Montepulciano Wine Tasting and Assisi Private Day Tour from Rome

Experience the Best of Tuscany and Umbria in One Day

This private day tour from Rome offers a unique combination of wine tasting in Montepulciano and exploration of Assisi’s historic sites. Priced at $1,140.87 per person, the tour lasts approximately 8 to 9 hours, making it an ideal choice for those looking to experience two of Italy’s most renowned regions in a single day.

What sets this trip apart is the luxurious transportation, with pickup included and a dedicated private chauffeur guiding your journey. The tour is designed for comfort and convenience, with group discounts available and a mobile ticket option. A standout feature is the visit to one of Montepulciano’s oldest wine cellars, where at least four wines are sampled alongside local cheeses and cured meats. The tour also takes you into Assisi, where you’ll see the Basilica of Saint Francis and the “Porziuncola” chapel—places that hold deep religious and artistic significance.

While the tour offers a rich cultural and sensory experience, it remains manageable for most travelers, as it is suitable for a wide range of physical abilities. The professional guides provide insightful commentary, making this an educational and relaxing way to enjoy Italy’s countryside and historic towns.

Key Points

• Private day trip from Rome to Montepulciano and Assisi with luxury transportation
• Wine tasting at ancient Montepulciano cellar featuring at least four wines paired with local cheeses and cured meats
• Tour of Assisi’s key sites, including the Basilica of Saint Francis and “Porziuncola” chapel
• Hassle-free round-trip from central Rome, with pickup and drop-off included
• Tour duration is around 8 to 9 hours, ideal for a full but relaxed day
• Private tour activity, meaning only your group participates, with group discounts available

Starting Point: Piazza Grande in Montepulciano

The tour begins with a visit to Piazza Grande, a sweeping square situated on a hill in Southern Tuscany near Siena. This medieval town is renowned for its Renaissance palaces, ancient churches, and charming hidden corners. The views over Val d’Orcia and Val di Chiana are spectacular, offering classic Tuscan landscapes. The bustling Piazza Grande is also home to annual events like the Bravio delle Botti, a barrel-racing contest held each August.

Spending around three hours here, visitors can stroll along the streets, admire the panoramic vistas, and enjoy the authentic atmosphere of this elegant town. The visit includes entry to the wine cellar, allowing for an intimate look at Montepulciano’s wine production heritage.

Wine Tasting at an Ancient Montepulciano Cellar

A highlight of the trip is the visit to one of Montepulciano’s oldest wine cellars. Here, the guide leads the group through the historic underground vaults, where local wines are stored and aged. The wine tasting features at least four different varieties, with local cheeses and cured meats served as snacks. This pairing enhances the tasting experience and offers insight into traditional Tuscan flavors.

The private setting allows for a relaxed tasting without the crowds, making it ideal for those interested in authentic wine culture. The focus on local products provides a genuine taste of Montepulciano’s culinary identity.

Exploring Assisi’s Sacred Architecture and Art

After the wine experience, the tour proceeds to Assisi, an iconic medieval hill town. The main attraction is the Basilica of Saint Francis of Assisi, a UNESCO World Heritage Site famous for its fresco paintings by Cimabue and Giotto. The basilica is also the burial place of Saint Francis, adding to its spiritual significance.

Included in the visit is entry to the basilica and the “Porziuncola”, a tiny church that marked the beginning of the Franciscan movement. Visitors have the chance to admire the medieval art masterpieces and learn about the history of Saint Francis. The guide provides commentary, although note that on Sundays, the guide may not be available inside the basilica due to mass schedules.

Plus, the Santuario della Spoliazione, the grave of Carlo Acutis, is included, offering a broader perspective on religious figures associated with Assisi.

Logistics and Accessibility

The entire experience features luxury transportation with pickup and drop-off from central Rome, removing the stress of navigating public transit. The private chauffeur ensures a comfortable ride, while the professional tour guide enriches the experience with informative commentary.

Most travelers can participate, as the tour is designed to be accessible, though footwear suitable for walking around medieval towns is recommended. The dress code for visiting religious sites requires covering knees and shoulders. The activity is private, so only your group is involved, providing a personalized experience.

Considerations and Limitations

While the tour offers flexibility and comfort, it is a long day with a packed itinerary. The approximately 8 to 9 hours duration means guests should be prepared for some walking and time on the move. Due to mass schedules at the basilica, the guide may not be available inside the church on Sundays.

The price point reflects the luxury transport and exclusive access to the wine cellar and religious sites. The tour is ideal for those seeking a curated experience rather than a self-guided exploration.

Final Thoughts on the Montepulciano and Assisi Day Trip

This private tour from Rome offers a well-balanced mix of culinary delight, cultural discovery, and scenic beauty. The wine tasting in Montepulciano provides an authentic flavor of Tuscany’s wine heritage, while the visit to Assisi immerses travelers in medieval history and sacred art.

The luxury transport, personalized guide, and carefully curated stops make this a compelling option for history lovers, wine enthusiasts, and those wanting a stress-free day trip outside Rome.

However, those sensitive to long hours of travel or seeking a more flexible schedule might prefer a shorter or self-guided tour. This experience balances comfort and authenticity, making it a memorable way to see Italy’s countryside and historic towns in one day.

Frequently Asked Questions

What is included in the price of the tour?
The price covers luxury transportation, pick-up and drop-off, visit to the ancient wine cellar, wine tasting with four wines and local snacks, entry tickets to the basilica and chapel, and a professional tour guide (except on Sundays when the guide may not be inside the basilica).

How long does the tour last?
The total duration is approximately 8 to 9 hours, making it a full but manageable day trip.

Is this tour suitable for children or families?
Most travelers can participate, though it’s advisable to have comfortable shoes for walking. The tour is private, so families can enjoy a personalized experience.

What are the main stops during the tour?
Stops include Piazza Grande in Montepulciano, the wine cellar for tastings, and Assisi’s Basilica of Saint Francis, “Porziuncola”, and Santuario della Spoliazione.

Are dietary restrictions accommodated?
The tour includes wine and local snacks; specific dietary needs are not detailed but are likely manageable given the private nature of the experience.

Can I cancel the tour?
Yes, free cancellation is available if canceled at least 24 hours in advance.

Is transportation included?
Yes, luxury transportation with pick-up and drop-off from central Rome is part of the package.

Are religious sites accessible to everyone?
Visitors should be aware of dress code requirements (knees and shoulders covered). Accessibility details are not specified, but most religious sites are generally accommodating.

What is the recommended dress code for the basilica and chapel?
Knees and shoulders must be covered when visiting Saint Francis Basilica and Porziuncola.

Is tipping included?
Tipping is optional and not included in the tour price.

What makes this tour stand out from other day trips?
The private nature, exclusive wine cellar visits, and combination of Tuscan and Umbrian highlights provide a personalized, relaxed experience unlike large group tours.

This private Montepulciano and Assisi day trip combines culinary indulgence, spiritual sites, and scenic views—a smart choice for those wanting a curated taste of Italy’s rich cultural tapestry.