Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

4.9 (41 reviews) Florence, Italy
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Duration11h
Free cancellationFull refund up to 24 hours before
Instant confirmationYour booking is confirmed right away
TicketMobile or paper ticket accepted
LanguagesEnglish
Group sizeUp to 20 travelers

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

Options

Full Tour & Tuscan Light Lunch

Light Lunch

Full Day Tour

Lunch not Included

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
  • Ceramic decoration demonstration (*)
  • Immersive journey led by a Licensed Tour Leader
  • Dedicated Caf Tour & Travel Staff Assistance at the meeting point
  • Visit Montalcino and learn the story behind one of Italy’s most famous wine regions
  • Comfortable Mini Coach transport from Florence in a modern, air-conditioned bus
  • Hotel pick-up and drop-off

What to expect

  1. Cortona
    1h 30m
    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.
  2. Montepulciano
    2h
    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.
  3. Val D'Orcia
    20m
    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.
  4. Montalcino
    1h 40m
    The final stop is Montalcino, a charming hilltop town surrounded by the rolling landscapes of the Val d’Orcia. Known worldwide as the home of Brunello, one of Italy’s most prestigious wines, Montalcino offers an authentic taste of Tuscan tradition, history and beauty. Enjoy its medieval atmosphere, scenic views and deep connection to local wine culture.

Meeting and pickup

Meeting point

07:30 am , at Piazzale Montelungo (Montelungo Square), An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

End point

07:30 am , at Piazzale Montelungo (Montelungo Square), An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

Additional information

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • 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
  • No vegetarian or gluten-free options available

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reviews

4.9 (41)
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€155.00 per person
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Operated by CAF Tour and Travel - Gray Line Florence · Booked through Viator
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