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Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

4.8 · 36 reviews on Viator & Tripadvisor ⏱ 11h ✓ Free cancellation
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

At a glance

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona is a 11h small-group experience in Florence, Italy, operated by CAF Tour and Travel - Gray Line Florence. Travellers rate it 4.8 out of 5 across 36 reviews on Viator and Tripadvisor. Prices start from $177.52 per person, and free cancellation is available. 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.

Highlights

  • Small group of up to 20 people for a more personal experience
  • Free cancellation for flexible planning
  • 4 stops in one well-planned itinerary

Quick facts

Duration
11h
Group
Small group, up to 20 travellers
Languages
English
Pickup
Meet at the start point
Confirmation
Instant confirmation
Ticket
Mobile or paper ticket accepted
Cancellation
Free cancellation (see policy)

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

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

Not included

  • Hotel pick-up and drop-off

Itinerary

  1. Stop 1 · 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. Stop 2 · 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. Stop 3 · 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. Stop 4 · 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 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.

Good to know

  • 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.

Frequently asked questions

How long does the Small Group Tuscany Tour Montepulciano, Montalcino and Cortona take?

The experience lasts about 11h.

How much does it cost?

Prices start from $177.52 per person. The final price depends on the date, time and number of travellers, and is confirmed on Viator before you pay.

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.

Where does it start?

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.

Can I cancel?

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

Which languages is it offered in?

It is guided in English.

Is it worth it?

Travellers rate it 4.8 out of 5 across 36 reviews on Viator and Tripadvisor, which places it among the top-rated experiences in Florence.

From $177.52 · Check availability