Discover the enchanting towns of San Gimignano and Monteriggioni in Tuscany with a wine tasting experience. Explore the Chianti countryside and enjoy a worry-free private tour with expert drivers and local guides.
Discover the enchanting towns of San Gimignano and Monteriggioni in Tuscany with a wine tasting experience. Explore the Chianti countryside and enjoy a worry-free private tour with expert drivers and local guides.
- San Gimignano - San Gimignano is one of Tuscany’s most charming and renowned small medieval hilltop towns. Its name, meaning the ‘Town of Fine Towers,’ highlights its famous, well-preserved medieval towers and surrounding walls, creating a distinctive skyline. Within the walls, visitors can admire impressive buildings showcasing remarkable…
- San Gimignano - San Gimignano is one of Tuscany’s most charming and renowned small medieval hilltop towns. Its name, meaning the ‘Town of Fine Towers,’ highlights its famous, well-preserved medieval towers and surrounding walls, creating a distinctive skyline. Within the walls, visitors can admire impressive buildings showcasing remarkable Romanesque and Gothic architecture.
- Chianti Road - Journey through the Chianti region. This Tuscan area is celebrated for its endless rolling hills adorned with grain or sunflowers, and a lush green valley filled with vineyards. It’s no surprise that this region, including Castellina, is protected as a UNESCO World Heritage Site. The picturesque Etruscan village features a fortress dating back to the 15th century. Wine tasting is included.
- Monteriggioni - Monteriggioni is a medieval walled town situated on a natural hillock, constructed between 1214 and 1219. During the Middle Ages, it served as a strategic defensive fortification in the conflicts between Siena and Florence. The town successfully resisted numerous attacks from both the Florentines and the forces of the Bishop of Volterra.

- Air-conditioned, insured, and licensed vehicle
- Professional English-speaking driver
- Hotel pickup and dropoff included
- Local licensed expert tour guide
- Option to upgrade to private guide
- Enjoy a wine tasting experience
- Air-conditioned, insured, and licensed vehicle
- Professional English-speaking driver
- Hotel pickup and dropoff included
- Local licensed expert tour guide
- Option to upgrade to private guide
- Enjoy a wine tasting experience
- Lunch, Food and drinks
- Tipping is not included in our service fees, it is never mandatory although it is always appreciated
- Lunch, Food and drinks
- Tipping is not included in our service fees, it is never mandatory although it is always appreciated
Embark on an unforgettable journey and capture memories of these iconic sites:
• San Gimignano
• Monteriggioni
• Chianti countryside area.
Relish Wine Tasting in the captivating Tuscany countryside! Spend a day discovering the scenic landscapes and unique small towns that Tuscany has to offer.
Option to upgrade with a licensed local guide.
Choose…
Embark on an unforgettable journey and capture memories of these iconic sites:
• San Gimignano
• Monteriggioni
• Chianti countryside area.
Relish Wine Tasting in the captivating Tuscany countryside! Spend a day discovering the scenic landscapes and unique small towns that Tuscany has to offer.
Option to upgrade with a licensed local guide.
Choose between Private or Shared Tour.
Your Private Tour Experience is worry-free and secure, conducted solely with:
• Skilled Professional English-Speaking Drivers
• Chosen local Expert Licensed Tour Guides (when booked)
• Greeted by private licensed, fully-insured, and air-conditioned comfort Vehicles
- Air-conditioned, fully insured and licensed legal vehicle with professional English-speaking Driver
- Option Private Tour: This is a private Tour. Only your group will participate. Private Tour can be modified and/or customized (even while on tour)
- Option Shared Tour: Solution with a lower price dedicated to travelers sharing the vehicle with a small group (up to 8 people per vehicle). Not customizable. It is not possible to include attractions tickets purchased by your own
- Wine Tasting: Minimum drinking age is 18 (soft drinks instead wine)
- One Infant seat available on request
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.