Have a question? Call now! +1 646 810 8764
Welcome to Luxury Lifestyle Awards!
Would you like to talk to one of our award managers about nomination of your company?
Our team is happy to help with any questions you may have.
Call: +1 646 810 8764 Send Email Live Chat Contact Us04.06.2025
Article prepared by our Media Partner Orizzonte Italia Magazine
Nature, authentic flavours, fine cuisine… San Gimignano is the perfect destination for a spring short break in the heart of Tuscany, nestled between Chianti and the Val d’Orcia.
Set among the hills of Siena and the rolling landscapes of Val d’Elsa, this enchanting town was declared a UNESCO World Heritage Site in 1990 for its remarkably preserved medieval architecture.
Encircled by ancient walls, the historic centre of San Gimignano still holds all the charm of its past. But it’s the tall towers rising above the town that make it truly unique.
Known as the “Medieval Manhattan”, San Gimignano offers countless sights that tell the story of its rich history, culture, and traditions. Here are some must-see highlights:
Piazza Duomo is a small architectural gem, crowned by the austere, linear façade of the town’s most important church. Inside, visitors can admire a wealth of treasures, including breathtaking 14th-century frescoes that cover the interior walls.
Of the 14 towers still standing in the historic centre, don’t miss the Torre del Diavolo (Devil’s Tower), which is steeped in legend, and the Torre Rognosa, also known as the Podestà Tower, the city’s oldest and—until modern times—the tallest.
But the real showstopper is the Torre Grossa. Still open to visitors, this 54-metre-high tower offers stunning panoramic views over the city and the surrounding hills.
3. Piazza della Cisterna
One of the most picturesque spots in San Gimignano is undoubtedly Piazza della Cisterna, located at the top of the hill. Once a bustling commercial hub filled with artisan shops, it remains one of Tuscany’s most beautiful historic squares.
Tuscany is a treasure trove of unique flavours, and San Gimignano is no exception. A walk through the town becomes a tasting journey, revealing some of the most authentic local specialities. Here are a few must-stop addresses to explore during your spring short break:
Magnino Bistrot
Intimate and welcoming, Magnino is a historic café and bistro in San Gimignano—perfect for any time of day.
Its menu is rooted in local culinary tradition, reinterpreted with a modern twist and made with top-quality ingredients sourced from the best local producers.
It’s also a fantastic spot for an aperitivo or a truly exceptional coffee. Owner Marco is one of Italy’s most passionate advocates of Specialty Coffee.
Forno Boboli
If a gentle hunger strikes during your walk through town, the Forno Boboli—a historic bakery turned contemporary panificio—is just the place.
Wine lovers will also find a wide selection of the best Tuscan and local labels to accompany their meal.
Still adorned with its original stone vaulted ceilings, this centuries-old bakery offers freshly baked focacce, breads and pizzas, all made with long-leavening artisanal techniques and paired with top-quality local ingredients and Italian excellence, including wines like Vernaccia and Chianti Classico.
Osteria I Quattro Gatti
Want to step back in time and savour true Tuscan cuisine? Osteria I Quattro Gatti won’t disappoint.
Housed in a historic building filled with character, the restaurant serves both traditional and creative interpretations of regional dishes, including handmade fresh pasta.
Wine lovers will also find a wide selection of the best Tuscan and local labels to accompany their meal.
Gelateria Nonno Bianco
If you’re someone who enjoys strolling with a cone in hand, Nonno Bianco is a hidden gem.
Tucked away in the historic centre, this gelateria still makes ice cream the old-fashioned way—by combining carefully selected natural ingredients with a balance of tradition and innovation.
From classic flavours like chocolate, vanilla, and pistachio to modern creations inspired by local tastes and culinary trends, every scoop offers quality, creativity, and pure indulgence.
And for true sweet tooths, don’t miss the Sicilian-style gelato-filled brioches—a real treat!
Among Italy’s most beautiful medieval towns, San Gimignano undoubtedly deserves a place on your must-see list.
Don’t miss this Tuscan jewel if you’re planning a spring short break through the hills of Siena!
About Orizzonte Italia Magazine
