Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
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
- 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
Meeting Location
Piazzale Montelungo
50129 Firenze FI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
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Cortona
1 hour 30 minutes Admission Ticket Free
Montepulciano
2 hours Admission Ticket Free
Val D'Orcia
20 minutes Admission Ticket Free
Montalcino
1 hour 40 minutes Admission Ticket Free
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
- 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
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Small Group Tuscany Tour Montepulciano, Montalcino and Cortona?
Cancellation Policy
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Activity code: C-2428P261
Traveler Photos
Reviews
Average 4.95 out of 5 stars based on 41 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from City Sky Diving customers.
Filter by:
- 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).
- 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.
The minimum age to participate is 13. This tour requires at least one adult to accompany children..
Apr 2025If 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 2025Accessibility 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
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 City Sky Diving. 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 2024Once 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 2026What'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
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
- 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
