Tuscany’s Val d’Orcia region is a true gem, offering a picturesque landscape of rolling hills, historic towns, and world-class wines. This private wine-tasting tour from Florence promises an unforgettable experience, taking guests on a journey through the iconic sights and flavors of this beloved Italian destination. With visits to Montepulciano and Montalcino, travelers can indulge in the region’s renowned Vino Nobile and Brunello di Montalcino while seeing the region’s rich history and captivating scenery. Whether you’re a wine enthusiast or simply seeking to explore the beauty of Tuscany, this tour provides an opportunity to uncover the…

Contents show

About Your Stay

Offers a private wine-tasting day trip from Florence to the Val d’Orcia region, lasting 10 hours and costing $272.91 per person.
Includes pickup from Florence, Tuscan lunch with wine, and six wine tastings in the historic towns of Montepulciano and Montalcino.
Allows visitors to explore the rich wine heritage of the region, including renowned wines such as Vino Nobile and Brunello di Montalcino.
Provides scenic photo opportunities in the picturesque Tuscan landscape, including a 20-minute stop in the UNESCO World Heritage Site of Val d’Orcia.
Offers free cancellation up to 24 hours in advance and a reserve now, pay later option.

You can check availability for your dates here:

Tour Overview

The private wine-tasting day trip from Florence to the Val d’Orcia region lasts 10 hours and starts at $272.91 per person.

Customers can enjoy free cancellation up to 24 hours in advance and a reserve now, pay later option.

The tour begins with pickup from Florence at 9:00 AM by an English-speaking driver. The first stop is Montepulciano for a wine tasting and exploration, followed by an optional photo stop in Val d’Orcia.

The second stop is Montalcino for another wine tasting and a visit to a family-run winery. Six wine tastings are included, and a Tuscan lunch with wine is served in Montepulciano.

Hungry for more Florence flavors? We've covered these other food and drink spots

Itinerary Highlights

After pickup from Florence at 9:00 AM, the first stop on the tour is Montepulciano. Guests have around 40 minutes to explore the historic town and take part in a 1-hour wine tasting. Next, the tour makes an optional 20-minute photo stop in the scenic Val d’Orcia region. The final stop is Montalcino, where travelers enjoy a 30-minute visit and 1-hour wine tasting at a family-run winery.

| Stop | Duration | Highlights |

| — | — | — |

| Montepulciano | 1 hour 40 minutes | Wine tasting, explore Government Palace, historic cellars |

| Val d’Orcia | 20 minutes | Scenic photo opportunity |

| Montalcino | 1 hour 30 minutes | Wine tasting at family-run winery |

First Stop: Montepulciano

The tour’s first stop is Montepulciano, where guests spend around 40 minutes exploring the historic town.

They’ll visit the Government Palace and venture into the town’s renowned wine cellars for a one-hour wine tasting. Guests will sample the region’s renowned Vino Nobile, a full-bodied red wine.

After the tasting, they’ll have time to wander the charming medieval streets, admiring the Renaissance architecture and taking in the stunning views over the rolling Tuscan hills.

This first stop provides a fantastic introduction to the rich wine heritage of the Val d’Orcia region.

Optional Photo Stop in Val D’orcia

After the wine tasting in Montepulciano, the tour takes an optional 20-minute photo stop in the picturesque Val d’Orcia.

This UNESCO World Heritage Site is renowned for its stunning Tuscan landscapes – rolling hills, cypress trees, and medieval towns.

Visitors can capture the iconic scenery, including the charming village of Pienza.

Visitors can immortalize the iconic scenery, including the charming village of Pienza.

The photo stop allows guests to stretch their legs, breathe in the fresh air, and enjoy the serene beauty of the Tuscan countryside.

This scenic interlude is a perfect complement to the wine tastings, providing a well-rounded experience of the region.

More Great Tours Nearby

Second Stop: Montalcino

From Montepulciano, the tour continues to Montalcino, located approximately 30 minutes away.

Here, guests will spend around 1 hour exploring this historic town and visiting a family-run winery. Guests will have the opportunity to taste the renowned Brunello di Montalcino wine, one of Italy’s most prestigious red wines. The tasting includes 6 different wine samples.

After the tasting, guests can wander the charming streets of Montalcino and admire its medieval architecture and quaint atmosphere.

This stop offers a chance to immerse in the local wine culture and appreciate the unique terroir of the region.

Ready for another glass? Here are more wine experiences we've reviewed in Florence

Wine Experiences

What can visitors expect from the wine experiences on this tour?

The tour offers the opportunity to taste a variety of renowned Tuscan wines, including Vino Nobile, Brunello di Montalcino, Super Tuscan, and Rosso di Montepulciano.

Guests will enjoy a three-course Tuscan lunch paired with wine in a historic Montepulciano cellar.

In total, six wine tastings are included at both the Montepulciano and Montalcino wineries, allowing visitors to fully enjoy the rich winemaking heritage of the Val d’Orcia region.

Transportation and Amenities

The private transportation for this tour is provided in an air-conditioned 8-seat Mercedes Minivan or similar vehicle.

Hotel pickup and drop-off are included at no extra charge, ensuring a seamless start and end to your day.

Bottled water is provided throughout the tour, keeping you hydrated as you explore the stunning Tuscan countryside.

The tour is available in multiple languages, including English, Spanish, Italian, and French, catering to the diverse needs of travelers.

With a maximum group size of 8 passengers, you’ll enjoy a personalized and intimate experience during your wine tasting adventure in the Val d’Orcia region.

Additional Information

This tour is available in four languages – English, Spanish, Italian, and French – catering to the diverse linguistic needs of travelers. While the itinerary is subject to change, guests can expect the opportunity to capture scenic views of the UNESCO World Heritage Site of the Tuscan countryside. Based on customer reviews, this tour maintains an overall rating of 5/5.

| Feature | Description |

| — | — |

| Tour Rating | 5/5 |

| Itinerary Changes | Possible |

| Language Options | English, Spanish, Italian, French |

The tour provides a memorable wine tasting experience, with six tastings at both Montepulciano and Montalcino wineries, and a three-course Tuscan lunch paired with wine in Montepulciano’s historic cellars.

Questions About Your Stay

What Attire Is Recommended for the Tour?

Comfortable, casual clothing is recommended for the tour as there will be walking involved. Closed-toe shoes are suggested for exploring the historic cellars. Bringing a light jacket or sweater is also advised as the wineries may be cool.

Can I Substitute the Wine Tasting for a Non-Alcoholic Activity?

While the tour is focused on wine tasting, the operator may be able to substitute non-alcoholic activities upon request. Guests should inquire about alternative options when booking to ensure their preferences are accommodated.

Is There an Option to Extend the Tour Duration?

Yes, the tour duration can be extended. Travelers can request an extended tour for an additional fee, allowing more time to explore the region and participate in other activities beyond the wine tastings.

Do I Need to Bring My Own Camera or Is One Provided?

The tour does not provide a camera, so guests should bring their own to capture the scenic Tuscan countryside views. A camera is recommended to make the most of the photo opportunity during the optional stop in Val d’Orcia.

Can I Request a Tour Guide With Specific Language Skills?

Yes, the tour provides an English-speaking driver. Guests can request a tour in other languages, such as Spanish, Italian, or French, at the time of booking the tour. Language preferences are accommodated based on availability.

Final Verdict On This Stay

This private wine-tasting tour of the Val d’Orcia region offers an enchanting escape from Florence. Explore the historic towns of Montepulcicano and Montalcino, savor exquisite wines, and indulge in a delicious Tuscan lunch. With an English-speaking driver, you’ll discover the region’s stunning landscapes and iconic scenery. Don’t miss this unforgettable opportunity to experience the beauty and flavors of Tuscany.