Exploring the enchanting towns of Cortona and Montepulciano from Florence is a must-do for any Tuscan adventure. This private tour offers a seamless experience, whisking visitors away in a luxurious Mercedes-Benz to discover the region’s medieval charm and renowned Vino Nobile. With a knowledgeable guide, travelers can enjoy the history and culture of these captivating destinations, all while savoring a delightful lunch at a family winery. Whether you’re a wine enthusiast or simply seeking an authentic Tuscan getaway, this tour promises an unforgettable journey.
About Your Stay

- The private tour offers pickup from accommodations in Florence or nearby, with a comfortable Mercedes-Benz V Class vehicle and a knowledgeable driver/guide.
- Guests can explore the charming Etruscan town of Cortona, known for its role in "Under the Tuscan Sun," and the Renaissance elegance of Montepulciano, famous for its Vino Nobile wine.
- The tour includes a delicious lunch at a family-owned winery in Montepulciano, as well as complimentary Wi-Fi and coverage of taxes, tolls, and parking fees.
- The tour is available in Spanish, English, and Italian, and is wheelchair accessible with a free cancellation policy up to 24 hours in advance.
- The tour has an overall rating of 5/5 from previous customers, who praise the comfortable vehicle and knowledgeable guide, though some experienced issues with the pickup location.
Tour Overview

The "Private Tour From Florence to Cortona and Montepulciano" is a 9-hour excursion priced from €350.00 per person.
It’s available in Spanish, English, and Italian.
Pickup is provided at accommodations in Florence or the immediate neighborhood.
The tour is wheelchair accessible, and there’s a free cancellation policy up to 24 hours in advance.
Customers can reserve now and pay later.
The tour includes a comfortable Mercedes-Benz V Class with air conditioning, hotel pickup and drop-off, a driver/guide, Wi-Fi, taxes, tolls, parking fees, and lunch at a family winery.
Customers can also take photos during the journey.
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Cortona: The Charming Etruscan Town

Cortona, the charming Etruscan town, is renowned for its starring role in the movie "Under the Tuscan Sun." Enclosed by ancient Etruscan and Roman stone walls, the town offers visitors spectacular views of the surrounding valley and the serene Lake Trasimeno.
Winding medieval streets lead to the Piazza della Repubblica, the heart of Cortona, where visitors can admire the stunning 13th-century Duomo.
The town’s rich history is evident in its well-preserved architecture, from the Palazzo Comunale to the Fortezza Medicea.
Exploring Cortona’s charming alleyways and historic sites is a highlight of this private tour.
Montepulciano: Vino Nobile and Renaissance Elegance
After exploring the charming town of Cortona, the tour moves on to Montepulciano, renowned for its production of the prestigious Vino Nobile wine.
This elegant Renaissance town features ancient churches, stately palaces, and picturesque squares. Visitors can stroll along the winding cobblestone streets, admiring the well-preserved medieval and Renaissance architecture.
Elegant Renaissance town with ancient churches, stately palaces, and picturesque squares. Visitors can stroll along winding cobblestone streets admiring well-preserved architecture.
The town’s fame increased following its appearance in the "Twilight: New Moon" film, drawing more travelers to experience its authentic Italian charm.
A highlight of the tour is a delicious lunch at a family-owned winery, where guests can savor the renowned Vino Nobile wines.
Transportation and Amenities
For this private tour, guests are transported in a comfortable Mercedes-Benz V Class vehicle with air conditioning.
The tour includes:
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Hotel pick-up and drop-off
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A knowledgeable driver/guide
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Complimentary Wi-Fi
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Coverage of taxes, tolls, and parking fees
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A delightful lunch at a family-owned winery
Throughout the journey, the driver can make stops for photo opportunities, allowing guests to capture the breathtaking scenery at their own pace.
The combination of comfortable transportation and attentive service ensures a seamless and enjoyable experience.
More Great Tours NearbyCustomer Experiences
Customers have overwhelmingly praised this private tour, with an overall rating of 5/5 based on 7 reviews.
The transportation is rated 5/5, with feedback highlighting the comfortable Mercedes-Benz V Class vehicle. Reviewers commend the knowledgeable and friendly guide, who provides valuable insights throughout the journey.
Value for money is also rated 5/5, indicating the tour delivers an exceptional experience. However, some customers experienced issues with the pickup location through the booking app, underscoring the importance of confirming starting times before booking.
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Booking Flexibility and Cancellation Policy
This tour offers a flexible booking option, allowing visitors to reserve now and pay later.
The tour also features a convenient cancellation policy, providing a full refund up to 24 hours in advance. This flexibility ensures that travelers can plan their trip with confidence and make adjustments as needed.
The tour features a convenient cancellation policy, offering a full refund up to 24 hours in advance, allowing travelers to plan with confidence.
Some key benefits of the booking and cancellation policy include:
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No upfront payment required at the time of booking
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Ability to cancel for a full refund up to 24 hours prior to the tour
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Flexibility to modify tour dates or times if necessary
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Convenient reservation process that can be done online or over the phone
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Hassle-free experience for travelers.
Accessibility and Inclusivity
The tour is wheelchair accessible, making it suitable for travelers with mobility needs.
The vehicle, a comfortable Mercedes-Benz V Class, is equipped to transport wheelchair users. The driver/guide ensures a smooth and inclusive experience, providing assistance as needed.
Plus, the tour includes hotel pick-up and drop-off, eliminating the need for additional transportation arrangements.
Visitors can fully enjoy the historic towns of Cortona and Montepulciano without worrying about accessibility challenges.
The tour’s inclusive nature allows all travelers to enjoy the stunning landscapes, architectural wonders, and cultural richness of this Tuscan adventure.
Important Considerations for Your Tour
Along With the tour’s accessibility, there are a few other important considerations for travelers to keep in mind.
Comfortable shoes are recommended due to the uneven surfaces and walking involved in Cortona and Montepulciano. Guests should also confirm the starting times before booking to ensure the tour fits their schedule.
The tour operates weather-permitting, so travelers should check the forecast and pack accordingly. Plus, the driver can stop for photo opportunities during the journey, allowing guests to capture the scenic landscapes.
Finally, it’s advisable to double-check the pickup location information provided in the booking app.
Questions About Your Stay
Can I Customize the Tour Itinerary to Suit My Preferences?
Yes, the tour can be customized to suit your preferences. You can discuss with the provider to adjust the itinerary, activities, or pace of the tour to match your interests and needs.
Is There an Option to Add Extra Activities or Visits During the Tour?
Yes, the tour offers flexibility to add extra activities or visits based on your preferences. You can discuss any customization options with the tour provider when booking to personalize the itinerary to suit your interests.
What Happens if There Is a Change in the Weather During the Tour?
If the weather changes during the tour, the driver/guide can adjust the itinerary to accommodate any indoor activities or provide ponchos or umbrellas to ensure the tour continues comfortably. Flexible planning allows the experience to proceed smoothly despite unexpected weather.
Are Children/Infants Welcome on This Private Tour?
Yes, children and infants are welcome on this private tour. The driver/guide can accommodate families and provide appropriate seating and amenities for young passengers. However, parents should ensure their children remain safe and supervised throughout the tour.
Can I Bring My Own Food and Drinks on the Tour?
Passengers are welcome to bring their own food and drinks on the tour. The tour includes a lunch stop at a family winery, but bringing additional snacks or beverages is permitted.
Final Verdict On This Stay
This private tour from Florence to Cortona and Montepulciano offers a delightful way to experience the beauty and charm of Tuscany. With a knowledgeable guide, luxurious transportation, and a delectable lunch, travelers can enjoy the region’s rich history and renowned wine culture. The flexible cancellation policy and accessible amenities make this tour an attractive option for a memorable Tuscan adventure.
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