A Day Trip to Enchanting Cortona, Italy

Discover romance in the heart of Tuscany's Cortona.

28 August 2023

Experience the romance of Cortona, Italy, as you and your partner immerse yourselves in the enchanting Tuscan countryside. Wander hand-in-hand through the narrow, cobblestone streets, adorned with picturesque medieval buildings and stunning views of the rolling hills. Indulge in delectable local cuisine, sip fine wines, and absorb the charm and tranquility of this idyllic destination, creating unforgettable memories for a truly romantic getaway.

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Day trip plan

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Day

Love in the Tuscan Hills

  • Start your romantic day with a leisurely stroll through the charming streets of Cortona, hand in hand, taking in the enchanting atmosphere of this ancient town.
  • Indulge in a scrumptious breakfast at a local café, savoring freshly baked pastries and aromatic Italian coffee, fueling your love and wanderlust.
  • Wander up to the magnificent Piazza della Repubblica, find a cozy spot on the steps of the ancient town hall, and immerse yourselves in the lively Italian culture unfolding before your eyes.
  • Take a scenic drive to the breathtaking Villa Bramasole, made famous by the best-selling novel "Under the Tuscan Sun," and let the stunning views of the Tuscan countryside sweep you off your feet.
  • Enjoy a delectable lunch featuring traditional Tuscan cuisine at Osteria del Teatro, where the romantic candlelit setting and mouthwatering local ingredients create an unforgettable culinary experience.
  • End your enchanting day with a romantic sunset walk along the ancient walls of Cortona, embracing the breathtaking view and each other, as the sun dips below the horizon, leaving a warm glow on your hearts.

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

A Romantic Escape: 2 Days of Love in Cortona

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.

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.

Cortona, Italy: A Delightful Family Escape in 2 Days!

Cortona, Italy offers a delightful family-friendly experience with its charming hilltop location and rich history. Explore the city's ancient streets, enjoy breathtaking panoramic views of the countryside, and immerse yourself in the local culture. Indulge in delicious gelato, visit kid-friendly museums, and create unforgettable memories while strolling through picturesque piazzas.

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.