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Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

41 Reviews 4.95 out of 5 stars Based on 41 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 98% of reviewers
98% of reviewers gave this experience a rating of 4 or higher.
|
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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from $174.97 per person

Lowest Price Guarantee
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Don't miss out!
On average, this is booked 24 (0) days in advance.
11 hours (approx.)
Mobile ticket
Offered in: English
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
See 5 moreSee 4 more

Meeting Location

Meeting point

Piazzale Montelungo
50129 Firenze FI, Italy

Show on Google Maps

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

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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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, 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.
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1 hour 40 minutes Admission Ticket Free

Show 3 more stops

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
  • No vegetarian or gluten-free options available

Frequently Asked Questions (7)

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 (CET). Read more Apr 2025

Cancellation Policy

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

Still have questions?

We're here to help.
Activity code: C-2428P261

Traveler Photos

Reviews

4.95
41 reviews

Average 4.95 out of 5 stars based on 41 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
40
4 stars
0
3 stars
1
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 24 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

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 (CET).
Apr 2025
Q: What's included in the price?
A:
The following is 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.
The following is NOT included:
  • Hotel pick-up and drop-off.
Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 13. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Small Group Tuscany Tour Montepulciano, Montalcino and Cortona is as follows:

  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Small Group Tuscany Tour Montepulciano, Montalcino and Cortona will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • 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

Additional Info

Activity name

  • 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
  • No vegetarian or gluten-free options available
  • This tour/activity will have a maximum of 20 travelers

Report Product Issue

Activity name