Val d’Orcia Day Trip with Two Wine Tastings from Florence

An idyllic winery in Montalcino will be your first stop, where you and your group will explore their charming wine cellar and sample delicious Brunello wine, which the town is famous for.

Take in a scenic viewpoint of Val d’Orcia from the town’s peak before exploring Pienza, a historic city with magnificent architecture. Follow your friendly guide to a panoramic viewpoint of the region, where you’ll marvel at the picturesque hills, vineyards and olive groves that surround you.

Finally, end your tour in Montepulciano, renowned for being the land of Vino Nobile. Enjoy a captivating winery visit, where you will even have the opportunity to visit a real dungeon! Indulge in the region’s delicacies during a delicious wine and pecorino cheese tasting as you take in the stunning setting.

Cheers with your group one more time before hopping back on your coach bus for a peaceful ride back to Florence.

Val D’Orcia Day Trip with Two Wine Tastings Tour Description

Your 11.5-hour day trip includes:

• Local, multilingual guide

• Roundtrip transportation in Coach

• Explore Montalcino, Pienza, and Montepulciano

• Two wine tastings and pecorino cheese tasting

• Option to purchase wine and cheese

• Breathtaking views of Val d’Orcia

• Pass by one of the Gladiator's filming locations

Drive to the Tuscan Countryside

To begin tasting your way through the magnificent Val d’Orcia, make your way to the Piazzale Montelungo Bus Terminal in Florence. Once you’ve spotted your friendly guide, board your fully fitted, GT coach bus and meet the rest of the fellow wine-lovers you’ll be traveling with!

Sit back and and relax as you enjoy a comfortable ride outside of the city into the gorgeous hills of the Tuscan countryside. Before long, you will arrive in Val d’Orcia, a stunning UNESCO World Heritage Site.

Sample Brunello in Montalcino

After a beautifully scenic drive from Florence, your first stop will be the enchanting town of Montalcino, celebrated for being the land of Brunello wine. After arriving at a charming winery in the region, you and your excited group members will be given a special tour of the charming wine cellar as you learn trade secrets of how their delicious Brunello is produced.

Of course, you can’t leave Montalcino without sampling the wine it’s renowned for. Indulge in a decadent Brunello tasting before departing for your next marvelous stop of the day.

View Wine Country from Above

Hop back in your coach and grab a window seat as you continue to drive through the picturesque village of Montalcino. Your driver will bring you to the town’s peak, where you will be met with jaw-dropping views of wine country. Admire the classic rolling hills, winding roads through picturesque vineyards, stunning olive groves, ancient oaks, and cypress trees. Capture the moment with your camera as you take in the incredible landscape.

Wander Through Beautiful Pienza

Next, your driver will transport you to Pienza, coined as the “ideal city.” Pienza was built in the 15the century by the legendary architect Bernardo Rossellino at the request of Pope Pius II.

Weave through the city’s charming streets, admiring the breathtaking architecture within the Duomo and Palazzo Piccolomini, which you may recognize from Zeffirelli’s film of Romeo and Juliet. Follow your guide to the city’s most captivating viewpoint, where you’ll find mesmerizing views of Val d’Orcia. After taking in the extraordinary sights, it will be time for your final stop of the day.

The Chapel of the Madonna di Vitaleta and Gladiator’s Home

As you journey through Val d’Orcia, you’ll pass by some of Tuscany’s most iconic landmarks, including the Chapel of the Madonna di Vitaleta. Nestled among rolling green hills and framed by perfectly aligned cypress trees, this small chapel is one of the most photographed spots in Tuscany. According to legend, it was here that the Virgin Mary appeared to shepherds centuries ago.

You’ll also drive by the serene location featured as the gladiator’s home in Ridley Scott’s Academy Award-winning Gladiator. Although much of the film centers on Rome, the peaceful paradise where the gladiator (played by Russell Crowe) dreams of returning was filmed in Val d’Orcia. With its rolling hills, cypress-lined roads, and timeless beauty, this tiny slice of heaven is unforgettable.

Wine and Pecorino Tasting in Montepulciano

Cap off your journey through Val d’Orcia with a delightful winery in Montepulciano, famous for producing Vino Nobile. Visit their gorgeous vineyard and explore a real dungeon, where the wine is stored underneath the ancient walls of the winery. Finally, enjoy a tasting of their exquisite Vino Nobile as well as pecorino cheese, another regional specialty.

Cheers one last time with your newfound friends before boarding the bus back to Florence.