Overview
1. Hotel Pickup in Rome
2. Scenic Drive Through Tuscany
3. Explore San Gimignano
Discover the "Medieval Manhattan," famous for its striking stone towers, charming cobblestone streets, artisan boutiques, panoramic viewpoints, and local gelato. Enjoy free time to explore at your own pace.
4. Tuscan Winery Experience
Visit a local winery nestled among the vineyards. Learn about traditional Tuscan winemaking while enjoying a guided tasting of carefully selected regional wines, accompanied by local specialties.
5. Visit Historic Siena
Continue to the UNESCO World Heritage city of Siena. Wander through its medieval streets, admire the magnificent Piazza del Campo, visit the impressive Siena Cathedral (optional), browse local shops, or simply soak in the city's unique atmosphere.
6. Relaxing Return to Rome
What's Included
- Hotel Pick-up and Drop Off
- Private wine tasting
- All Fees and Taxes
- Air-conditioned vehicle
- A professional tour driver
- Meals and Entrance fees
- Gratuities at customer's discretion
- On-board WI-FI
Meeting and Pickup
What To Expect
Leave the bustle of Rome behind and enjoy a full-day journey through the heart of Tuscany. Travel in comfort with your personal English-speaking tour driver to the medieval hill town of San Gimignano, famous for its iconic towers, charming piazzas, artisan shops, and spectacular countryside views.
Continue to the historic city of Siena, where you can stroll through its narrow medieval streets, admire the magnificent Piazza del Campo and Siena Cathedral, and soak up the city's timeless atmosphere. Along the way, stop at a local winery to sample a selection of Tuscan wines paired with regional specialties, while learning about the area's renowned winemaking traditions.
Your driver remains at your disposal throughout the day, ensuring a relaxed, flexible, and memorable experience before returning to Rome.
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Dress comfortable casual
- During the day, you'll hear your private tour driver's fun explanations on what you will see. He will assist and guide you through the day, but will not enter sites directly with you.
- It's illegal to serve alcohol to people age 18 and under
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Tuscany Wine Tour?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-8314P13
Traveler Photos
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).
- Hotel Pick-up and Drop Off.
- Private wine tasting.
- All Fees and Taxes.
- Air-conditioned vehicle.
- A professional tour driver.
- Meals and Entrance fees.
- Gratuities at customer's discretion.
- On-board WI-FI.
There is no minimum age for this tour, so bring your wee one along for an adventure..
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 Tuscany Wine Tour is as follows:
- Wheelchair accessible
- Transportation options are wheelchair accessible
- 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 Tuscany Wine Tour 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
- Hotel Pick-up and Drop Off
- Private wine tasting
- All Fees and Taxes
- Air-conditioned vehicle
- A professional tour driver
- Meals and Entrance fees
- Gratuities at customer's discretion
- On-board WI-FI
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Dress comfortable casual
- During the day, you'll hear your private tour driver's fun explanations on what you will see. He will assist and guide you through the day, but will not enter sites directly with you.
- It's illegal to serve alcohol to people age 18 and under
