Experience a private transfer from Florence to Rome while exploring the charming towns of San Gimignano and Montepulciano. Enjoy wine tastings and visit historic cellars along the way.
Experience a private transfer from Florence to Rome while exploring the charming towns of San Gimignano and Montepulciano. Enjoy wine tastings and visit historic cellars along the way.
- San Gimignano - Immerse yourself in the enchanting beauty of Tuscany as the driver collects you from your hotel or preferred location (B&B or private flat) for a memorable journey. The adventure begins in San Gimignano, a medieval hilltop town near Siena, famously known as the “Town of Fine Towers.” Once boasting over 70 towers, it now serves as…
- San Gimignano - Immerse yourself in the enchanting beauty of Tuscany as the driver collects you from your hotel or preferred location (B&B or private flat) for a memorable journey. The adventure begins in San Gimignano, a medieval hilltop town near Siena, famously known as the “Town of Fine Towers.” Once boasting over 70 towers, it now serves as an open-air museum, offering a glimpse into a bygone era.
Wander through its cobblestone streets and marvel at its stunning architecture. Indulge in a glass of Vernaccia di San Gimignano, a celebrated white wine crafted from ancient Vernaccia grapes grown on the area’s rolling hills. Explore the town’s treasures, from saffron and the renowned Golden Ham to the exceptional craftsmanship of local artisans.
Don’t miss Gelateria Dondoli in the main square, where you can enjoy what many consider the world’s best gelato. With its charm, history, and flavors, San Gimignano ensures your Tuscan journey is truly unforgettable.
- Chianti Road - After your delightful exploration of San Gimignano, the journey continues along the iconic “Chianti Wine Road,” a scenic route that meanders through Tuscany’s most stunning landscapes. As we travel, you’ll be captivated by the beauty of rolling hills adorned with olive groves, towering cypress trees, and endless vineyards, each narrating its own story of this world-renowned region.
Our next stop is the charming medieval town of Montepulciano, a gem of the Tuscan countryside. Renowned for its magnificent architecture and celebrated Vino Nobile di Montepulciano, this hilltop town offers a perfect blend of history, culture, and breathtaking views. Every moment on this part of the journey promises to deepen your appreciation for Tuscany and its timeless treasures.
- Montepulciano - Our second stop brings us to the captivating town of Montepulciano, nestled in the heart of the stunning Val d’Orcia, a UNESCO World Heritage site. Here, history and tradition seamlessly merge with breathtaking scenery.
Upon arrival at the main square, your adventure deepens with a visit to a historic underground cellar, guided by our expert driver. Descend into a fascinating world of tuff walls, ancient wells, and immense oak barrels, where the legendary Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC gracefully age to perfection.
Following this immersive tour, you’ll enjoy a wine tasting experience, sampling some of the region’s finest wines while learning about their unique qualities and the passion behind their production.
For a true taste of Tuscany, our driver can recommend an excellent spot to savor an authentic Tuscan lunch before we bid farewell to Montepulciano. With hearts full and glasses raised, we’ll then set off for the final leg of our journey to Rome.

- Private transportation
- Local expert driver
- Alcoholic beverages
- Bottled water
- In-vehicle air conditioning
- Private transportation
- Local expert driver
- Alcoholic beverages
- Bottled water
- In-vehicle air conditioning
- Lunch
- Everything not found under the heading inclusions is excluded
- Lunch
- Everything not found under the heading inclusions is excluded
Experience the ‘Charming Hills of Chianti and Val d’Orcia’ during your trip to Rome. Take a tour of the cities of San Gimignano, famed for its towering structures and Montepulciano, renowned for its high-quality wines and historic wine cellars. Upon conclusion of the tour, we will drop you at your accommodation in Rome (Hotel, Private apartment or B&B)….
Experience the ‘Charming Hills of Chianti and Val d’Orcia’ during your trip to Rome. Take a tour of the cities of San Gimignano, famed for its towering structures and Montepulciano, renowned for its high-quality wines and historic wine cellars. Upon conclusion of the tour, we will drop you at your accommodation in Rome (Hotel, Private apartment or B&B).
Itinerary:
• Leave from your hotel or personal apartment in Florence (or other designated locations)
• 1st pause at San Gimignano, with self-guided city tour and exploration of the stunning towers.
• 2nd pause in the afternoon at Montepulciano. Explore the city of wine and an age-old underground wine cellar, navigating through tunnels carved into the tuff and under impressive brick arches.
• Participate in a guided wine tour in Montepulciano with 5 wine tastings (Nobile di Montepulciano, Rosso di Montepulciano and Brunello) all within the Historic Cellar.
Our driver is capable of recommending local restaurants for your lunch
• Finally, we will head to your reserved place in Rome (Hotel, private residence or B&B).
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.