3-Day San Gimignano Itinerary: Explore Tuscany's Medieval Gem

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274 €

Based on 2 adults

Created: Wednesday, November 12, 2025 - Departure: Friday, February 13, 2026

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About the destination

Welcome to San Gimignano, a gem nestled in the Tuscan hills! You are in an extraordinary medieval village, celebrated throughout the world for its imposing thirteen towers that create an unmistakable skyline. This unique feature has earned it the nickname “Medieval Manhattan.” Walking here is like taking an authentic journey back in time: the ancient walls and cobbled streets whisper stories of knights and merchants. You cannot miss visiting the heart of city life, consisting of the beautiful Piazza della Cisterna and the majestic Piazza del Duomo. If you want to admire a breathtaking view of the surrounding countryside, I recommend climbing the Torre Grossa, the tallest tower and the only one open to visitors. But San Gimignano is not just about history and views: it is also a paradise for foodies. You are in the territory of Vernaccia di San Gimignano, a dry and fragrant DOCG white wine, famous since the Middle Ages. Try it in the typical taverns accompanied by local cold cuts such as Cinta Senese, a prized native pig, and pecorino cheeses. And to finish on a sweet note, treat yourself to a moment of pleasure with an award-winning homemade ice cream. Enjoy this unique mix of art, history, and authentic flavors.

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13 Feb

Accommodation

2 Nights

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Locanda Il Pino 8.5 Very good

San Gimignano - At 0.3 km from the centreROOM ONLYVia Cellolese 4 - 8, San Gimignano 53037

Double Room

Attractively set in San Gimignano, Locanda Il Pino features a buffet breakfast and free WiFi. There is a private entrance at the bed and breakfast for the convenience of those who stay. The bed and breakfast has family rooms. At the bed and breakfast, every unit is equipped with a desk, a flat-screen TV, a private bathroom, bed linen and towels. There is also a well-fitted kitchen in some of the units equipped with a fridge and kitchenware. The units are equipped with heating facilities. Guests can grab a bite to eat in the in-house traditional restaurant, which specialises in Italian cuisine and also offers vegetarian and gluten-free options. Guests can also relax in the shared lounge area. Piazza Matteotti is 38 km from the bed and breakfast, while Piazza del Campo is 43 km from the property. Florence Airport is 59 km away.

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13 Feb

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