A Romantic Escape: 2 Days of Love in Cortona

Escape to the enchanting romance of Cortona, Italy.

28 August 2023

Cortona, Italy is a perfect destination for a romantic trip, known for its breathtaking beauty and timeless charm. Nestled in the Tuscan hills, visitors can explore the picturesque streets, visit the historic Duomo, and enjoy panoramic views of the captivating countryside. Whether strolling hand in hand through vineyards, indulging in local cuisine, or venturing on a day trip to nearby wineries, Cortona offers a romantic escape filled with unforgettable moments.

Save and get deals

Travel plan

Getting latest place information
Day 1

Exploring the Enchanting Streets of Cortona

  • Check into your charming hotel, Hotel San Michele, nestled in the heart of Cortona, with panoramic views of the Tuscan countryside. Romantic vibes, guaranteed!
  • Start your day with a leisurely stroll along the ancient walls of the city, which have witnessed centuries of history and provide breathtaking vistas.
  • Visit the awe-inspiring Duomo di Cortona, a masterpiece of Renaissance architecture, where you can marvel at the exquisite frescoes and soak in the sacred ambiance.
  • Discover the Etruscan origins of Cortona at the MAEC Museum, where you can get lost in a labyrinth of artifacts and immerse yourself in the mystical world of this ancient civilization.
  • Savor a mouthwatering lunch at Trattoria Dardano, a local gem serving traditional Tuscan dishes bursting with flavors. Don't forget to pair your meal with a glass (or two) of velvety Chianti wine!
  • Indulge in retail therapy in the charming boutiques lining Via Nazionale. From artisanal leather goods to hand-painted ceramics, you'll find the perfect souvenirs to transport a piece of Cortona home with you.
Day 2

A Day of Cultural Immersion and Culinary Delights

  • Wake up to a delectable breakfast at La Locanda nel Loggiato, a cozy bed and breakfast that serves mouthwatering homemade pastries and locally sourced delicacies.
  • Immerse yourself in the enchanting Renaissance ambiance of Palazzo Casali, home to the Etruscan Academy Museum and the thrilling Battle of Hannibal fresco. History buffs, rejoice!
  • Embark on a vineyard-hopping adventure in the nearby Tuscan countryside. Explore the idyllic vineyards of Avignonesi or Baracchi while indulging in wine tastings and scenic picnics.
  • Treat your taste buds to a delightful culinary experience at Osteria del Teatro, a hidden gem serving regional delicacies with a modern twist. The artfully presented dishes are a feast for both the eyes and palate.
  • For a romantic finale, climb the steep cobblestone streets towards the Santa Margherita Belvedere. Bask in the golden hues of the setting sun as you enjoy a breathtaking panorama of the rolling Tuscan hills, with your beloved by your side.
  • Buon viaggio!

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 on a Budget: Exploring Enchanting Streets

Cortona, Italy is a charming medieval town known for its picturesque streets and beautiful landscapes. Despite being a popular tourist destination, it is possible to enjoy a trip to Cortona on a limited budget. From exploring the cobblestone streets and visiting historic sites for free to indulging in affordable local cuisines at trattorias, Cortona offers a budget-friendly experience filled with culture, history, and stunning views.

Cortona Unleashed: The Ultimate 5-Day Budget Adventure!

Cortona, Italy offers a charming and affordable destination for travelers on a limited budget. With its hilltop position, picturesque streets, and lovely views of Tuscany's rolling hills, it provides a captivating experience without breaking the bank. From exploring historical sites and local markets to savoring delicious yet pocket-friendly Italian cuisine, Cortona truly offers a budget-friendly trip full of delightful surprises.

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.

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.