About This Tour
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
Final price may vary. Check availability for exact pricing.
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Final price may vary. Check availability for exact pricing.
TopTours Insights
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
This experience, "Small Group Tuscany Tour Montepulciano, Montalcino and Cortona", is a standout choice on TopTours thanks to its consistent reviews and balanced itinerary. Operated by CAF Tour and Travel, this experience keeps itineraries personal and flexible.
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Additional Information
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.
Special Instructions
Check in time and Meeting Point: at 07:30 am at Piazzale Montelungo 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. Our Contacts: Agency address: via dei Tavolini 15red - 50122 Firenze - Phone +39 055 29.55.72 or +39 055 28.32.00 - Whatsapp: +39 3458025842 - email address: tours@caftours.com • Please be advised that it is required to bring your original ID with you during the tour. • It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the Tour, nor to have a refund or reschedule the tour. • The tour is confirmed with minimum 4 participants •For the safety of all, please be informed that the services offered are designed to meet the needs of clients without motor disabilities or those not using wheelchairs. To safeguard the well-being of the client, the driver and/or accompanying personnel reserve the unequivocal right to reject the participation of clients with motor disabilities or using wheelchairs if they deem their presence may compromise the safety of the client or other participants. This decision will be made solely at the discretion of the driver and/or accompanying personnel, and the client shall not be entitled to compensation or refunds in the event of refusal of participation. Clients with motor disabilities or using wheelchairs are advised to inform the tour organizer in advance regarding their physical conditions and to consult a medical professional to determine if the proposed services are suitable for their specific needs. By accepting these terms and conditions, the client acknowledges having read, understood, and accepted the provisions concerning the participation of clients with motor disabilities or using wheelchairs, and agrees to abide by the unequivocal decisions of the driver and/or accompanying personnel regarding participation in the offered services.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Tour Operator
CAF Tour and Travel
Official supplier for this experience. Bookings are handled directly through Viator with verified partners.
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Guest Ratings
Total review count and overall rating based on Viator and Tripadvisor reviews
Based on 20 verified reviews
Average rating
Guest Reviews Preview
See what other travelers are saying about this experience
Freedom798449
Sep 29, 2025
Excellent Tuscany Tour!
We had an excellent time with Leo on our Tuscany...
Read full reviewmatthewcA5405ZW
Sep 29, 2025
Perfect time
Was absolutely the highlight of our Italy trip....
Read full reviewbarbaratE8215MO
Sep 15, 2025
Happy to see the Tuscan Sun
We took the small-group, day tour of Tuscany and...
Read full reviewH6329ARandrewm
Sep 12, 2025
Good trip, I’d recommend it.
My wife and I went to these 3 beautiful hidden...
Read full reviewpierresY6678ES
May 23, 2025
We salute you, Leo: great job!
Leo gave us the most fantastic tour of Tuscany's...
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Frequently Asked Questions
Common questions about Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
Who operates this experience?
This experience is operated by CAF Tour and Travel, a local food & drink provider.
What's included?
This tour includes 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), and Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar. Additional amenities and services are included. All inclusions are provided by the tour operator.
How long is this tour?
The experience lasts approximately 11 hours, giving you time to fully enjoy your chosen activity.
Can I cancel this tour?
Yes, you can cancel up to 24 hours before the scheduled departure time for a full refund.
What should I bring?
Come with an appetite and comfortable walking shoes. All food and beverages are included.
Will I receive instant confirmation?
Yes, you'll receive instant confirmation when you book.
What to expect on this tour?
This food & drink experience lasts approximately 11 hours and includes all necessary equipment and guidance. You'll have access to If option selected: Light Lunch in a unique and exclusive setting, an historic & underground cellar and more.
What's the best time to do this tour?
This culinary experience is typically best enjoyed during meal times, allowing you to fully appreciate the local food culture.
Are dietary restrictions accommodated?
Dietary restrictions may be accommodated depending on the tour. Please inform the operator of any dietary requirements when booking so they can make appropriate arrangements.
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