Embarking on a Delightful Romance in San Gimignano

Experience love in the Tuscan skyline.

28 August 2023

Embark on a romantic journey to San Gimignano, Italy, a charming medieval town known for its stunning skyline of medieval towers. Together, wander through narrow cobblestone streets, hand in hand, as you explore its well-preserved architecture and picturesque countryside. Indulge in local delicacies, sip on world-class wines, and watch the sunset over the Tuscan hills, making memories that will forever be etched in your hearts.

Travel plan

Getting latest place information
Day 1

Discovering the Rolling Hills

  • Check into the romantic Locanda dell' Artista, a charming hotel nestled amidst the picturesque Tuscan vineyards.
  • Explore the medieval magic of San Gimignano's historical center, with its majestic towers and cobblestone streets.
  • Climb the Torre Grossa for breathtaking views of the surrounding countryside, adorned with vineyards and serene olive groves.
  • Indulge in a scrumptious lunch at Osteria del Carcere, savoring Tuscan delicacies like pappardelle al cinghiale (wild boar pasta).
  • Immerse yourself in local culture with a wine tasting tour, discovering the region's famous Vernaccia di San Gimignano.
  • End the day by treating yourself to a romantic dinner at Ristorante Cum Quibus, enjoying their innovative twist on traditional Tuscan dishes.
Day 2

Unlocking Secrets of San Gimignano

  • Start your day with a leisurely morning stroll through the enchanting Piazza della Cisterna, admiring its medieval architecture.
  • Visit the Museo Civico, where you'll uncover the captivating history of San Gimignano through Renaissance frescoes and artifacts.
  • Wander off the beaten path to discover hidden gems like the 14th-century church of Sant'Agostino, with its stunning frescoes.
  • Enjoy a light lunch at Bottega Torteria, a charming deli specializing in delectable panini and local Tuscan cheeses.
  • Embark on a panoramic hike along the ancient city walls, relishing breathtaking views of the Tuscany countryside at every turn.
  • Dine at La Vecchia Mura in the evening, indulging in their famous tagliolini al tartufo, a mouthwatering truffle pasta.
Day 3

Captivating Countryside Escape

  • Take a day trip to the captivating town of Volterra, known for its ancient ruins and timeless charm.
  • Explore the Etruscan Museum, delving into the mysteries of this pre-Roman civilization through its archaeological treasures.
  • Enjoy a leisurely lunch at Locanda dei Nonni, a cozy restaurant offering traditional Tuscan flavors and warm hospitality.
  • Afterward, venture to the nearby Teatro Romano, an ancient Roman theater with a rich history and stunning hillside views.
  • Immerse yourself in nature with a walk through the Parco Archeologico Enrico Fiumi, where ancient ruins coexist with lush landscapes.
  • Return to San Gimignano and dine at Cum Quibus again, discovering new culinary delights on their ever-changing menu.
Day 4

Farewell, San Gimignano!

  • Treat yourself to a leisurely morning enjoying a delicious Tuscan breakfast, complete with freshly baked pastries and strong espresso.
  • Browse the charming artisanal shops of San Gimignano, where local craftsmen create unique treasures from ceramics to leather goods.
  • Stop by Gelateria Dondoli for a scoop of their award-winning gelato, indulging in flavors like saffron and Vernaccia wine.
  • Take a scenic drive through the Tuscan countryside, stopping at vineyards for wine tastings and panoramic photo opportunities.
  • End your trip with a sunset picnic at a peaceful viewpoint, cherishing the memories created during your romantic adventure in San Gimignano.

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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