Discover the medieval charm of San Gimignano, savor Chianti's renowned wines, and explore Montalcino's historic sites on this immersive Tuscan day trip from Siena.
Tuscan Day Trip: San Gimignano, Chianti & Montalcino
- Explore medieval San Gimignano's towers
- Savor Chianti's renowned wines
- Visit Montalcino's historic sites
- Enjoy scenic Tuscan countryside views
- Experience authentic Italian culture
Immerse yourself in the heart of Tuscany with a guided day trip from Siena to San Gimignano, Chianti, and Montalcino. Wander through San Gimignano's medieval streets, famous for its towering architecture. In Chianti, indulge in a wine tasting at a renowned winery, savoring the region's celebrated reds. Conclude your journey in Montalcino, exploring its historic sites and enjoying panoramic views of the Tuscan countryside. This excursion offers a perfect blend of history, culture, and gastronomy, providing an unforgettable experience of Italy's iconic landscapes.
- Guided tour of San Gimignano, Chianti, and Montalcino
- Transportation in a comfortable air-conditioned vehicle
- Wine tasting at a renowned Chianti winery
- Lunch and personal expenses
- Stroller Accessible
- Travellers easily arrive and depart on public transport
- Infant seats available
- Tour operates in English; check availability for other languages.
- Wine tasting is included; inform the guide of any dietary restrictions.
- Tour may involve walking on uneven terrain; consider your mobility.
- Wear comfortable walking shoes for cobblestone streets.
- Bring a camera to capture scenic views and historic sites.
- Carry a bottle of water to stay hydrated during the tour.
Cancellation Cutoff: 1 days
Cancellation Notes: For a full refund, cancel at least 24 hours before the scheduled departure time.
Customers must be able to climb and descend stairs.
Vegetarian option is available for the optional lunch, please advise any specific dietary requirements at time of booking
MyTour in Italy is a Tuscany-focused tour operator with 25+ years crafting authentic Italian journeys across Florence, Siena, Chianti, Pisa and beyond. Based in Certaldo, the company offers a wide range of experiences, from Florence Duomo and Medici walking tours to wine tastings, cooking classes, food tours, and multi-stop day trips through medieval towns. Their itineraries emphasize local culture, genuine encounters, and memorable moments, supported by strong multi-channel visibility on TripAdvisor, GetYourGuide, Facebook and Instagram. With open-now status, flexible bookings, and friendly local guides, they help travelers discover timeless, tasty and immersive Italian experiences. Dedicated to sustainable travel and tailor-made itineraries, they work with travelers to craft personalized Tuscan adventures.
- Duration: 11 hours
- Trip difficulty: Easy
- Category: Day Trips & Excursions