Title: 10 TOP Things to Do in Cortona October 2025 | Expedia.ca [Cortona Travel Guide](https://expedia.ca/Cortona.dx601360)[Hotels in Cortona](https://expedia.ca/Cortona-Hotels.d601360.Travel-Guide-Hotels)[Flights to Cortona](https://expedia.ca/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights)[Cortona Car Rentals](https://expedia.ca/Car-Rentals-In-Cortona.d601360.Car-Rental-Guide)[Cortona Vacation Packages](https://expedia.ca/Cortona.d601360.Destination-Travel-Guides) # What to do in Cortona ## Activities, attractions and tours ## Visit Cortona Types of activities Where to stay [Cortona travel guide](https://expedia.ca/Cortona.dx601360) ![Cortona showing a city and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157531-Arezzo-Province.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortona which includes farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157549-Arezzo-Province.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortona which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157551-Arezzo-Province.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortona which includes farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157550-Arezzo-Province.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortona showing heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157553-Arezzo-Province.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Cortona Attractions Let Expedia help you experience the best that Cortona 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 Cortona 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 Cortona 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. #### Cortona 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 Cortona. 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 Cortona attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ### Most fun & popular experiences in Cortona ### Tours & day trips [See all 77 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=ToursDayTrips) ![From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/166552/04a98a7b-1b9b-4323-933f-1da13e16b5ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting 11h 9.6/10 950 reviews Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-rome-tuscany-montepulciano-day-trip-including-lunch-wine-tasting.a166552.activity-details?&rid=601360&location=Cortona&swp=off) ![From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch 12h 10/10 22 reviews Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Wine Tour and tasting](https://mediaim.expedia.com/localexpert/47725497/a9b3d024-2644-4069-bba1-f4d1273546b5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour and tasting 1h 30m 10/10 1 review Free cancellation available CA $85 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tour-and-tasting.a47725497.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Cinta Senese Tour With Food Tasting](https://mediaim.expedia.com/localexpert/44650578/aba42e30-6825-46a4-ba8a-3165b0a2108d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Cinta Senese Tour With Food Tasting 1h 30m Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-cinta-senese-tour-with-food-tasting.a44650578.activity-details?&rid=601360&location=Cortona&swp=off) ![Tasting Tour in One of The Most Beautiful Cellars in the World](https://mediaim.expedia.com/localexpert/1175608/3e83d505-5c45-4a2c-b4f4-b2f1bc743f59.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tasting Tour in One of The Most Beautiful Cellars in the World 1h 10/10 3 reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-and-tour-of-the-most-beautiful-cellar-in-the-world.a1175608.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal](https://mediaim.expedia.com/localexpert/47474223/85eab411-f97a-42b2-93d4-e727692cded8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal 4h 10/10 1 review Free cancellation available CA $161 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-tuscan-winery-tour-with-wine-tasting-meal.a47474223.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano Wine Tasting in the Tuscan Countryside 45m Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Winery Tour, Tasting, and Vineyard Picnic](https://mediaim.expedia.com/localexpert/4571820/a6dead22-9853-4614-81f2-2142f1776f51.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour, Tasting, and Vineyard Picnic 4h Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-tasting-and-vineyard-picnic.a4571820.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Winery Tour and Tasting](https://mediaim.expedia.com/localexpert/4538591/6682c7c0-1063-439a-bfd8-e34ae98bf836.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour and Tasting 1h 30m 10/10 1 review Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-and-tasting-with-starters.a4538591.activity-details?&rid=601360&location=Cortona&swp=off) ![Chianciano Terme: Sensory Spa Admission Ticket](https://mediaim.expedia.com/localexpert/4515069/fea86ca0-c797-4cc2-a946-10b8adcb80b1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Sensory Spa Admission Ticket 3h+ Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-sensory-spa-admission-ticket.a4515069.activity-details?&rid=601360&location=Cortona&swp=off) ### Classes & workshops [See all 22 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=ClassesWorkshops) ![Chianciano Terme: Sensory Spa Admission Ticket](https://mediaim.expedia.com/localexpert/4515069/fea86ca0-c797-4cc2-a946-10b8adcb80b1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Sensory Spa Admission Ticket 3h+ Free cancellation available CA $80 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-sensory-spa-admission-ticket.a4515069.activity-details?&rid=601360&location=Cortona&swp=off) ![Chianciano Terme: Theia Thermal Pools Entrance Ticket](https://mediaim.expedia.com/localexpert/4520557/1b76cb45-c8b0-4878-b055-a672929c412e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Theia Thermal Pools Entrance Ticket 10h 8/10 1 review Free cancellation available CA $73 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-theia-thermal-pools-entrance-ticket.a4520557.activity-details?&rid=601360&location=Cortona&swp=off) ![Sarteano: visit to the mill and oil tasting](https://mediaim.expedia.com/localexpert/48179509/8a2dfd06-97e0-4b3b-bc88-419877974aca.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sarteano: visit to the mill and oil tasting 1h 30m Free cancellation available CA $47 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sarteano-visit-to-the-mill-and-oil-tasting.a48179509.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Pasta-Making Class with Tasting and Wine](https://mediaim.expedia.com/localexpert/48291020/4a2a9990-859b-48d9-831a-0be040721a1a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Pasta-Making Class with Tasting and Wine 3h Free cancellation available CA $203 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-pasta-making-class-with-tasting-and-wine.a48291020.activity-details?&rid=601360&location=Cortona&swp=off) ![Private visit to the House of Grand Duke Leopold of Tuscany with invitation](https://mediaim.expedia.com/localexpert/48560703/8836eae7-8368-43db-9f3f-993565ad6412.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private visit to the House of Grand Duke Leopold of Tuscany with invitation 2h 30m Free cancellation available CA $65 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-visit-to-the-home-of-grand-duke-leopold-of-tuscany-dinner-and-wine.a48560703.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Italian Cooking Class at a Tuscan Farm](https://mediaim.expedia.com/localexpert/48289442/b436aee0-fcde-4e3b-b7f5-73fb92b8a0fa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Italian Cooking Class at a Tuscan Farm 3h Free cancellation available CA $236 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-italian-cooking-class-at-a-tuscan-farm.a48289442.activity-details?&rid=601360&location=Cortona&swp=off) ![Cortona: Pasta and Pizza Cooking Class](https://mediaim.expedia.com/localexpert/44640068/baaea0d6-7a42-4938-8cfb-e91c939c7785.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: Pasta and Pizza Cooking Class 2h 30m 10/10 1 review Free cancellation available CA $179 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cortona-pasta-and-pizza-cooking-class.a44640068.activity-details?&rid=601360&location=Cortona&swp=off) ![Private Watercolour Painting Experience in Montepulciano](https://mediaim.expedia.com/localexpert/48845890/1ac0cd85-7562-4c36-a7dd-d594e357ab1c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Watercolour Painting Experience in Montepulciano 2h CA $244 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-watercolour-painting-experience-in-montepulciano.a48845890.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Tuscan Cooking Class Traditional Pasta Menu](https://mediaim.expedia.com/localexpert/45189455/4fa6d87a-ee0e-417f-ab4b-8eca09bad54f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Tuscan Cooking Class Traditional Pasta Menu 3h 30m Free cancellation available CA $264 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-tuscan-cooking-class-traditional-pasta-menu.a45189455.activity-details?&rid=601360&location=Cortona&swp=off) ![Fresh pasta course with breakfast lunch and drinks included](https://mediaim.expedia.com/localexpert/50225095/7d51a333-34d5-4ac0-acff-28039b0f234d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fresh pasta course with breakfast lunch and drinks included 5h Free cancellation available CA $220 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fresh-pasta-course-with-breakfast-lunch-and-drinks-included.a50225095.activity-details?&rid=601360&location=Cortona&swp=off) ### Private & custom tours [See all 21 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=Privatecustomtours) ![Montepulciano: Winery Tour, Tasting, and Vineyard Picnic](https://mediaim.expedia.com/localexpert/4571820/a6dead22-9853-4614-81f2-2142f1776f51.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Winery Tour, Tasting, and Vineyard Picnic 4h Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-winery-tour-tasting-and-vineyard-picnic.a4571820.activity-details?&rid=601360&location=Cortona&swp=off) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/560c8d2e-6d5f-430d-95ec-8a2ac7eb560e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m Free cancellation available CA $96 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=601360&location=Cortona&swp=off) ![Wine Tasting & Tour Premium](https://mediaim.expedia.com/localexpert/3189135/9f843ee4-2ab0-42d6-bc36-c4087a266739.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Tasting & Tour Premium 2h Free cancellation available CA $75 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-tour-premium.a3189135.activity-details?&rid=601360&location=Cortona&swp=off) ![Cortona Private walking Tour under the Tuscan sun](https://mediaim.expedia.com/localexpert/47582468/38976e15-5010-4b70-879f-c11e56df53fb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona Private walking Tour under the Tuscan sun 2h Free cancellation available CA $480 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cortona-private-walking-tour-under-the-tuscan-sun.a47582468.activity-details?&rid=601360&location=Cortona&swp=off) ![Private Tour: Medieval Val d'Orcia by Minivan from Florence](https://mediaim.expedia.com/localexpert/47088116/1840146f-9a9d-48d8-ab7e-cad0d7b327ab.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour: Medieval Val d'Orcia by Minivan from Florence 9h Free cancellation available CA $1,293 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-tour-medieval-val-dorcia-by-minivan-from-florence.a47088116.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Wine Tour E-Bike Experience](https://mediaim.expedia.com/localexpert/4549046/c23b1365-49be-49ca-821b-ff94dfa11287.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour E-Bike Experience 5h 10/10 1 review Free cancellation available CA $268 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tour-e-bike-experience.a4549046.activity-details?&rid=601360&location=Cortona&swp=off) ![2 hours - Private Walking Tour in Montepulciano](https://mediaim.expedia.com/localexpert/4497824/a4bdd0db-eaec-46fc-bba1-fc71117d1eaa.jpg?impolicy=resizecrop&rw=500&rh=280) ### 2 hours - Private Walking Tour in Montepulciano 3h Free cancellation available CA $211 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-walking-tour-in-montepulciano.a4497824.activity-details?&rid=601360&location=Cortona&swp=off) ![Photography Guided Tour in the Heart of Val D'Orcia and Tuscany](https://mediaim.expedia.com/localexpert/49042876/ea104a50-cbe5-474f-ba35-c3859365898a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Photography Guided Tour in the Heart of Val D'Orcia and Tuscany 3h Free cancellation available CA $488 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/photography-guided-tour-in-the-heart-of-val-dorcia-and-tuscany.a49042876.activity-details?&rid=601360&location=Cortona&swp=off) ![Chianciano Terme: Guided Winery Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/45923914/dc85a2ea-2c0d-4242-8960-07b1380b56c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Guided Winery Tour & Wine Tasting 30m Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-private-guided-winery-tour-wine-tasting.a45923914.activity-details?&rid=601360&location=Cortona&swp=off) ![Private Food and Wine Experience in Montepulciano Tuscany](https://mediaim.expedia.com/localexpert/47185960/d571c823-d5d6-428f-8ce2-13d06472521c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Food and Wine Experience in Montepulciano Tuscany 5h Free cancellation available CA $602 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-food-and-wine-experience-in-montepulciano-tuscany.a47185960.activity-details?&rid=601360&location=Cortona&swp=off) ### Wildlife & nature [See all 4 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=WildlifeNature) ![Horseback riding through the vineyards in Montepulciano Tuscany](https://mediaim.expedia.com/localexpert/50119065/44d9d229-ec7d-455e-979f-5c24ba7a2027.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback riding through the vineyards in Montepulciano Tuscany 1h 30m Free cancellation available CA $130 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-riding-through-the-vineyards-in-montepulciano-tuscany.a50119065.activity-details?&rid=601360&location=Cortona&swp=off) ![Trequanda: Tuscan Truffle Hunting Experience with Lunch](https://mediaim.expedia.com/localexpert/48164329/6b49a1ee-4323-4a35-ab96-bd9acc8f0c67.jpg?impolicy=resizecrop&rw=500&rh=280) ### Trequanda: Tuscan Truffle Hunting Experience with Lunch 3h Free cancellation available CA $324 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/trequanda-tuscan-truffle-hunting-experience-with-lunch.a48164329.activity-details?&rid=601360&location=Cortona&swp=off) ![Cinta Senese Farmhouse Tour with light lunch ](https://mediaim.expedia.com/localexpert/2276368/bb262689-f3d0-4d3c-8a13-42c3a35bff21.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cinta Senese Farmhouse Tour with light lunch 2h 10/10 1 review Free cancellation available CA $96 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/cinta-senese-farmhouse-tour-with-light-lunch.a2276368.activity-details?&rid=601360&location=Cortona&swp=off) ![Umbria, Horseback riding in the Umbrian countryside with lunch](https://mediaim.expedia.com/localexpert/3189969/89271edd-b470-46f8-b99c-346263773752.jpg?impolicy=resizecrop&rw=500&rh=280) ### Umbria, Horseback riding in the Umbrian countryside with lunch 2h CA $469 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/umbria-horse-riding-through-the-wonderful-valleys-of-umbria-lunch-included.a3189969.activity-details?&rid=601360&location=Cortona&swp=off) ### Adventure & outdoor [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=AdventureOutdoor) ![Private Guided Tour: Discover Lake Trasimeno on E-Bike](https://mediaim.expedia.com/localexpert/48359811/b9d5f207-28c8-42e0-98d5-ccccc60b4245.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Guided Tour: Discover Lake Trasimeno on E-Bike 3h Free cancellation available CA $228 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-guided-tour-discover-lake-trasimeno-on-e-bike.a48359811.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano: Wine Tour E-Bike Experience](https://mediaim.expedia.com/localexpert/4549046/c23b1365-49be-49ca-821b-ff94dfa11287.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tour E-Bike Experience 5h 10/10 1 review Free cancellation available CA $268 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tour-e-bike-experience.a4549046.activity-details?&rid=601360&location=Cortona&swp=off) ![E-Bike Tour in Montone with Visit to the Historic Winery](https://mediaim.expedia.com/localexpert/49950024/77e2c582-da24-49ba-8f25-509edc2784e6.jpg?impolicy=resizecrop&rw=500&rh=280) ### E-Bike Tour in Montone with Visit to the Historic Winery 4h 30m Free cancellation available CA $211 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/e-bike-tour-in-montone-with-visit-to-the-historic-winery.a49950024.activity-details?&rid=601360&location=Cortona&swp=off) ## Recommended things to do in Cortona | Number of things to do | 98 | | --- | --- | | Cheapest thing to do on Expedia | [Rome: Fiumicino Airport Bus Shuttle to/from Orbetello](https://expedia.ca/things-to-do/rome-fiumicino-airport-bus-shuttle-to-from-orbetello.a48091523.activity-details): CA $30 | | Top 5 things to do | - [From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](https://expedia.ca/things-to-do/from-rome-tuscany-montepulciano-day-trip-including-lunch-wine-tasting.a166552.activity-details) - [From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) - [Montepulciano: Artisan Heroic Wine Tasting at the Terrace](https://expedia.ca/things-to-do/montepulciano-artisan-heroic-wine-tasting-at-the-terrace.a49091559.activity-details) | | Half-day tours | - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Montepulciano: Artisan Heroic Wine Tasting at the Terrace](https://expedia.ca/things-to-do/montepulciano-artisan-heroic-wine-tasting-at-the-terrace.a49091559.activity-details) - [Tasting Tour in One of The Most Beautiful Cellars in the World](https://expedia.ca/things-to-do/wine-tasting-and-tour-of-the-most-beautiful-cellar-in-the-world.a1175608.activity-details) - [Sarteano: visit to the mill and oil tasting](https://expedia.ca/things-to-do/sarteano-visit-to-the-mill-and-oil-tasting.a48179509.activity-details) - [Chianciano Terme: Sensory Spa Admission Ticket](https://expedia.ca/things-to-do/chianciano-terme-sensory-spa-admission-ticket.a4515069.activity-details) | | With kids | - [From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](https://expedia.ca/things-to-do/from-rome-tuscany-montepulciano-day-trip-including-lunch-wine-tasting.a166552.activity-details) - [From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) - [Sarteano: visit to the mill and oil tasting](https://expedia.ca/things-to-do/sarteano-visit-to-the-mill-and-oil-tasting.a48179509.activity-details) | ## What to do in Cortona * * * ### Discover the most popular places to visit in Cortona ![Cortona which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157551-Arezzo-Province.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza della Repubblica Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.ca/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) #### Villa Bramasole You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area. [](https://expedia.ca/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction) #### Cortona Cathedral Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater. [](https://expedia.ca/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) #### Giuseppe Garibaldi Memorial You can learn about the history of Cortona when you stop by Giuseppe Garibaldi Memorial. Experience the area's museums and musical theater. [](https://expedia.ca/Belvedere-Cortona-Old-Town.d553248621533000990.Vacation-Attraction) #### Santa Maria delle Grazie Find out about the history of Cortona with a stop at Santa Maria delle Grazie. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.ca/Santa-Maria-Delle-Grazie-Cortona.d6102856.Vacation-Attraction) #### Santa Margherita Basilica You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral. [](https://expedia.ca/Santa-Margherita-Basilica-Cortona-Old-Town.d553248621532500209.Vacation-Attraction) #### Eremo Le Celle Learn about the local history of Cortona when you spend time at Eremo Le Celle. You can enjoy the wineries while in the area. [](https://expedia.ca/Eremo-Le-Celle-Cortona.d6273941.Vacation-Attraction) #### Farneta Abbey Find out about the history of Farneta with a stop at Farneta Abbey. While you're here, you can savor the wineries. [](https://expedia.ca/Farneta-Abbey-Cortona.d553248622493475500.Vacation-Attraction) #### Museum of the Etruscan Academy You can browse the exhibits at Museum of the Etruscan Academy, a museum with a storied past, during your trip to Cortona. Experience the area's museums and musical theater. [](https://expedia.ca/Museum-Of-The-Etruscan-Academy-Cortona-Old-Town.d6102850.Vacation-Attraction) ### Explore areas of Cortona ![Cortona](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157296-Tuscany.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cortona Old Town 5/5(5 area reviews) Cortona Old Town is noteworthy for its historic sites, and you can make a stop at top attractions like Piazza della Repubblica and Giuseppe Garibaldi Memorial. [](https://expedia.ca/Cortona-Cortona-Old-Town.dx553248633938945259) * * * 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 Cortona ![Citta di Castello featuring street scenes, heritage architecture and a square or plaza](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/295000/295821-Perugia.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Città di Castello [](https://expedia.ca/Citta-Di-Castello.dx4934) ![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) ![Montepulciano featuring landscape views, heritage architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157917-Montepulciano.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montepulciano [](https://expedia.ca/Montepulciano.dx601351) ![Umbertide](https://mediaim.expedia.com/destination/1/7736b44d3491d6b66b01f50b272f868e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Umbertide [](https://expedia.ca/Umbertide.dx601383) ![Sinalunga](https://mediaim.expedia.com/destination/1/8b3cc6d3f9180ca99d2865c2c9661305.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sinalunga [](https://expedia.ca/Sinalunga.dx603293) ![Tuoro sul Trasimeno showing boating, a bay or harbour and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157834-Tuoro-Sul-Trasimeno.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tuoro sul Trasimeno [](https://expedia.ca/Tuoro-Sul-Trasimeno.dx6034063) ![Castiglione del Lago](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/193000/193128-Castiglione-Del-Lago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castiglione del Lago [](https://expedia.ca/Castiglione-Del-Lago.dx6054076) ![Photo by Ron Reeves](https://mediaim.expedia.com/destination/2/57464321212ccee9763bfd86a67066fc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### San Pietro a Cegliolo [](https://expedia.ca/San-Pietro-A-Cegliolo.dx6130155) ## Frequently asked questions ### Is Cortona worth visiting? > Renowned for its walking trails and views, discovering fun things to do in Cortona is a breeze. Be sure to add Agricola Buccelletti Winery to your trip itinerary when here. ### How do I spend a day in Cortona? > Start your adventures with a visit to Casali Palace and Fortress of Girifalco. Then, tour other parts of Cortona for local dining and some shopping. ### What is the top tourist attraction in Cortona? > Don't go home without exploring Agricola Buccelletti Winery, ranked the top tourist attraction in Cortona. ### Is three days enough to stay in Cortona? > You can easily visit popular attractions like Agricola Buccelletti Winery, Casali Palace and Signorelli Theatre with a three-day trip to Cortona. On average, many travellers book three days here. There's plenty to discover nearby too, so linger longer and head to Montepulciano. ### Is Cortona a walkable city? > With vibrant neighbourhoods and leading attractions within walking distance of the city centre, Cortona is a good place to see on foot. Wander between Casali Palace and Signorelli Theatre. Then take a stroll through Cortona Old Town, located 0.32 kilometres from the centre, and Sodo, which is about 2 kilometres away. ### What are some activities to do in Cortona with kids? > Deciding what to do in Cortona with kids has never been so simple. Whether you're travelling with teenagers or little ones, there are plenty of family-friendly sights to keep them busy here. > > > > - [From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](https://expedia.ca/things-to-do/from-rome-tuscany-montepulciano-day-trip-including-lunch-wine-tasting.a166552.activity-details) > - [From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) > - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.ca/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) > - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) > - [Sarteano: visit to the mill and oil tasting](https://expedia.ca/things-to-do/sarteano-visit-to-the-mill-and-oil-tasting.a48179509.activity-details) ### What to do in Cortona for adults? > There are plenty of things to do in Cortona, with activities for adults of all ages. Round off your day with a visit to Agricola Buccelletti Winery or Giuseppe Garibaldi Memorial. ### Are there free things to do in Cortona? > From visiting parks to strolling around vibrant neighbourhoods, it's easy to discover free things to do in Cortona. If you're looking for inspiration, ask a local tour guide for some tips. Villa Bramasole is a top spot for anyone wishing to save on their sightseeing adventures. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Acquaviva Hotels](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Bettolle](https://www.expedia.ca/Bettolle-Hotels-LGBT-Friendly-Hotel.0-0-d6285815-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bettolle Hotels](https://www.expedia.ca/Bettolle-Hotels.d6285815.Travel-Guide-Hotels) - [Brolio Hotels](https://www.expedia.ca/Brolio-Hotels.d6361222.Travel-Guide-Hotels) - [B&B in Camucia](https://www.expedia.ca/Camucia-Bed-And-Breakfast.d6289367-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Camucia Hotels](https://www.expedia.ca/Camucia-Hotels.d6289367.Travel-Guide-Hotels) - [Casa del Re Hotels](https://www.expedia.ca/Casa-Del-Re-Hotels.d6361319.Travel-Guide-Hotels) - [Castiglion Fiorentino Hotels](https://www.expedia.ca/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels) - 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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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)