Immerse yourself in the history and culture of two medieval cities on a day tour from Rome. Explore the Gothic palaces and churches of Siena, witness the famous Palio horse race, and visit the stunning Duomo. Then, discover the enchanting hilltop village of San Gimignano, known for its 14 tower houses and delicious Vernaccia wine. Don’t miss this opportunity to explore the medieval jewel of Tuscany!
Immerse yourself in the history and culture of two medieval cities on a day tour from Rome. Explore the Gothic palaces and churches of Siena, witness the famous Palio horse race, and visit the stunning Duomo. Then, discover the enchanting hilltop village of San Gimignano, known for its 14 tower houses and delicious Vernaccia wine. Don’t miss this opportunity to explore the medieval jewel of Tuscany!
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Centro Storico di Siena - Siena: Medieval Magic & Traditions
At 7:30 AM, begin your luxurious journey with a private pick-up from your hotel in Rome. Relax in a premium vehicle with a bilingual driver (English/Spanish) as you head to the heart of Tuscany.
Siena: A Dive into the Middle Ages
Built on three hills, Siena is a living masterpiece….
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Centro Storico di Siena - Siena: Medieval Magic & Traditions
At 7:30 AM, begin your luxurious journey with a private pick-up from your hotel in Rome. Relax in a premium vehicle with a bilingual driver (English/Spanish) as you head to the heart of Tuscany.
Siena: A Dive into the Middle Ages
Built on three hills, Siena is a living masterpiece. Explore the renowned Piazza del Campo, a shell-shaped square considered one of the most beautiful in Italy and the stage for the legendary Palio. Discover the local passion for this historic race and admire the majestic Torre del Mangia.
Tuscan Culture and Flavors
Stroll through the Gothic alleys to uncover the magnificent Duomo, the Baptistery, and the house of Saint Catherine. Between visits, delight your palate with Sienese flavors: pecorino cheese, cinta senese pork, Pici pasta, and typical sweets like Ricciarelli and Panforte. -
Historic Centre of San Gimignano - San Gimignano: The Medieval Manhattan
As you approach this hilltop gem, you’ll be captivated by its iconic skyline—a “crown” of towers rising above cypress trees and vineyards. Once boasting 72 tower-houses as symbols of wealth, the 14 remaining towers still preserve an authentic feudal atmosphere.
Exclusivity & Taste
San Gimignano is not just about history; it’s a sensory journey. You will discover:
Vernaccia Wine: The first Italian white wine to receive DOC status (1966), produced exclusively here. Enjoy a tasting at a prestigious local winery.
Saffron: The “red gold” of Tuscany, cultivated in these fields for centuries.
World-Champion Gelato: Treat yourself to a scoop from the world’s most awarded gelateria in Piazza della Cisterna.
With your private driver, you’ll enjoy the perfect pace to explore this UNESCO World Heritage site, blending architectural wonder with the finest flavors of the Val d’Elsa.

- Private transportation
- English-Spanish speaking driver
- Hotel pickup and drop-off
- In-vehicle air conditioning
- Private transportation
- English-Spanish speaking driver
- Hotel pickup and drop-off
- In-vehicle air conditioning
- Licensed Tour Guide: This is a chauffeured tour; a walking guide is available as an extra (€300).
- Admission Tickets: Entrance fees to the Siena Cathedral or San Gimignano museums
- Food & Beverages: Lunch at an authentic Tuscan winery or trattoria (at your own expense)
- Gratuities (Optional): Tips are not included but are highly appreciated for excellent service
- Licensed Tour Guide: This is a chauffeured tour; a walking guide is available as an extra (€300).
- Admission Tickets: Entrance fees to the Siena Cathedral or San Gimignano museums
- Food & Beverages: Lunch at an authentic Tuscan winery or trattoria (at your own expense)
- Gratuities (Optional): Tips are not included but are highly appreciated for excellent service
Experience the Essence of Tuscany in Total Luxury
Escape the bustle of Rome for an exclusive private journey into the heart of Tuscany. This tour is crafted for travelers who desire the perfect combination of medieval history and stunning landscapes, all from the comfort of a premium air-conditioned vehicle with a professional driver at your complete…
Experience the Essence of Tuscany in Total Luxury
Escape the bustle of Rome for an exclusive private journey into the heart of Tuscany. This tour is crafted for travelers who desire the perfect combination of medieval history and stunning landscapes, all from the comfort of a premium air-conditioned vehicle with a professional driver at your complete service.
Siena: A Medieval Masterpiece
Discover one of Italy’s best-preserved treasures. Admire the Gothic Cathedral (Il Duomo), stroll through the iconic Piazza del Campo—home to the Palio horse race—and experience the allure of its ancient brick-lined streets.
San Gimignano: The Manhattan of the Middle Ages
Renowned for its 14 towering tower-houses, this UNESCO site provides breathtaking views over the Val d’Elsa. Savor the world-class Vernaccia white wine and explore Piazza della Cisterna.
Why choose us?
Benefit from a flexible itinerary, door-to-door service from your hotel, and scenic photo stops along the cypress-lined roads. Enjoy pure comfort and Italian hospitality.
- Gli animali devono avere il loro trasportino
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.