Tuscany’s historic gems await on this small group tour departing from Florence. Visitors will journey through the medieval cities of Siena and San Gimignano, marveling at their architectural wonders and cultural heritage. In the picturesque Chianti countryside, a family-owned winery offers an immersive Tuscan experience – complete with a traditional lunch and wine tasting. With an intimate group size and knowledgeable guides, this tour promises an engaging and authentic exploration of the region’s stunning landscapes and gastronomic delights. While the itinerary covers all the highlights, there’s an intriguing element that may just leave you wanting more.

Key Points

Florence: Siena, San Gimignano and Chianti Small Group Tour - Key Points

  • A guided tour exploring medieval towns, the Tuscan countryside, and offering opportunities to savor the region’s renowned cuisine and wines.
  • Visits the architectural wonders of Siena and San Gimignano, providing an engaging introduction to these Tuscan destinations.
  • Includes a traditional Tuscan lunch and wine tasting at a family-owned winery in the Tuscan countryside.
  • Accommodates a small group size of up to 25 people, offering a more personalized and immersive experience.
  • Provides a 9-hour excursion departing from Florence and returning to the city, allowing for a comprehensive Tuscan adventure.
You can check availability for your dates here:

Tour Overview

Florence: Siena, San Gimignano and Chianti Small Group Tour - Tour Overview

The Florence: Siena, San Gimignano and Chianti Small Group Tour offers a guided exploration of medieval towns, the Tuscan countryside, and opportunities to savor the region’s renowned cuisine and wines over the course of a 9-hour excursion.

Participants will discover the architectural wonders of Siena and San Gimignano, stroll through rolling hills, and visit a family-owned winery for a traditional Tuscan lunch and wine tasting.

With a small group size of up to 25 people, the tour provides a personalized experience. Highlights include a guided walking tour of Siena, free time to explore the towns, and scenic drives through the picturesque Chianti region.

The tour includes transportation, a knowledgeable guide, and select entry tickets.

Itinerary Breakdown

Florence: Siena, San Gimignano and Chianti Small Group Tour - Itinerary Breakdown

After departing from Florence, the tour first travels to Siena, located approximately 1.5 hours away. Upon arrival, participants embark on a guided walking tour of the medieval city for around 75 minutes, exploring its renowned Cathedral and other architectural highlights. Afterwards, the group is granted an hour of free time to further discover Siena at their own pace.

The journey then continues to the Tuscan countryside, just 35 minutes from Siena. Here, the group enjoys a traditional Tuscan lunch and wine tasting at a family-owned winery, savoring the flavors of the region. The tour then moves on to the medieval town of San Gimignano, where participants have 1.5 hours to explore its iconic towers and historic sights before returning to Florence, arriving approximately 75 minutes later.

Destination Duration
Siena 2 hours 15 minutes
Tuscan Countryside 1 hour 30 minutes
San Gimignano 1 hour 30 minutes
Total Tour Duration 9 hours

Guided Tour of Siena

Florence: Siena, San Gimignano and Chianti Small Group Tour - Guided Tour of Siena

Upon arriving in Siena, the group embarks on a guided walking tour of the medieval city, exploring its renowned Cathedral and other architectural highlights.

The tour guide leads the way through the historic center, sharing insights into Siena’s rich history and cultural significance. Visitors marvel at the striking Romanesque-Gothic Cathedral, admiring its intricate facade and ornate interiors.

The group also visits the Piazza del Campo, the iconic shell-shaped town square that hosts the famous Palio horse race twice a year. As they stroll through the winding streets, participants gain a deeper appreciation for Siena’s well-preserved medieval character and the city’s enduring traditions.

The guided tour provides an engaging and informative introduction to this enchanting Tuscan destination.

Exploring Tuscan Countryside

Florence: Siena, San Gimignano and Chianti Small Group Tour - Exploring Tuscan Countryside

Following the guided tour of Siena, the group then ventures into the picturesque Tuscan countryside, where they’ll discover the region’s natural beauty and savor the flavors of its renowned wines.

After a short drive, they’ll arrive at a family-owned winery nestled among the rolling hills and vineyards.

Here, they’ll enjoy a traditional Tuscan lunch paired with a delightful wine tasting, learning about the local grape varieties and winemaking process.

The views from the winery are simply breathtaking, showcasing the quintessential Tuscan landscape of cypress trees, olive groves, and medieval hilltop towns in the distance.

This immersive experience allows the group to truly appreciate the essence of the Chianti region and its rich cultural heritage.

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Winery Lunch and Tasting

Florence: Siena, San Gimignano and Chianti Small Group Tour - Winery Lunch and Tasting

The group next visits a family-owned winery nestled among the rolling hills and vineyards of the Tuscan countryside, where they’ll savor a traditional Tuscan lunch paired with a delightful wine tasting.

During the 1.5-hour experience, guests will indulge in a menu featuring local specialties like crostini, pasta, and seasonal produce, all complemented by the winery’s own vintages.

The friendly owners share the history and craftsmanship behind their wine-making process, allowing visitors to gain a deeper appreciation for the region’s unique terroir.

It’s a truly immersive and authentic Tuscan experience that will leave the group’s palates delighted and their spirits high as they continue their journey through this picturesque landscape.

Visit to San Gimignano

Florence: Siena, San Gimignano and Chianti Small Group Tour - Visit to San Gimignano

Departing the winery, the group travels to the medieval town of San Gimignano, where they’ll have 1.5 hours to explore its iconic skyline of towering stone structures and enjoy the town’s rich history.

This UNESCO World Heritage Site is renowned for its well-preserved medieval architecture, including the 14 remaining towers that once numbered 72.

Visitors can:

  • Wander the winding cobblestone streets and marvel at the stunning medieval buildings
  • Climb one of the towers for panoramic views of the Tuscan countryside
  • Discover the town’s historic squares, churches, and piazzas
  • Indulge in the local cuisine, including the famous Vernaccia white wine

With ample time to soak in the atmosphere, the group departs San Gimignano, returning to Florence after an unforgettable day in Tuscany.

Return Journey to Florence

Florence: Siena, San Gimignano and Chianti Small Group Tour - Return Journey to Florence

Winding down the day, the group boards the coach for the 75-minute return journey to Florence, capping off an unforgettable exploration of Siena, San Gimignano, and the Chianti region.

Along the way, passengers enjoy the scenic countryside, with its rolling hills, vineyards, and medieval villages. The guide offers insights into the history and culture of this picturesque corner of Tuscany.

As the coach approaches the Florentine skyline, tour-goers reflect on the day’s highlights – the grandeur of Siena’s Duomo, the charming towers of San Gimignano, and the delightful Tuscan cuisine and wine.

The tour has provided a comprehensive taste of the region’s treasures, leaving the group eager to return and discover more of this captivating area.

Accessibility and Dietary Requests

Florence: Siena, San Gimignano and Chianti Small Group Tour - Accessibility and Dietary Requests

Notably, the tour isn’t suitable for people with mobility impairments or wheelchair users, as the itinerary involves navigating cobblestone streets and uneven terrain in the historic towns. However, the tour operator does accommodate vegetarian dietary requests if made at the time of booking.

While the tour may pose accessibility challenges, the experience offers a captivating glimpse into Tuscany’s rich heritage and culinary delights:

  • Explore the medieval wonders of Siena and San Gimignano
  • Savor authentic Tuscan flavors at a family-owned winery
  • Enjoy the breathtaking Chianti countryside
  • Discover the region’s centuries-old traditions and architecture

Frequently Asked Questions

Florence: Siena, San Gimignano and Chianti Small Group Tour - Frequently Asked Questions

Can I Bring My Own Food and Drink on the Tour?

According to the tour details, bringing your own food and drink is not allowed. The tour includes a traditional Tuscan lunch and wine tasting at a family-owned winery, which are part of the tour experience.

Are There Any Age Restrictions for the Tour Participants?

The tour doesn’t have any age restrictions. Children of all ages are welcome to participate. However, the tour may not be suitable for very young children as it involves walking and spending time at historical sites.

Are There Any Additional Fees or Costs Not Mentioned in the Inclusions?

There are no additional fees or costs mentioned beyond what’s included in the tour. The price covers transportation, guides, all activities, and meals. However, travelers should budget for personal expenses like souvenirs or optional upgrades not specified in the inclusions.

Can I Request a Private Tour Instead of a Small Group Tour?

Yes, you can request a private tour instead of a small group tour. Private tours are available upon request and may incur an additional fee. This option allows for a more personalized experience with the guide.

Is There an Option to Extend the Tour Duration or Visit Additional Locations?

Yes, there are options to extend the tour duration or visit additional locations. Customers can inquire about customized itineraries that cater to their specific interests and needs, which may include longer tours or stops at other Tuscan destinations.

Recap

This Tuscany small group tour offers an immersive experience of the region’s historic gems.

Travelers will explore the medieval cities of Siena and San Gimignano, discover the picturesque Chianti countryside, and indulge in a traditional winery lunch and tasting.

With knowledgeable guides and an intimate group setting, participants can expect an engaging and authentic journey through Tuscany’s stunning landscapes and gastronomic delights.

You can check availability for your dates here: