptistery E-Ticket & Audio Tour Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/florence-opera-del-duomo-baptistery-e-ticket-audio-tour.a48472886.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Italian Opera in Santa Monaca Church with Dinner](https://mediaim.expedia.com/localexpert/697129/248a02ca-e50a-49de-8b35-5d76a331749f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Italian Opera in Santa Monaca Church with Dinner 3h 2/10 1 review Free cancellation available CA $131 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/italian-opera-in-santa-monaca-church-with-dinner.a697129.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Siena’s Ultimate Food Tour: Full Tuscan Meal with a Local](https://mediaim.expedia.com/localexpert/49104159/3aac937d-82c7-44a3-9d8d-71f86ebce1d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena’s Ultimate Food Tour: Full Tuscan Meal with a Local 3h Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-walking-food-tour-with-tastings.a49104159.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![The Four Seasons in Florence](https://mediaim.expedia.com/localexpert/49965142/9bd440f8-c5be-484d-b084-8d170e4799c3.jpg?impolicy=resizecrop&rw=500&rh=280) ### The Four Seasons in Florence 1h 10m Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/the-four-seasons-in-florence.a49965142.activity-details?&rid=603148&location=Chianti+Region&swp=off) ![Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner](https://mediaim.expedia.com/localexpert/48178932/bdefa0b6-2268-4e23-95a2-0f7581dc2fd9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner 4h Free cancellation available CA $228 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscan-culinary-secrets-unveiled-cooking-class-dinner.a48178932.activity-details?&rid=603148&location=Chianti+Region&swp=off) ## Recommended things to do in Chianti Region | Number of things to do | 920 | | --- | --- | | Cheapest thing to do on Expedia | [Florence: Unlimited Italy Internet with eSIM Mobile Data Plan](https://expedia.ca/things-to-do/florence-unlimited-italy-internet-with-esim-mobile-data-plan.a49429248.activity-details): CA $5 | | Top 5 things to do | - [Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://expedia.ca/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details) - [VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti](https://expedia.ca/things-to-do/vip-tour-wine-tasting-dinner-in-the-vineyards-of-chianti.a4100087.activity-details) - [Chianti Authentic Experience with two Wine Tastings](https://expedia.ca/things-to-do/chianti-tour-with-two-wine-tastings-two-charming-villages.a177267.activity-details) - [Chianti Wineries Tour with 7 Wine Tastings from Florence](https://expedia.ca/things-to-do/chianti-wineries-tour-with-7-wine-tastings-from-florence.a49238457.activity-details) - [Essence of Chianti Small Group Tour with Lunch and Tastings from Florence](https://expedia.ca/things-to-do/essence-of-chianti-small-group-tour-with-lunch-and-tastings-from-florence.a1137623.activity-details) | | Half-day tours | - [Siena: Horseback Adventure in the Tuscan Countryside](https://expedia.ca/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details) - [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) - [Tuscany Horseback Riding Tour from Siena](https://expedia.ca/things-to-do/tuscany-horseback-riding-tour-from-siena.a228199.activity-details) - [Chianti family owned organic wine tasting](https://expedia.ca/things-to-do/chianti-bio-wine-and-olive-oil-tasting.a49925908.activity-details) | | With kids | - [Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://expedia.ca/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details) - [VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti](https://expedia.ca/things-to-do/vip-tour-wine-tasting-dinner-in-the-vineyards-of-chianti.a4100087.activity-details) - [Chianti Authentic Experience with two Wine Tastings](https://expedia.ca/things-to-do/chianti-tour-with-two-wine-tastings-two-charming-villages.a177267.activity-details) - [Chianti Wineries Tour with 7 Wine Tastings from Florence](https://expedia.ca/things-to-do/chianti-wineries-tour-with-7-wine-tastings-from-florence.a49238457.activity-details) - [From Florence: Dinner in Chianti Vineyards with Wine Tasting](https://expedia.ca/things-to-do/dinner-in-chianti-vineyards-with-wine-tasting.a399596.activity-details) | ## What to do in Chianti Region * * * ### Discover the most popular places to visit in Chianti Region ![Meleto Castle](https://mediaim.expedia.com/destination/2/b07660da931cdd6a0c5cf661c5f70168.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Meleto Castle Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) #### Antinori nel Chianti Classico You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the stunning cathedral and wineries in this walkable area. [](https://expedia.ca/Cantina-Antinori-San-Casciano-in-Val-di-Pesa.d6270044.Vacation-Attraction) #### The Mall Luxury Outlet 4/5(15 reviews) During your visit to Reggello, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area. [](https://expedia.ca/The-Mall-Luxury-Outlet-Reggello.d6143206.Vacation-Attraction) #### Tenuta Torciano Winery 5/5(1 review) You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) #### Castle of Brolio 4.5/5(3 reviews) You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area. [](https://expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction) #### Verrazzano Castle You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries. [](https://expedia.ca/Verrazzano-Castle-Greve-in-Chianti.d553248635998061971.Vacation-Attraction) #### Castello di Albola You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.ca/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction) #### Il Molino di Grace Winery You can enjoy a tasting or tour at Il Molino di Grace Winery during your travels to Lucarelli. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.ca/Il-Molino-Di-Grace-Winery-Greve-in-Chianti.d6333570.Vacation-Attraction) #### Borgo di Vescine - Tenute di Castelvecchi Enjoy an outing to Borgo di Vescine - Tenute di Castelvecchi during your stay in Radda in Chianti. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.ca/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction) ### Explore areas of Chianti Region ![Default Image](https://mediaim.expedia.com/destination/3/fb1fc8ca05c78c0337ce7bcff24a7f88.jpg?impolicy=fcrop&w=350&h=192&q=medium) [](https://commons.wikimedia.org/w/index.php?curid=70070836)[Photo](https://commons.wikimedia.org/w/index.php?curid=70070836) by [LigaDue](//commons.wikimedia.org/wiki/User:LigaDue) ([CC BY-SA](https://creativecommons.org/licenses/by-sa/4.0)) ### Certaldo Alto You'll enjoy the museums and monuments in Certaldo Alto. You might want to make time for a stop at Casa del Boccaccio or Palazzo Pretorio. [](https://expedia.ca/Certaldo-Certaldo-Alto.dx6223743) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Il Serraglio While there might not be top attractions in Il Serraglio, you can explore the larger area and discover places like Antinori nel Chianti Classico and Monastary of Sorelle Clarisse. [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Il-Serraglio.dx553248635976397024) * * * 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 Chianti Region ![Florence](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/408000/408972-Florence.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Florence [](https://expedia.ca/Florence.dx1222) ![Photo by Leanne](https://mediaim.expedia.com/destination/2/ecd2347b02d6a5c5f9cdd54aa06a0b7f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Colle di Val d'Elsa [](https://expedia.ca/Colle-Di-Val-DElsa.dx4935) ![Monteriggioni](https://mediaim.expedia.com/destination/1/61b7f5fdafadc1f09ff9b9ca09da3e55.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni [](https://expedia.ca/Monteriggioni.dx5722) ![Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Siena [](https://expedia.ca/Siena.dx9821) ![San Gimignano featuring street scenes and shopping as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157883-San-Gimignano.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### San Gimignano [](https://expedia.ca/San-Gimignano.dx11091) ![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) ![Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157304-Tuscany.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castellina in Chianti [](https://expedia.ca/Castellina-In-Chianti.dx55534) ![Pontassieve](https://mediaim.expedia.com/destination/1/77dc45eb56565237a57407df85d42b96.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Pontassieve [](https://expedia.ca/Pontassieve.dx179126) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Badia Coltibuono Hotels](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Castellina in Chianti Hotels](https://www.expedia.ca/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels) - [Hotels near Castello di Radda Winery](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels) - [Castelnuovo dei Sabbioni Hotels](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni-Hotels.d602580.Travel-Guide-Hotels) - 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