Title: 10 TOP Things to Do in Chianti Region January 2026 | 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. --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. --- ## Recommended things to do in Chianti Region | Number of things to do | 773 | | ------------------------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Florence: Dark Mysteries and Legends Guided Walking Tour](/things-to-do/florence-dark-mysteries-and-legends-guided-walking-tour.a48018227.activity-details): CA $4 | | Top 5 things to do | [City Sightseeing Florence Hop-on Hop-off Bus Tour](/things-to-do/city-sightseeing-florence-hop-on-hop-off-bus-tour.a507279.activity-details)[Florence Accademia Gallery Tour with Entrance Ticket Included](/things-to-do/florence-accademia-gallery-tour-with-entrance-ticket-included.a3066485.activity-details)[Pisa and Piazza dei Miracoli Half Day Tour from Florence](/things-to-do/pisa-and-piazza-dei-miracoli-half-day-tour-from-florence.a558114.activity-details)[Cinque Terre and Pisa Day Trip from Florence](/things-to-do/pisa-and-cinque-terre-day-trip-from-florence.a327596.activity-details)[Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket](/things-to-do/skip-the-line-florences-accademia-gallery-priority-entrance-ticket.a2479829.activity-details) | | Half-day tours | [Florence Accademia Gallery Tour with Entrance Ticket Included](/things-to-do/florence-accademia-gallery-tour-with-entrance-ticket-included.a3066485.activity-details)[Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket](/things-to-do/skip-the-line-florences-accademia-gallery-priority-entrance-ticket.a2479829.activity-details)[Best of Florence Walking Tour](/things-to-do/best-of-florence-walking-tour.a970108.activity-details)[Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia](/things-to-do/florence-half-day-tour-with-uffizi-michelangelos-david-accademia.a177530.activity-details)[Museum of illusions Florence Entrance Ticket](/things-to-do/museum-of-illusions-florence-entrance-ticket.a49197180.activity-details) | | With kids | [City Sightseeing Florence Hop-on Hop-off Bus Tour](/things-to-do/city-sightseeing-florence-hop-on-hop-off-bus-tour.a507279.activity-details)[Florence Accademia Gallery Tour with Entrance Ticket Included](/things-to-do/florence-accademia-gallery-tour-with-entrance-ticket-included.a3066485.activity-details)[Pisa and Piazza dei Miracoli Half Day Tour from Florence](/things-to-do/pisa-and-piazza-dei-miracoli-half-day-tour-from-florence.a558114.activity-details)[Cinque Terre and Pisa Day Trip from Florence](/things-to-do/pisa-and-cinque-terre-day-trip-from-florence.a327596.activity-details)[Best of Florence Walking Tour](/things-to-do/best-of-florence-walking-tour.a970108.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) ![Castellina in Chianti showing farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157305-Tuscany.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buondonno Winery You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this romantic area. [](https://expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.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 churches and wineries in this walkable area. [](https://expedia.ca/Cantina-Antinori-San-Casciano-in-Val-di-Pesa.d6270044.Vacation-Attraction) #### Tenuta Torciano Winery You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) #### The Mall Luxury Outlet During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and churches in this walkable area. [](https://expedia.ca/The-Mall-Luxury-Outlet-Reggello.d6143206.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 relaxing area, or enjoy its local tours. [](https://expedia.ca/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.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) #### Castle of Brolio 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) #### 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 romantic area. [](https://expedia.ca/Il-Molino-Di-Grace-Winery-Greve-in-Chianti.d6333570.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) [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 ![Photo by Leanne](https://mediaim.expedia.com/destination/2/ecd2347b02d6a5c5f9cdd54aa06a0b7f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Colle di Val d'Elsa ![Monteriggioni](https://mediaim.expedia.com/destination/1/61b7f5fdafadc1f09ff9b9ca09da3e55.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni ![Siena](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Siena ![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 ![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 ![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 ![Pontassieve](https://mediaim.expedia.com/destination/1/77dc45eb56565237a57407df85d42b96.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Pontassieve ## Explore a world of travel with Expedia - 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