Discover Tuscany's rich heritage and flavors on a private tour of Pienza and Montepulciano, featuring guided tours and wine tastings.
Tuscan Wine Tour: Pienza & Montepulciano
- Explore Pienza's Renaissance architecture
- Taste renowned Vino Nobile di Montepulciano
- Visit historic Tuscan vineyards
- Enjoy scenic views of Val d'Orcia
- Experience authentic Italian culture
Immerse yourself in the heart of Tuscany with a private tour of Pienza and Montepulciano. Wander through Pienza's Renaissance streets, savoring its architectural beauty. In Montepulciano, indulge in wine tastings of the esteemed Vino Nobile di Montepulciano at historic vineyards. This full-day excursion offers a perfect blend of culture, history, and gastronomy, all set against the stunning backdrop of the Val d'Orcia. A must-do for wine enthusiasts and history buffs alike!
- Private transportation from Florence
- Guided tours of Pienza and Montepulciano
- Wine tastings at local vineyards
- Lunch and personal expenses
- Travellers easily arrive and depart on public transport
- Infants required to sit on laps
- Tour operates rain or shine; dress accordingly.
- Minimum booking of two people required.
- Cancellation policy: Full refund up to 24 hours before tour.
- Wear comfortable walking shoes for cobblestone streets.
- Bring a camera to capture picturesque 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.
- Pienza, Italy
- Via Centro 196, Castelnuovo Fogliani, Italy
- Montepulciano, Italy
- Piazza Pio II, 2, Pienza, Italy
We can accommodate dietary restrictions such as vegetarian, vegan, gluten-free, etc. If you have dietary requirements, please indicate them when booking.
Note: The remaining time in the tour will be allocated for pick-up and drop-off transport, the visit to the crypt of Pienza, and the wine tasting. Each stop has been timed to ensure you have ample time to enjoy all the attractions while fitting comfortably within the 8-hour tour.
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: 8 hours
- Trip difficulty: Easy
- Category: Day Trips & Excursions