Experience Tuscany's finest wines and picturesque landscapes on a guided tour from Siena, visiting Montalcino, Pienza, and Montepulciano.
Tuscany Wine & Hills from Siena - Small Group
- Explore Montalcino's historic center
- Taste renowned Brunello di Montalcino wine
- Discover Pienza's Renaissance architecture
- Sample Pecorino cheese in Pienza
- Stroll through Montepulciano's medieval streets
Indulge in the rich flavors and stunning vistas of Tuscany on this small-group tour from Siena. Visit the historic town of Montalcino, renowned for its Brunello di Montalcino wine, and enjoy a guided wine tasting at a local winery. Explore Pienza, a UNESCO World Heritage site celebrated for its Renaissance architecture and delicious Pecorino cheese. Wander through the charming streets of Montepulciano, famous for its Vino Nobile di Montepulciano. This tour offers a perfect blend of culture, history, and gastronomy, providing an unforgettable Tuscan experience.
- Visit to Montalcino, Pienza, and Montepulciano
- Wine tasting at local wineries
- Transportation in a comfortable minivan
- Lunch and personal expenses
- Stroller Accessible
- Travellers easily arrive and depart on public transport
- Infants required to sit on laps
- Infant seats available
- Minimum booking of 2 people required
- Tour operates rain or shine; dress appropriately for the weather
- Please inform the operator of any dietary restrictions in advance
- Wear comfortable walking shoes for exploring the towns
- Bring a camera to capture the scenic landscapes
- Carry a bottle of water to stay hydrated
Cancellation Cutoff: 1 days
Cancellation Notes: For a full refund, cancel at least 24 hours before the scheduled departure time.
Portuguese/Chinese language: Available on selected days and will be guaranteed with minimum 4 pax, if the minimum is not met the tour will be done in English or Spanish.
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: 10 hours
- Trip difficulty: Easy
- Category: Day Trips & Excursions