Set out on a captivating journey through Tuscany’s enchanting countryside with the "Tuscan Medieval Towns & Winery Tour." This small-group experience whisks travelers away from the bustle of Rome, immersing them in the region’s rich heritage. From the quaint villages of Monticchiello and Pienza to the renowned vineyards of Montepulciano, this tour offers an immersive culinary and cultural encounter. With a focus on authenticity, guests can indulge in homemade Tuscan fare paired with local wines, as well as embark on guided explorations of the medieval towns. Whether seeking to uncover Tuscany’s hidden gems or simply savor its renowned flavors, this captivating tour promises an unforgettable day in the Italian countryside.

This experience made our list of the 13 Best Lunch Experiences In Italy.

Key Points

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Key Points

  • A 13-hour journey from Rome exploring medieval Tuscan towns, including Monticchiello, Pienza, and Montepulciano, with a homemade lunch and wine tasting.
  • A personalized group experience with a maximum of 18 guests, led by a knowledgeable guide and including roundtrip transport.
  • Opportunities to visit family-run wineries, taste local Pecorino cheese, and wander the historic streets of Montepulciano.
  • Flexible booking options with free cancellation up to 24 hours in advance, providing a hassle-free experience.
  • Highly rated tour for its transportation, value, and authentic Tuscan experience, suitable for both adventure-seekers and foodies.
You can check if your dates are available here:

Tour Overview

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Tour Overview

This Tuscan Medieval Towns & Winery Tour provides an immersive experience, taking visitors on a 13-hour journey from Rome to explore the charming medieval towns and renowned wineries of the Tuscan countryside.

The tour departs from Rome and has a maximum group size of 18 guests, ensuring an intimate and personalized experience. Priced at €2,986 per person, the tour includes roundtrip transportation, an English-speaking guide, a homemade lunch with wine pairings, and a wine and local cheese tasting.

Guests will visit the picturesque towns of Monticchiello, Pienza, and Montepulciano, where they can explore the historic streets and enjoy free time to soak in the Tuscan ambiance.

Departure and Duration

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Departure and Duration

The tour departs from Rome, taking guests on a 13-hour journey through the Tuscan countryside.

It offers a comprehensive exploration of the region’s medieval towns, world-renowned wineries, and culinary delights. The full-day excursion allows ample time to immerse in the charming ambiance of Monticchiello, Pienza, and Montepulciano, while also providing a behind-the-scenes look at a family-run winery and its historic cellar.

With a maximum group size of 18, the tour ensures an intimate and personalized experience, catering to both adventure-seekers and foodies alike.

Whether it’s capturing scenic photos, savoring local specialties, or simply wandering the quaint streets, this Tuscan tour promises an unforgettable day filled with cultural enrichment and lasting memories.

Inclusions and Logistics

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Inclusions and Logistics

Roundtrip transport from Rome, a knowledgeable tour guide and driver, and a homemade lunch with wine pairings are all included in this comprehensive Tuscan adventure.

Guests will enjoy a cheese and wine tasting, as well as free time to explore the charming medieval town of Montepulciano.

The tour doesn’t include hotel pick-up or drop-off, so participants should meet at the designated meeting point in front of the McDonald’s in Piazzale Flaminio, arriving 15 minutes early.

The closest Metro stop is Flaminio – Piazza del Popolo. Gratuities are covered, and guests can take advantage of the free cancellation policy up to 24 hours in advance.

Itinerary Highlights

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Itinerary Highlights

Visitors begin their Tuscan adventure in the charming village of Monticchiello, where they’ll have the opportunity to capture scenic photographs.

Next, they’ll explore Pienza, renowned for its Pecorino cheese. A cheese tasting is included, allowing guests to savor the local flavors.

The tour then moves on to Montepulciano, where they’ll visit a family-run winery with a historic cellar. Here, guests will enjoy a traditional Tuscan lunch paired with the winery’s wines.

Afterward, they’ll have free time to wander Montepulciano’s picturesque streets before visiting the San Biagio church prior to returning to Rome.

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Booking and Flexibility

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Booking and Flexibility

For those interested in booking the Tuscan Medieval Towns & Winery Tour, free cancellation is available up to 24 hours in advance for a full refund. Plus, a "reserve now & pay later" option is offered, providing flexibility for those who want to secure their spot early. To summarize the booking and flexibility details:

Option Deadline Refund
Free Cancellation 24 hours in advance Full Refund
Reserve Now, Pay Later N/A N/A

This tour offers an excellent opportunity to explore the charming Tuscan towns and immerse in the region’s rich winemaking heritage, with transportation, a guided tour, and a traditional lunch included.

Important Information

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Important Information

Wheelchair users and those with mobility issues may find the Tuscan Medieval Towns & Winery Tour unsuitable, as the itinerary involves navigating historic sites and uneven terrain.

Comfortable shoes are recommended, as guests will be doing a fair bit of walking. Strollers aren’t allowed, so families with young children will need to plan accordingly.

Guests with food allergies or special dietary requirements should notify the tour operator in advance.

Though the overall review rating is 4.6/5, this tour may not be the best fit for everyone. It’s essential to carefully consider the tour’s physical demands and accessibility before booking.

Transportation and Meeting Point

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Transportation and Meeting Point

The tour departs from Rome, with pickup at Piazzale Flaminio, 15, 00196 Roma RM, in front of the McDonald’s.

Guests must arrive 15 minutes early, as the closest Metro stop is Flaminio – Piazza del Popolo.

The tour includes roundtrip transport from Rome, with an English-speaking guide and driver.

However, hotel pick-up and drop-off aren’t available.

The group size is limited to a maximum of 18 guests, ensuring a more personalized experience.

Guests should wear comfortable shoes, as the tour involves walking.

Strollers aren’t allowed, so parents with young children should plan accordingly.

Praise and Reviews

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Praise and Reviews

Consistently, the tour earns high marks from reviewers, who praise the transportation and exceptional value for money.

The overall rating of 4.6 out of 5 based on 13 reviews reflects the tour’s strong performance. Guests highlight the quality of the roundtrip transport from Rome and the knowledgeable tour guide and driver.

On top of that, the inclusion of gratuities and the homemade lunch with wine pairings contribute to the sense of getting great value.

While the tour may not be suitable for those with mobility issues, it seems to deliver an authentic Tuscan experience that leaves guests satisfied with their investment of time and money.

Frequently Asked Questions

From Rome: Tuscan Medieval Towns & Winery Tour With Lunch - Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?

No, participants cannot bring their own food and drinks on the tour. The tour includes a traditional homemade lunch with wine pairings, as well as a wine and local cheese tasting at a family-run winery.

Is There a Dress Code for the Tour?

There is no strict dress code for the tour, but comfortable and weather-appropriate clothing is recommended. Guests should wear comfortable walking shoes, as the tour involves exploring medieval towns and vineyards.

Are Children Allowed on the Tour?

The tour is not suitable for children as it states that "baby strollers not allowed". Guests must be able to walk and explore the medieval towns without the need for strollers or assistance for mobility-impaired individuals.

How Much Free Time Is Provided at Each Location?

The tour provides ample free time for guests to explore each medieval town. Approximately 60-90 minutes of free time is allotted in Pienza and Montepulciano, allowing visitors to wander the picturesque streets and shops at their own pace.

Are There Any Bathroom Breaks During the Tour?

The tour includes scheduled bathroom breaks during the day, allowing guests to use facilities at the various stops, such as the winery, Pienza, and Montepulciano. The tour guide ensures there are adequate opportunities to use the restrooms throughout the excursion.

Recap

This captivating Tuscan adventure offers an immersive experience, showcasing the region’s rich medieval heritage. Guests will explore charming towns, savor local cuisine and wines, and enjoy the tranquility of the countryside. With attentive guidance, roundtrip transportation, and an authentic focus, this small-group tour promises an unforgettable journey into the heart of Tuscany’s cultural treasures.

You can check if your dates are available here: