Title: 10 TOP Things to Do in Cortona January 2026 | 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 61 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 9.6/10 972 reviews Free cancellation available CA $112 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 26 reviews Free cancellation available CA $128 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: 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 $56 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) ![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 $53 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: Artisan Heroic Wine Tasting at the Terrace](https://mediaim.expedia.com/localexpert/49091559/d297e68c-49c4-42f7-bfe7-536b2a0686ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Artisan Heroic Wine Tasting at the Terrace 2h Free cancellation available CA $81 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-artisan-heroic-wine-tasting-at-the-terrace.a49091559.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) ![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 $95 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) ![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 $202 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) ![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 5h Free cancellation available CA $89 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) ![Montepulciano: Wine Tasting & Lunch in a Typical Winery](https://mediaim.expedia.com/localexpert/4531652/d44aa087-ec6d-4b6d-b8c7-2f5ccd13a4e7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano: Wine Tasting & Lunch in a Typical Winery 1h 30m 6/10 2 reviews Free cancellation available CA $89 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/montepulciano-wine-tasting-lunch-in-a-typical-winery.a4531652.activity-details?&rid=601360&location=Cortona&swp=off) ### Private & custom tours [See all 20 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=Privatecustomtours) ![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 $95 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 $74 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) ![Photography Guided Tour in the Heart of Val D'Orcia and Tuscany](https://mediaim.expedia.com/localexpert/49042876/7136d9a7-2322-4655-b016-e23e834618ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### Photography Guided Tour in the Heart of Val D'Orcia and Tuscany 3h Free cancellation available CA $243 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) ![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 $210 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) ![Wine Tasting: a SYRAH that makes you fall in love](https://mediaim.expedia.com/localexpert/46422402/48f501c7-c5c8-4896-95a0-7404cc0f40c0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Tasting: a SYRAH that makes you fall in love 2h Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-a-syrah-that-makes-you-fall-in-love.a46422402.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 CA $210 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) ![Chianciano Terme: Boutique Winery Tour with Tastings](https://mediaim.expedia.com/localexpert/45925577/9628d088-f154-478a-aaa9-e365521678bc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianciano Terme: Boutique Winery Tour with Tastings 2h Free cancellation available CA $121 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianciano-terme-boutique-winery-tour-with-tastings.a45925577.activity-details?&rid=601360&location=Cortona&swp=off) ![Montepulciano - Private Historic Walking Tour](https://mediaim.expedia.com/localexpert/50830558/9e56e42c-3dc2-4762-b3af-8bdcc5ebe649.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montepulciano - Private Historic Walking Tour 2h CA $647 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/montepulciano-private-historic-walking-tour.a50830558.activity-details?&rid=601360&location=Cortona&swp=off) ![DA Florence Cortona and Montepulciano Day with Wine Tasting](https://mediaim.expedia.com/localexpert/50696285/ec40a6f7-d946-4a91-9fc6-7e30b64d10d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### DA Florence Cortona and Montepulciano Day with Wine Tasting 8h Free cancellation available CA $1,940 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/da-florence-cortona-and-montepulciano-day-with-wine-tasting.a50696285.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 $144 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) ### Classes & workshops [See all 18 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=ClassesWorkshops) ![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 $202 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) ![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 5h Free cancellation available CA $89 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) ![Cortona: Pasta and Pizza Cooking Class](https://mediaim.expedia.com/localexpert/44640068/2218ee63-1b94-40f7-adf8-d57f3d1b316c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cortona: Pasta and Pizza Cooking Class 2h 30m 10/10 1 review Free cancellation available CA $178 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) ![Olive Mill Tour with Oil and Food Tasting in Chianciano](https://mediaim.expedia.com/localexpert/50587099/87a29e69-ce27-4a4a-b073-a8cbaf175561.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Mill Tour with Oil and Food Tasting in Chianciano 1h Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.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 $234 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) ![Cooking Class in a historical villa in Siena Provence](https://mediaim.expedia.com/localexpert/4179999/41b49061-bf48-4925-830a-60d2a31d9540.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class in a historical villa in Siena Provence 3h Free cancellation available CA $186 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/3-hour-cooking-class-in-a-historical.a4179999.activity-details?&rid=601360&location=Cortona&swp=off) ![Cooking class per un tipico pranzo o cena fatto in casa](https://mediaim.expedia.com/localexpert/1082948/34fc1d16-6640-4d17-8364-2b78b0597eba.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking class per un tipico pranzo o cena fatto in casa 5h 30m Free cancellation available CA $166 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-class-per-un-tipico-pranzo-o-cena-fatto-in-casa.a1082948.activity-details?&rid=601360&location=Cortona&swp=off) ![Cooking Class in a Historical Oil Mill near Trasimeno Lake](https://mediaim.expedia.com/localexpert/50032820/7aa6b59d-ece1-4277-82fc-ae5be27aa914.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class in a Historical Oil Mill near Trasimeno Lake 3h 10/10 1 review Free cancellation available CA $210 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-class-in-a-historical-oil-mill-near-trasimeno-lake.a50032820.activity-details?&rid=601360&location=Cortona&swp=off) ![Pasta or Pizza cooking class in Cortona, vegetarian and vegan](https://mediaim.expedia.com/localexpert/617900/256d3572-0a81-47d3-9c8c-1b778b9f742a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pasta or Pizza cooking class in Cortona, vegetarian and vegan 3h 30m Free cancellation available CA $194 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pasta-or-pizza-cooking-class-in-cortona-vegetarian-and-vegan.a617900.activity-details?&rid=601360&location=Cortona&swp=off) ![Cooking class Cortona](https://mediaim.expedia.com/localexpert/46353560/091bc6f5-f759-4dac-bf76-eb1a2ae7b3fd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking class Cortona 4h 30m Free cancellation available CA $273 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-class-cortona.a46353560.activity-details?&rid=601360&location=Cortona&swp=off) ### Wildlife & nature [See all 5 activities](https://expedia.ca/things-to-do/search?&rid=601360&location=Cortona&filter.categories=WildlifeNature) ![Horseback riding in the hills of Montepulciano in Tuscany](https://mediaim.expedia.com/localexpert/50762723/b3140a9b-544e-45fc-86fa-5ae989561071.jpg?impolicy=resizecrop&rw=500&rh=280) ### Horseback riding in the hills of Montepulciano in Tuscany 1h Free cancellation available CA $129 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/horseback-riding-in-the-hills-of-montepulciano-in-tuscany.a50762723.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 $95 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 $466 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) ![Tuscany: Sanctuary of La Verna Day Tour Private Tour](https://mediaim.expedia.com/localexpert/4548112/a7b2e7d8-e618-460e-8594-9a1afe7445a8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany: Sanctuary of La Verna Day Tour Private Tour 5h+ Free cancellation available CA $758 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/tuscany-sanctuary-of-la-verna-day-tour-private-tour.a4548112.activity-details?&rid=601360&location=Cortona&swp=off) ![Trequanda: Tuscan Truffle Hunting Experience with Lunch](https://mediaim.expedia.com/localexpert/48164329/a2e92982-1995-4126-b569-3c17ee568b56.jpg?impolicy=resizecrop&rw=500&rh=280) ### Trequanda: Tuscan Truffle Hunting Experience with Lunch 3h Free cancellation available CA $322 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) ## Recommended things to do in Cortona | Number of things to do | 82 | | ------------------------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Rome: Fiumicino Airport Bus Shuttle to/from Orbetello](/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](/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](/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](/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)[Tasting Tour in One of The Most Beautiful Cellars in the World](/things-to-do/wine-tasting-and-tour-of-the-most-beautiful-cellar-in-the-world.a1175608.activity-details)[Montepulciano: Artisan Heroic Wine Tasting at the Terrace](/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](/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)[Tasting Tour in One of The Most Beautiful Cellars in the World](/things-to-do/wine-tasting-and-tour-of-the-most-beautiful-cellar-in-the-world.a1175608.activity-details)[Montepulciano: Artisan Heroic Wine Tasting at the Terrace](/things-to-do/montepulciano-artisan-heroic-wine-tasting-at-the-terrace.a49091559.activity-details)[Olive Mill Tour with Oil and Food Tasting in Chianciano](/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details)[Montepulciano: Winery Tour and Tasting](/things-to-do/montepulciano-winery-tour-and-tasting-with-starters.a4538591.activity-details) | | With kids | [From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting](/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](/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](/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details)[Olive Mill Tour with Oil and Food Tasting in Chianciano](/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details)[Horseback riding in the hills of Montepulciano in Tuscany](/things-to-do/horseback-riding-in-the-hills-of-montepulciano-in-tuscany.a50762723.activity-details) | ## What to do in Cortona --- ### Discover the most popular places to visit in Cortona #### 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) #### Piazza della Repubblica 5/5(1 review) 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) #### 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) #### Signorelli Theatre You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments. [](https://expedia.ca/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.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) #### 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) #### Casali Palace You can study the exhibits at Casali Palace, a museum with a storied past, during your trip to Cortona. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.ca/Casali-Palace-Cortona-Old-Town.d553248621533000992.Vacation-Attraction) #### Santa Maria Nuova Find out about the history of Cortona when you take a trip to Santa Maria Nuova. You can enjoy the wineries while in the area. [](https://expedia.ca/Santa-Maria-Nuova-Cortona.d6102858.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) ### 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 Giuseppe Garibaldi Memorial and Piazza della Repubblica. [](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 ![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 ![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 ![Umbertide](https://mediaim.expedia.com/destination/1/7736b44d3491d6b66b01f50b272f868e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Umbertide ![Sinalunga](https://mediaim.expedia.com/destination/1/8b3cc6d3f9180ca99d2865c2c9661305.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sinalunga ![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 ![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 ![Photo by Ron Reeves](https://mediaim.expedia.com/destination/2/57464321212ccee9763bfd86a67066fc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### San Pietro a Cegliolo ## Frequently asked questions ### Is Cortona worth visiting? ### How do I spend a day in Cortona? ### What is the top tourist attraction in Cortona? ### Is three days enough to stay in Cortona? ### Is Cortona a walkable city? ### What are some activities to do in Cortona 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-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) > - [Olive Mill Tour with Oil and Food Tasting in Chianciano](https://expedia.ca/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details) > - [Horseback riding in the hills of Montepulciano in Tuscany](https://expedia.ca/things-to-do/horseback-riding-in-the-hills-of-montepulciano-in-tuscany.a50762723.activity-details) ### What to do in Cortona for adults? ### Are there free things to do in Cortona? ## Explore a world of travel with Expedia - 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