Cortona, Italy: A Family-Friendly Adventure of Charm!

Discover Cortona: Where Family Fun and Italian Charm Meet!

28 August 2023

Cortona, Italy is a charming and picturesque hilltop town that offers a perfect setting for a family-friendly trip. With its stunning medieval architecture, beautiful views of the Tuscan countryside, and numerous outdoor activities, there is something to enchant every member of the family. Explore the town's historic sites, enjoy local cuisine and gelato, and immerse yourself in the rich culture and history of this enchanting Italian destination.

Save and get deals

Travel plan

Getting latest place information
Day 1

Exploring Cortona's Charm

  • Check into the charming Hotel San Michele, a family-friendly oasis in the heart of Cortona.
  • Wander through the medieval streets, feeling like an extra in a Renaissance film set.
  • Soak up the history at the Museo Diocesano, where ancient religious art pieces tell captivating tales.
  • Climb up to the majestic Piazza Garibaldi, admiring the panoramic views of the Tuscan hills.
  • Reward your taste buds with a feast at Trattoria La Grotta, where traditional Tuscan dishes dance on your plate.
  • End the day with a delightful gelato from Gelateria Snoopy, because every adventure calls for a sweet treat!
Day 2

Delightful Day Trips

  • Hop on a train to Arezzo, where you'll find whimsical frescoes in the Basilica di San Francesco.
  • Explore the picturesque hillside town of Montepulciano and indulge in its famed Vin Santo wine.
  • Discover the hidden gem of Lake Trasimeno, where you can unwind on the beaches or take a boat ride.
  • Enjoy a picnic at Parco Nazionale delle Foreste Casentinesi, the perfect spot for nature-loving families.
  • Return to Cortona and treat yourself to a pizza at the lively Taverna Pane e Vino – Italian comfort at its finest!
Day 3

Unleashing Your Inner Artist

  • Explore the Etruscan origins at the Museo dell'Accademia Etrusca, where ancient art will ignite your creative flame.
  • Join a family-friendly art class at La Macina di San Cresci, channeling your inner Picasso amidst the Tuscan countryside.
  • Discover the vibrant local art scene at the MAEC Museo dell'Archaeological di Arezzo, proving that history can be hip.
  • Let the kids roam free at Cortona's playgrounds while you enjoy a well-deserved Aperol Spritz at Bar del Teatro.
  • Sample mouthwatering gelato flavors like fig and rosemary at Gelateria Dondoli, crowned as the world's best gelato maker.
Day 4

Savoring Cortona's Culinary Delights

  • Embark on a foodie adventure with a truffle hunting experience, where you'll unravel the secrets of these elusive gems.
  • Indulge in a traditional Tuscan lunch at Osteria del Teatro, savoring homemade pasta and a glass of robust Chianti.
  • Explore the charming artisan shops for unique souvenirs, from hand-painted ceramics to luxurious leather goods.
  • Take a leisurely stroll through the enchanting Horti Leonini, a Renaissance garden that will transport you to another era.
  • For your last evening, book a table at Ristorante La Bucaccia, where their truffle-infused dishes will leave you in foodie heaven.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The best way to reach Cortona by plane is to fly to Florence Airport (FLR) and then take a taxi or public transportation to Cortona.

Car

Driving to Cortona is a great option as it allows for flexibility and scenic views. You can rent a car at Florence Airport and take the A1 highway towards Rome, then exit at Valdichiana. From there, follow the signs to Cortona.

Train

To get to Cortona by train, you can take a train to Terontola-Cortona train station and then use local transportation or a taxi to reach the town center.

Boat

As Cortona is located inland, there are no direct boat routes available to reach the town.

Bus

Taking a bus from Florence to Cortona is a convenient option. You can catch a bus from Florence's main bus station and it will take you directly to Cortona.

Destination

Cortona

Nestled in the rolling hills, you'll find a charming town that's as picturesque as a postcard, but with more gelato and fewer pigeons. Welcome to a place where pizza is an art form and the locals are convinced that the leaning tower of Pisa is just a little tipsy.

 Save and get deals

Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Cortona in Five: Family-Friendly Adventure on a Budget

Cortona, Italy is a charming Tuscan town that offers a delightful family friendly trip. Explore ancient monuments, such as the Etruscan walls and the picturesque Duomo, while strolling through its narrow streets filled with artisan shops and gelaterias. Enjoy a visit to the nearby Lake Trasimeno for outdoor activities like swimming, boating, and picnicking, making Cortona an ideal destination for a memorable and enjoyable family getaway.

Discover the Enchanting Delights of Cortona, Italy

Cortona, Italy, is a dreamy hilltop town that offers a perfect blend of history, art, and breathtaking landscapes. Explore its narrow streets, lined with charming houses and traditional shops, as you immerse yourself in the ancient Etruscan heritage. Visit the imposing Cortona Cathedral and the renowned Museo Diocesano to witness stunning works of art, then relish the panoramic views of the picturesque countryside from the medieval fortress, Fortezza del Girifalco.

Romantic Rendezvous: 5 Days in Enchanting Cortona

Experience the enchanting beauty of Cortona, Italy, on a romantic getaway. Nestled amidst captivating landscapes, this hilltop town offers breathtaking views of vineyards and olive groves. Immerse yourselves in the rich history, explore medieval streets hand in hand, and savor authentic Tuscan cuisine, creating memories that will last a lifetime.

Cortona: A Vibrant 4-Day Adventure in Tuscany

Cortona, Italy is a charming and picturesque hilltop town in the heart of Tuscany, perfect for any tourist seeking an authentic Italian experience. This ancient Etruscan town offers breathtaking views of the surrounding countryside, with its cobbled streets, historic landmarks, and delicious local cuisine. Visitors can explore its medieval architecture, wander through art galleries, and immerse themselves in the rich cultural heritage of this enchanting destination.