Medieval Marvels: 3 Days of Family Fun in San Gimignano

Whisk your family away to medieval magic in San Gimignano, Italy!

28 August 2023

San Gimignano, located in the heart of Tuscany, offers a family-friendly trip with its charming medieval atmosphere and rich history. Visitors can explore the city's famous medieval towers and admire the breathtaking views of the surrounding vineyards and countryside. With its delicious gelato, authentic Tuscan cuisine, and various outdoor activities, San Gimignano promises an unforgettable family adventure filled with culture, relaxation, and fun.

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Travel plan

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Day 1

A Taste of Medieval Charm

  • Check into Il Castello della Castelluccia, a charming hotel that offers stunning views of the Tuscan countryside.
  • Explore the medieval streets of San Gimignano, known for its impressive towers and enchanting atmosphere.
  • Visit the Collegiate Church of Santa Maria Assunta, adorned with beautiful frescoes that depict biblical scenes.
  • Indulge in a delicious gelato at Gelateria di Piazza, boasting unique flavors like saffron and Vernaccia wine.
  • Sample the region's exquisite wines at a local vineyard, such as Fattoria Poggio Alloro, where you can sip on a glass of Vernaccia di San Gimignano.
  • Conclude the day with a delectable dinner at Osteria del Carcere, a cozy eatery tucked inside a former prison.
Day 2

Uncover Hidden Gems

  • Take a scenic drive to the nearby hamlet of Certaldo, featuring a splendid medieval castle and charming cobblestone streets.
  • Explore the Palazzo Pretorio, a historic building housing fascinating exhibitions on Renaissance art and local history.
  • Treat yourself to a steaming cup of riccio, a traditional Tuscan hot chocolate, at Caffè Giardino, a quaint café tucked away in Certaldo's gardens.
  • Discover the medieval ruins of the Rocca di Montestaffoli, offering breathtaking panoramic views of the surrounding countryside.
  • Enjoy a leisurely stroll through the Orto de' Pecci, a peaceful garden brimming with fragrant flowers and aromatic herbs.
  • Savor a rustic Tuscan dinner at La Locanda del Ristoro, a family-run trattoria known for its hearty dishes and warm hospitality.
Day 3

Embrace Tuscan Beauty

  • Embark on a scenic hike through the stunning Tuscan countryside, exploring the rolling hills and vineyards that surround San Gimignano.
  • Visit the San Gimignano 1300 Museum, which recreates the town's medieval atmosphere with intricate scale models and detailed exhibits.
  • Take a leisurely bike ride through the picturesque vineyards, stopping at Podere La Marronaia to taste their organic wines and olive oils.
  • Discover the hidden San Jacopo church, nestled amidst cypress trees and offering a serene escape from the bustling town.
  • Enjoy a sumptuous Tuscan lunch at Osteria La Mandragola, known for its traditional dishes prepared with locally sourced ingredients.
  • End your trip on a high note with a spectacular sunset view from the Torre Grossa, the tallest tower in San Gimignano.

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 get to San Gimignano by plane is to fly into Florence Airport (FLR) and then take a bus or taxi to San Gimignano.

Car

To get to San Gimignano by car, you can drive on the A1 highway until Florence and then take the Siena-Firenze highway (SS2) towards Siena. From Siena, follow the signs to San Gimignano.

Train

There is no direct train to San Gimignano. The nearest train station is Poggibonsi-San Gimignano station. From there, you can take a bus or taxi to reach San Gimignano.

Boat

San Gimignano is an inland city and does not have direct access to the sea, so there are no boat options to reach it.

Bus

From Florence, you can take a direct bus to San Gimignano. The bus departs from Florence's SITA Bus Station in Via Santa Caterina da Siena.

Destination

San Gimignano

Welcome to a place where time seems to have stood still...unless you count the countless tourists trying to capture the perfect selfie with a medieval tower in the background. Get ready to step into the enchanting maze of San Gimignano, where gelato and gargoyles rule the roost!

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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

San Gimignano Unleashed: A Whirlwind of Family Fun!

San Gimignano is a picturesque hilltop town in Tuscany, Italy, known for its well-preserved medieval architecture and stunning views of the surrounding countryside. It offers a range of family-friendly activities, from exploring the ancient towers and cobblestone streets to visiting museums and art galleries. The town also boasts delicious gelato shops and restaurants serving authentic Italian cuisine, making it a perfect destination for a memorable and family-friendly trip.

Four Fun Days in Medieval San Gimignano

San Gimignano, located in the heart of Tuscany, is a picturesque medieval town that offers a great family-friendly vacation. The town is famous for its stunning skyline, with its 14 well-preserved towers, providing an enchanting and unique atmosphere. Families can explore the narrow streets, visit the fascinating museums, indulge in delicious local cuisine, and even enjoy outdoor activities such as hiking or cycling in the surrounding countryside.

San Gimignano: Unleash Your Medieval Magic in Tuscany!

San Gimignano, located in Tuscany, Italy, is a medieval hilltop town renowned for its stunning medieval architecture and encompassing panoramic views of the surrounding vineyards and rolling hills. Famous for its 14 remaining medieval towers, San Gimignano offers tourists the opportunity to immerse themselves in the rich history and charm of the past, while also indulging in the delicious local wines and authentic Tuscan cuisine found in its numerous trattorias and enotecas. Whether exploring the maze-like cobblestone streets, visiting the striking frescoes in the Collegiate Church, or simply enjoying a glass of Vernaccia wine in one of the picturesque squares, a trip to San Gimignano promises a memorable and enchanting experience for any history or culture lover.

The Ultimate 5-Day Family Adventure in San Gimignano

San Gimignano is a picturesque medieval town located in the heart of Tuscany, Italy, offering a delightful family-friendly trip. You can explore its narrow lanes and visit the striking towers that make the town famous. Indulge in gelato from the numerous gelaterias and enjoy breathtaking views of the Tuscan countryside, making it a memorable destination for the whole family.