Romantic Delights: A 2-Day Escapade in San Gimignano!

Experience love among medieval towers in magical San Gimignano, Italy.

28 August 2023

San Gimignano, located in the heart of Tuscany, offers a truly enchanting experience for a romantic trip. Known for its medieval towers and stunning panoramic views, this picturesque hilltop town is perfect for couples seeking a romantic escape. Explore the historic architecture, indulge in delectable local cuisine, and savor the region's renowned wines, making your trip to San Gimignano an unforgettable romantic journey.

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Travel plan

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Day 1

Exploring the Medieval Marvels

  • Begin your adventure with a hearty breakfast at Caffè Giardino, known for its delectable pastries and aromatic coffee.
  • Immerse yourself in San Gimignano's history by exploring the towering UNESCO World Heritage sites of Torre Grossa and Palazzo Comunale.
  • Stroll through the enchanting Piazza della Cisterna, where you'll be enchanted by the sight of medieval stone wells and charming shops.
  • Indulge in a leisurely lunch at Osteria del Carcere, savoring Tuscan delicacies such as ribollita and pici al ragù.
  • Escape the bustling streets and find tranquility in the picturesque gardens of the Palazzo Pfanner, where fountains and blooming flowers create a dreamy atmosphere.
  • End your day with a sunset view from Rocca di Montestaffoli, a medieval fortress offering sweeping panoramas of the vineyards and rolling hills.
Day 2

Wine, Dine, and Unwind

  • Start your day with a delightful breakfast at Gelateria Dondoli, renowned for its artisanal gelato flavors that will transport your taste buds to heaven.
  • Embark on a wine-tasting adventure at La Roccaia, a family-owned vineyard, and sample their velvety Vernaccia wine while taking in the stunning vineyard vistas.
  • Head to Ristorante Cum Quibus for a romantic lunch, where you can relish scrumptious dishes like pappardelle with porcini mushrooms and truffle oil.
  • Immerse yourself in the beauty of the Tuscan countryside with a leisurely bike ride, stopping to snap postcard-worthy photos along the way.
  • Savor a candlelit dinner at Ristorante Da i' Mariani and be transported to a culinary paradise with their signature bistecca alla Fiorentina a juicy Florentine steak.
  • Round off your evening with a moonlit walk along the medieval streets, as the city's ancient walls and enchanting architectural details take on a mystical atmosphere.

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

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