From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 1
From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 2
From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 10
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Highlights

  • 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.

Your Experience

From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 1
From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 2
From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings Image 3

Start an exclusive full-day journey through southern Tuscany with this private tour of the Val d’Orcia region. Experience the allure of Montalcino, renowned for its Brunello wines, while capturing stunning photos along the picturesque cypress-lined road. Savor a farm tasting near Pienza featuring artisan cheese, craft beer, and local delicacies. Discover the Renaissance elegance of Pienza before venturing to Montepulciano for an insightful guided wine tasting in historic underground cellars.

This memorable excursion offers a perfect blend of culture, exquisite wines, delicious food, and iconic landscapes that define Tuscany's charm.

Inclusions & Exclusions

  • 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 on your own schedule, 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

This product offers multiple ticket options. Some items above (like transfers or fast-track access) may only apply to specific options — confirm what's included when you select yours.

Must Know

  • Wear comfortable walking shoes as you'll be exploring uneven terrain throughout the tour.
  • Come prepared with extra cash for additional meals and purchases during your free time in Pienza, Montepulciano, or Montalcino.
  • Please note that this tour involves walking on uneven surfaces and is not suitable for individuals with mobility impairments.
  • Meeting points are specified in Florence, San Gimignano, and Barberino Tavarnelle; ensure you arrive on time as there are no refunds for late arrivals or no-shows.

Ticket Delivery

  • 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.

Cancellation Policy

Free cancellation up to 24 hours before the experience starts.

Frequently asked questions

Clear answers to the most common questions travelers ask before booking this experience.

Booking FAQs

Your booking includes 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 on your own schedule, 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.

The experience is listed as 24 hours.

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.

Please arrive on time at the designated meeting point, as no refunds are provided for late arrivals or no-shows.

Display the voucher on your mobile phone with a valid photo ID at the starting point.

Accessibility.

The listed exclusion is 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.

This activity takes place in Pienza.

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