From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings
Explore at your pace
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Guided tour
- Travel in a private minivan with a local tour leader through the UNESCO-listed Val d’Orcia countryside.
- Explore the Renaissance charm of Pienza, a UNESCO World Heritage Site, with free time to wander its historic streets.
- Experience an authentic farm visit, sampling artisan Pecorino cheese, jams, honey, and craft beer.
- Descend into Montepulciano’s historic underground cellars for a guided wine tasting session.
- Capture memorable photos at the iconic cypress-lined Gladiator Road and visit Montalcino, famed for Brunello wine.
- Travel in comfort by private minivan with a dedicated local tour leader.
- Stop for photos along the iconic Gladiator Road and admire the landscapes of the Val d’Orcia.
- Explore Pienza at your own pace, with free time to discover its historic center and local shops.
- Visit a traditional Val d’Orcia farm and taste Pecorino cheese, jams, honey, and craft beer.
- Enjoy a guided wine tasting in a historic Montepulciano cellar.
- Complete your Tuscan journey with a visit to the charming medieval town of Montalcino.
- Lunch (aside from the generous cheese tasting at the farm — additional meals are at your leisure during town visits)
- Additional wine or product purchases (available at your own expense)
- Gratuities (optional, but appreciated for guides and hosts)
- Entrance tickets to museums or monuments (if guests wish to visit sites independently during free time)
- Hotel pickup/drop-off
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Discover the beauty and flavors of southern Tuscany on a private full-day Val d’Orcia tour. Visit Montalcino, home of Brunello wine, stop for photos along the famous cypress-lined road, and enjoy a farm tasting near Pienza with artisan cheese, craft beer, and local products. Explore the Renaissance charm of Pienza before heading to Montepulciano for a guided wine tasting in historic underground cellars. An unforgettable Tuscany experience combining culture, wine, food, and iconic landscapes.
What to bring
- Wear comfortable shoes suitable for walking on uneven terrain.
- Bring extra cash for additional meals, wine, or product purchases during your free time in the towns.
Accessibility
- The tour involves walking on uneven surfaces and is not suitable for people with mobility impairments.
Additional information
- There is no hotel pickup or drop-off; meeting points are specified in Florence, San Gimignano, and Barberino Tavarnelle.
- Please arrive on time at the designated meeting point, as no refunds are provided for late arrivals or no-shows.
- Cancellation is free up to 24 hours before the tour, minus a 10% administration fee.
- Your voucher will be emailed to you shortly.
- Display the voucher on your mobile phone with a valid photo ID at the starting point.
- Please check your final voucher for the starting point details & specific instructions.
100% ticket guarantee
Receive tickets on time, for the experience you've booked.
100% experience guarantee
Get a refund if your experience doesn't happen as promised.
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Available before, during, and after your trip.
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