The Ultimate 5-Day Family Adventure in San Gimignano

Discover the charm of medieval Tuscany in San Gimignano, where family adventures unfold amidst timeless beauty.

28 August 2023

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.

Travel plan

Getting latest place information
Day 1

Exploring the Medieval Charm

  • Check into La Cisterna Hotel, with its charming rooms and breathtaking views of the skyline dotted with ancient towers.
  • Wander through the cobbled streets of San Gimignano, a UNESCO World Heritage Site, and get lost in its medieval magic.
  • Ascend the Torre Grossa, the tallest tower, for a panoramic view that will make your heart skip a beat.
  • Sample the famous San Gimignano gelato, with unique flavors like saffron and Vernaccia wine – an unexpected yet delightful combination.
  • Visit the Collegiate Church of San Gimignano, adorned with frescoes that tell enchanting tales of saints and sinners.
  • Indulge in a traditional Tuscan dinner at Ristorante Da Pode, where the warm hospitality is as satisfying as the mouthwatering dishes.
Day 2

Wine and Vineyards

  • Embark on a guided wine tour through the rolling Tuscan hills, exploring vineyards and cellars, all while sipping on delectable wines.
  • Learn about the art of winemaking and discover the secrets behind Tuscany's renowned Vernaccia and Sangiovese grapes.
  • Savor a picnic lunch among the vineyards, surrounded by breathtaking vistas and the intoxicating aroma of grapes.
  • Explore the ancient village of Monteriggioni, a fortress-crowned gem known for its captivating medieval architecture.
  • Unwind at the picturesque Bottega del Sale, a winery with a cozy terrace offering stunning views of the countryside.
Day 3

Cultural Delights

  • Visit the Museo Civico, a captivating museum housed in the Palazzo del Popolo, showcasing historical artifacts and beautiful artwork.
  • Delve into the world of ceramics at the Museo San Gimignano 1300, where you can marvel at exquisite pottery crafted using ancient techniques.
  • Take a leisurely stroll along the ancient city walls, admiring the scenic beauty and panoramic vistas of the Tuscan landscape.
  • Discover the mysterious and macabre at the Torture Museum, with its collection of medieval instruments that will send shivers down your spine.
  • Dine at Cum Quibus, a cozy family-friendly restaurant serving authentic Tuscan cuisine with a modern twist, in a charming rustic setting.
Day 4

Tuscan Adventures

  • Go on a thrilling horseback riding excursion through the idyllic Tuscan countryside, feeling like a true knight or noble lady.
  • Discover the enchanting world of truffles at a local truffle farm, where you can participate in a truffle hunting experience.
  • Feast on a rustic Tuscan lunch at Fattoria Colleverde, a family-run organic farm offering a farm-to-table experience that will leave you craving more.
  • Explore the nearby town of Volterra, famous for its Etruscan ruins and medieval charm, and lose yourself among its ancient streets.
  • Enjoy a delicious homemade pizza at Pizzeria Da Nello, a local favorite with an inviting atmosphere and mouthwatering toppings.
Day 5

Breathtaking Panoramas

  • Take a hot air balloon ride over the Tuscan countryside, soaring above the vineyards and medieval towns for awe-inspiring views.
  • Experience the magic of the sunrise or sunset from atop the city walls, capturing the beauty of San Gimignano against a colorful sky.
  • Relax at the Fonteverde Natural Spa, indulging in soothing thermal baths and rejuvenating treatments amidst the tranquility of the Tuscan hills.
  • Dine at Bel Soggiorno, a charming restaurant offering panoramic terrace dining and delicious Tuscan specialties, accompanied by local wines.
  • End the day with a leisurely evening walk through San Gimignano, savoring the peaceful ambiance and bidding farewell to this enchanting medieval gem.

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.

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