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Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

15 Reviews 5.00 out of 5 stars Based on 15 reviews collected by City Boat Tours and TripAdvisor | Recommended by 100% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy

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11 hours (approx.)
Mobile ticket
Instant confirmation

Overview

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by Under the Tuscan Sun, where you’ll explore medieval charm and visit a master ceramic artisan’s workshop (or traditional artisan shops). Continue to Montepulciano for a tasting of five fine wines, including the prestigious Nobile and Brunello di Montalcino, and enjoy a light lunch in a historic underground cellar (if option selected). Then, travel through the stunning Val d’Orcia, a UNESCO World Heritage Site, with scenic stops including filming locations from The Gladiator. End in Montalcino, a medieval town with a 14th-century fortress and breathtaking views, where you can savor the region’s rich wine culture. Return to Florence with lasting memories of Tuscany’s timeless beauty, history, and flavor.

(*) if not available, it will be replaced with a visit to authentic artisan shops, with typical works

Tour order may vary

What's Included

  • If option selected: Light Lunch in a unique and exclusive setting, an historic & underground cellar
  • Opportunity to purchase wines and local products you have enjoyed (worldwide delivery available)
  • Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar
  • Hotel pick-up and drop-off
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Meeting Location

Meeting point

Piazzale Montelungo
Firenze FI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Cortona

Starting from Florence, the journey takes you to Cortona, one of the most ancient and charming villages in Tuscany. Perched on a hill in the Val di Chiana and made famous by the movie Under the Tuscan Sun, Cortona boasts Etruscan origins, evidenced by the imposing walls surrounding it, which date back to the 4th century BC. The village offers a perfect blend of medieval architecture, authentic atmospheres, and local culture, making it an unmissable destination for those seeking timeless beauty and authenticity.
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1 hour 30 minutes • Admission Ticket Free

Montepulciano

The next stop is Montepulciano: in this captivating Renaissance town, you’ll have the opportunity to taste the prestigious Nobile di Montepulciano wine in a charming and historic underground cellar, learning the secrets of its production and having the chance to purchase bottles at attractive prices. After the included tasting, you’ll have free time for lunch (not included) at a typical trattoria and to explore the beauties of the historic center, famous as the set for films like New Moon and the series Medici: Masters of Florence featuring Dustin Hoffman and Richard Madden.
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2 hours • Admission Ticket Free

Val D'Orcia

As you continue toward the Val d'Orcia, you will enter the heart of one of Tuscany’s most scenic areas, where you can admire the iconic landscapes of rolling hills dotted with cypress trees, known worldwide for their ineffable beauty and recognized as a UNESCO heritage site. Along the way to Montalcino, you will spot the settings of famous films like The Gladiator—a perfect opportunity for taking iconic photos.
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20 minutes • Admission Ticket Free

Montalcino

The final stop is Montalcino, home to Brunello, one of the world’s most renowned wines. Here, after exploring the quaint historic center, we’ll visit a renowned winery, where you’ll taste Brunello and Rosso di Montalcino wines, immersing yourself in the storytelling of the region’s rich winemaking traditions. Before returning, you’ll have the chance to purchase fine wines directly from the producer—an opportunity not to be missed.
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1 hour 40 minutes • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • The tour is confirmed with minimum 4 participants
  • (*) if not available, it will be replaced with a visit to authentic artisan shops, with traditional and typical works of the village
  • This tour/activity will have a maximum of 25 travelers

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Small Group Tuscany Tour Montepulciano, Montalcino and Cortona?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-2428P261

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Reviews

5.00
15 reviews

Average 5.00 out of 5 stars based on 15 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • If option selected: Light Lunch in a unique and exclusive setting, an historic & underground cellar
  • Opportunity to purchase wines and local products you have enjoyed (worldwide delivery available)
  • Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar
  • Licensed Tour Escort
  • Caf Tour’s Team Assistance at the meeting point
  • Ceramic decoration demonstration (*)
  • Transport by air-conditioned Mini Coach
  • Visit Montalcino and learn the story behind one of Italy’s most famous wine regions
  • Hotel pick-up and drop-off

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Specialized infant seats are available
  • The tour is confirmed with minimum 4 participants
  • (*) if not available, it will be replaced with a visit to authentic artisan shops, with traditional and typical works of the village
  • This tour/activity will have a maximum of 25 travelers

Report Product Issue

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free Cancellation

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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