As the winding roads unveil the hidden treasures of Tuscany, imagine yourself immersed in a tapestry of history and beauty with each stop on the Small Group Tour through San Gimignano, Siena, and Colle Val D’Elsa.
The allure of medieval architecture and the aroma of Tuscan wines linger in the air, beckoning travelers to embrace the charm of these picturesque towns. But what truly sets this journey apart lies in the intimate group setting and carefully crafted experiences that await.
Curiosity piqued, the promise of a unique adventure lingers, tempting the wanderlust in search of an unforgettable escapade filled with surprises and authentic discoveries.
Good To Know
- Explore medieval towns and iconic landmarks
- Enjoy wine tasting in the Chianti area
- Discover unique skylines in San Gimignano
- Experience vibrant atmosphere and history of Siena
Tour Details

Discover the intricate details of the small group tour exploring San Gimignano, Siena & Colle Val d’Elsa. Priced from $140.02 per person, this 11-hour journey offers an exclusive experience with a limited group size of 8 participants.
An English-speaking driver will guide you through the enchanting itinerary, starting from Villa Costanza to Siena, passing through Chianti Hills, a winery visit, Colle di Val d’Elsa, and finally San Gimignano. Highlights include exploring medieval towns, indulging in wine tasting in the Chianti area, visiting iconic landmarks, and admiring unique skylines.
The tour package encompasses transportation, wine tasting, a professional tour driver, free time in Siena, San Gimignano, and Colle Alta, lunch, and optional tips for a seamless and memorable experience.
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Activity Description

Enjoy a captivating journey through medieval towns and picturesque landscapes on the small group tour of San Gimignano, Siena & Colle Val d’Elsa.
Step back in time as you visit enchanting medieval towns, savoring the rich history and vibrant atmosphere they offer.
Indulge in delightful wine tasting in the renowned Chianti area, treating your palate to the flavors of the region.
Explore the cultural treasures of Siena and San Gimignano, from iconic landmarks to unique skylines that tell tales of centuries past.
Colle Alta in Colle Val d’Elsa awaits your discovery, offering a glimpse into its charm and allure.
This tour promises a perfect blend of history, culture, and sensory delights for all participants.
Itinerary

Set out on a captivating journey through the enchanting medieval towns and picturesque landscapes with the detailed itinerary for the small group tour of San Gimignano, Siena & Colle Val d’Elsa.
The day begins with a departure from Villa Costanza, leading to the exploration of Siena, where you’ll visit the iconic Piazza del Campo and Cathedral.
Next, indulge in a delightful wine tasting experience in the Chianti Area, followed by a visit to Colle Alta in Colle Val d’Elsa.
The adventure continues with an exploration of San Gimignano, renowned for its unique skyline.
Highlights

Indulge in a delightful wine tasting experience in the Chianti Area, savoring the rich flavors of the region’s renowned wines.
- Stroll through the charming medieval towns
- Taste the exquisite local wines
- Marvel at the iconic landmarks
- Get lost in the unique skylines of the towns
- Follow the ancient Via Francigena trail, rich in history and culture.
Inclusions
Discover what the tour includes to make the most of your exploration of San Gimignano, Siena, and Colle Val d’Elsa. Your journey will be seamless with transportation by a comfortable minivan and an English-speaking driver to guide you through each destination.
Enjoy the flavors of Tuscany with a delightful wine tasting experience in the Chianti Area. Enjoy the freedom of exploring Siena, San Gimignano, and Colle Alta at your own pace during the provided free time. A delicious lunch is included to recharge you for more adventures.
Plus, optional tips are available for those who wish to express their appreciation for exceptional service. Get ready to explore the heart of these enchanting medieval towns with all these fantastic inclusions.
- Florence: Duomo Cathedral Guided Tour
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Important Information
As visitors prepare for the small group tour of San Gimignano, Siena, and Colle Val d’Elsa, they should take note of the essential information provided to ensure a smooth and enjoyable experience.
- What to bring: Comfortable shoes, camera, water
- Not allowed: Pets
- Meeting point: Villa Costanza
- Group size: Limited to 8 participants
- Duration: 11 hours
Taking comfortable shoes, a camera to capture memories, and staying hydrated with water are key to enjoying the trip fully. Remembering that pets aren’t allowed ensures a hassle-free experience for all participants. The meeting point at Villa Costanza marks the beginning of an exciting journey, with a small group size guaranteeing a personalized and intimate exploration of these beautiful Italian destinations.
Frequently Asked Questions
Is There a Specific Dress Code for Visiting the Medieval Towns on This Tour?
While exploring medieval towns on the tour, participants are encouraged to wear comfortable attire and shoes suitable for walking. Dressing in layers is advised for changing weather conditions. Remember to bring a camera and stay hydrated.
Are There Any Restroom Facilities Available During the Tour Stops?
Restroom facilities are available during tour stops, ensuring convenience for participants. Travelers can easily access facilities while exploring the medieval towns, enjoying wine tasting in the Chianti area, and discovering iconic landmarks on the tour.
Are There Any Opportunities for Shopping or Souvenir Purchases During the Tour?
Yes, there are opportunities for shopping and souvenir purchases during the tour. Participants can explore local shops in Siena, San Gimignano, and Colle Val d’Elsa. It’s a chance to find unique items and gifts to remember the experience.
Can Special Dietary Requirements Be Accommodated for the Included Lunch?
Special dietary requirements can be accommodated for the included lunch on the small group tour. Travelers should inform the tour operator in advance to ensure a pleasant dining experience. Enjoy the culinary delights worry-free while exploring these picturesque destinations.
Is There a Minimum Age Requirement for Participants on This Tour?
There is no minimum age requirement for participants on this tour. It welcomes travelers of all ages to explore medieval towns, enjoy wine tasting, and discover iconic landmarks in San Gimignano, Siena, and Colle Val d’Elsa.
The Sum Up

Set out on a captivating journey through the enchanting landscapes of San Gimignano, Siena, and Colle Val D’Elsa with our Small Group Tour. Enjoy the rich history and vibrant culture of these medieval towns, all while enjoying personalized attention and a close-knit atmosphere.
With iconic landmarks, wine tasting in the Chianti area, and free time to roam at leisure, this tour promises a perfect blend of discovery and relaxation amidst the beauty of Tuscany.
You can check if your dates are available here:More Tours in Florence
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