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.

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Travel plan

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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.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Cortona: A 3-Day Journey of Cuisines, Art, and Adventure

Cortona, Italy is a charming hilltop town that offers a perfect blend of history, culture, and breathtaking landscapes. As a tourist, you can explore its narrow medieval streets, visit the impressive Etruscan city walls, and discover art treasures at the MAEC museum. Additionally, don't miss out on the opportunity to savor delicious Tuscan cuisine and wine while enjoying panoramic views of the picturesque valleys surrounding Cortona.

Cortona, Italy: A 4-Day Romantic Escape

Cortona, Italy, nestled in the picturesque region of Tuscany, offers the perfect setting for a romantic getaway. Explore the charming streets hand-in-hand, marvel at the stunning Renaissance architecture, and indulge in authentic Italian cuisine at intimate local trattorias. With breathtaking views of the rolling hills and vineyards, Cortona captivates couples, creating unforgettable memories in this enchanting destination.

Cortona Unleashed: A Two-Day Budget Adventure

A trip to Cortona, Italy on a limited budget is a great choice for budget-conscious travelers looking to immerse themselves in history and culture. Explore the charming medieval town and its beautiful churches, museums, and cobblestone streets. Enjoy budget-friendly local cuisine, stroll through vineyards, and take in the breathtaking views of the Tuscan countryside without breaking the bank.

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

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.