Set out on a captivating Tuscan adventure that takes you to the heart of Italy’s rich cultural heritage. Uncover the UNESCO-listed wonders of Siena, marvel at its striking Duomo, and scale the iconic Torre del Mangia for panoramic vistas. Then, venture to a family-run farm for a delectable wine tasting and 5-course lunch, savoring the region’s culinary traditions. But the journey doesn’t end there – discover the charming town of San Gimignano, famous for its medieval towers and renowned Vernaccia wine. Get ready to learn about the enchanting blend of history, architecture, and vibrant atmosphere that makes these Tuscan destinations truly captivating.
Key Points

- Explore the UNESCO-listed city of Siena, including its iconic Duomo and Torre del Mangia tower, and discover the local artisan workshops and traditional Sienese treats.
- Visit a family-run Tuscan farm winery for an informative wine tasting and savor a 5-course lunch featuring locally-sourced ingredients and the farm’s award-winning Chianti wines.
- Discover the historic town of San Gimignano, known for its well-preserved medieval towers and the renowned Vernaccia wine.
- Gain an understanding of the region’s rich culinary traditions and connect with the land and its people during the farm experience.
- Enjoy personalized pick-up service from Florence and return to the city around 4 PM.
Tour Overview

This private and exclusive tour offers personalized pick-up, allowing visitors to explore the stunning towns of Siena and San Gimignano while enjoying a delightful lunch at a family-run farm winery.
The day kicks off with a drive from Florence to the UNESCO-listed city of Siena, where you’ll have time to wander the ancient streets and markets at your own pace.
Next, you’ll visit a Tuscan farm to learn about wine production and indulge in a 5-course lunch complemented by wine tastings.
The final stop is the historic town of San Gimignano, famous for its medieval towers and artisan shops.
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Explore Siena

After indulging in the delightful lunch and wine tastings at the family-run farm, visitors can now explore the UNESCO-listed city of Siena at their own pace, wandering through its ancient streets and bustling markets.
From the stunning Piazza del Campo, the iconic cathedral, and the intricate Gothic architecture, to the lively artisan shops and charming cafes, Siena offers a captivating glimpse into Tuscany’s rich history and vibrant culture.
Highlights include:
- Admiring the striking Duomo, known for its distinctive black and white striped marble facade
- Climbing the 14th-century Torre del Mangia for panoramic views over the city
- Strolling through the winding alleyways, discovering hidden gems and local artisan workshops
- Sampling traditional Sienese treats like panforte and ricciarelli at the bustling Piazza del Campo
- Immersing yourself in the lively atmosphere of the Palio horse race, a centuries-old tradition.
Tuscan Farm Experience

Visitors embark on a delightful journey to a family-run Tuscan farm, where they’ll enjoy the region’s rich agricultural heritage and savor the flavors of homemade delicacies.
At the farm, they’ll learn about wine production, from grape to glass, and sample a range of Chianti wines during an informative tasting.
The highlight of the experience is a sumptuous five-course lunch, featuring fresh, locally-sourced ingredients like pasta, olive oil, and balsamic vinegar. As they dine, guests can soak in the charming, rustic ambiance and appreciate the artisanal craftsmanship that goes into every bite.
This Tuscan farm experience offers a unique opportunity to connect with the land and its people, leaving visitors with a deeper understanding and appreciation of the region’s culinary traditions.
Wine Tastings and Lunch

At the family-run Tuscan farm, guests savor a sumptuous five-course lunch complemented by a range of Chianti wine tastings, seeing the region’s rich culinary heritage.
The meal begins with a selection of antipasti, showcasing the farm’s homemade olive oil, balsamic vinegar, and artisanal cheeses.
This is followed by a pasta course, where guests indulge in freshly prepared dishes using local ingredients.
The main course features tender, slow-cooked meats, accompanied by seasonal vegetables.
To cleanse the palate, a refreshing sorbet is served before the meal concludes with a decadent dessert.
Throughout the experience, guests sip on the farm’s award-winning Chianti wines, gaining insights into the nuances of this iconic Italian varietal.
More Great Tours NearbyDiscover San Gimignano

Following the scenic lunch at the family farm, the tour then heads to the medieval town of San Gimignano, known for its striking skyline of towering stone structures.
Guests can stroll through the quaint, winding streets, discovering the town’s artisanal shops and browsing the local crafts on display.
From the iconic piazza to the magnificent cathedral, San Gimignano offers a window into Tuscany’s rich history and cultural heritage. Visitors can climb the famous medieval towers, admire the picturesque landscapes, and sample the renowned Vernaccia wine, a specialty of the region.
With its well-preserved architecture and charming atmosphere, San Gimignano is a true highlight of the day’s journey through the Tuscan countryside.
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Included in the Tour

This exclusive tour includes a personalized pick-up from your hotel or location in Florence, allowing for a seamless start to the day’s adventure. Throughout the journey, a knowledgeable local driver will provide insights and ensure a comfortable ride in a private, air-conditioned vehicle. Refreshing bottled water is also available for guests.
The tour includes:
- A self-guided exploration of the UNESCO-listed city of Siena
- A visit to a family-run farm winery, where you’ll learn about wine production and indulge in a delectable 5-course lunch paired with tastings
- Discovering the historic towers and charming artisan shops of San Gimignano
Hotel drop-off at the end of the day, around 4 PM.
Private Transportation

Why settle for anything less than a seamless, comfortable journey? This exclusive tour ensures a private, air-conditioned vehicle whisks you away, with a knowledgeable local driver providing insights throughout the day. Enjoy the convenience of personalized pickup, along with chilled bottled water to keep you refreshed. Your driver’s expertise ensures you navigate the picturesque Tuscan countryside with ease, allowing you to sit back, relax, and soak in the stunning scenery.
| Feature | Description |
|---|---|
| Vehicle | Private, air-conditioned |
| Driver | Knowledgeable local |
| Amenities | Bottled water provided |
The private transportation provided on this tour offers a truly stress-free and immersive experience, allowing you to focus on creating lasting memories in Siena and San Gimignano.
What to Expect

Set out on a journey through the enchanting Tuscan countryside, where you’ll discover the captivating towns of Siena and San Gimignano. Your private, air-conditioned vehicle will whisk you away from your hotel or designated meeting point, ensuring a seamless and comfortable start to your day.
Stroll through Siena’s medieval streets, marveling at its stunning architecture and bustling markets.
Indulge in a delectable 5-course lunch at a family-run farm winery, complete with wine tastings and local specialties.
Explore the UNESCO-listed town of San Gimignano, known for its iconic towers and charming artisan shops.
Learn about traditional Tuscan winemaking and production of olive oil and balsamic vinegar.
Return to Florence around 4 PM, with memories that will last a lifetime.
Frequently Asked Questions

Can I Request Dietary Restrictions or Preferences?
Yes, you can request dietary restrictions or preferences. The tour provider is happy to accommodate any special dietary needs during the included lunch at the family farm. Just let them know your requirements in advance.
Is the Tour Suitable for Children and Families?
The tour is suitable for families with children as it offers a personalized experience with flexibility. The winery visit and lunch can accommodate dietary needs, making it an enjoyable option for all ages.
What Is the Cancellation Policy for the Tour?
The tour has a flexible cancellation policy. Customers can cancel or modify their booking up to 24 hours before the start of the tour for a full refund. This allows for last-minute changes in travel plans.
Can I Bring My Own Wine or Food on the Tour?
No, guests cannot bring their own wine or food on the tour. The tour includes a 5-course lunch with wine tastings at the family farm, so outside food and beverages are not permitted. The tour experience is designed to be all-inclusive.
How Much Free Time Is Provided During the Tour?
The tour provides ample free time for guests to explore the towns at their own pace. In Siena, there’s self-guided time to wander the ancient streets, while in San Gimignano, visitors can discover the historic towers and shops.
Recap
This captivating tour of Siena and San Gimignano offers a delightful blend of history, culture, and gastronomy.
Admire the architectural wonders of Siena, savor a wine-paired lunch at a family farm, and discover the iconic towers of San Gimignano – all while immersed in the picturesque Tuscan countryside.
It’s an unforgettable experience that showcases the region’s rich heritage and culinary traditions.
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