Discover the enchanting beauty of Siena and San Gimignano with a delightful day tour that includes a delicious lunch at a family farm in the picturesque Chianti Hills. Explore the UNESCO-listed Piazza del Campo, marvel at the stunning architecture, and learn about the rich history. Afterward, savor a 3-course meal featuring homemade pasta and local wines at a charming winery before wandering through the medieval streets of San Gimignano, renowned for its iconic towers and artisan shops. This is an experience you won’t soon forget.
Key Points

- Comprehensive 7-hour tour exploring the UNESCO-listed cities of Siena and San Gimignano, with a winery experience and 3-course lunch at a family-run farm.
- Discover the architectural splendor of Siena’s Piazza del Campo, known for its historical significance and use as a medieval marketplace.
- Enjoy a guided tour of a Chianti winery, with wine tastings and a homemade pasta lunch featuring local ingredients.
- Spend an hour exploring the medieval town of San Gimignano, renowned for its well-preserved towers and artisan shops.
- Convenient hotel pickup, private transportation, and flexible cancellation policy make this tour an inclusive and hassle-free experience.
Tour Overview and Pricing

This tour provides a comprehensive experience, allowing visitors to explore the historic cities of Siena and San Gimignano.
Priced from €220.00 per person, the 7-hour tour includes convenient hotel pickup, private transportation, and a delightful 3-course lunch at a family-run farm in the Chianti Hills.
Along with wine tastings and a vineyard tour, the itinerary features guided visits to the UNESCO-listed Piazza del Campo in Siena and the medieval town of San Gimignano.
Travelers can also enjoy a scenic photo stop in the picturesque Chianti countryside.
The tour offers free cancellation up to 24 hours in advance and a reserve now, pay later option.
Here are more experiences we've reviewed in Florence
Itinerary Highlights

The tour begins with a convenient pickup from your hotel or local address in Florence.
The tour begins with a convenient pickup from your hotel or local address in Florence.
Your first stop is the UNESCO-listed Piazza del Campo in Siena, where you’ll explore the city’s architectural splendor for 1.5 hours.
Next, you’ll visit a family-run farm in the Chianti Hills for a 1.5-hour winery experience, featuring homemade pasta, wine tastings, and olive oil.
Then, you’ll discover the medieval town of San Gimignano, known for its towers and artisan shops, for 1 hour.
Finally, you’ll enjoy a 20-minute photo opportunity in the picturesque Chianti Hills.
-
Explore Siena’s Piazza del Campo
-
Enjoy a winery experience with lunch
-
Discover the medieval town of San Gimignano
-
Take in the beauty of the Chianti Hills
Siena Visit

Your Siena visit begins with an exploration of the UNESCO-listed Piazza del Campo, the renowned central square of the historic city.
Soak in the architectural splendor as you wander through the shell-shaped plaza, taking in the iconic Palazzo Pubblico and the soaring Mangia Tower.
Your knowledgeable guide reveals the square’s rich history and significance, from its use as a medieval marketplace to its annual Palio horse race.
With 1.5 hours to immerse yourself, you’ll discover the charm and essence of this Tuscan gem, leaving with a deeper appreciation for Siena’s well-preserved medieval character.
Winery Experience

Next, the tour participants venture to a family-run farm nestled in the Chianti Hills.
At the winery, they enjoy:
-
A 3-course lunch featuring homemade pasta, local wine, and olive oil.
-
Six wine tastings to sample the farm’s renowned Chianti varietals.
-
A guided tour of the vineyards and olive groves, learning about the family’s sustainable farming practices.
-
Time to browse the on-site shop, purchasing bottles of wine and jars of olive oil as souvenirs.
This immersive winery experience offers travelers a true taste of Tuscan hospitality and the region’s renowned culinary traditions.
More Great Tours NearbySan Gimignano Visit

After enjoying the winery experience, the tour moves on to the medieval town of San Gimignano.
Visitors will have an hour to explore this UNESCO-listed site, known for its iconic towers and charming artisan shops.
Visitors can spend an hour exploring the UNESCO-listed San Gimignano, renowned for its iconic towers and artisan shops.
Stroll through the winding streets, admire the well-preserved architecture, and stop for photos at the scenic viewpoints.
San Gimignano’s tower-dotted skyline and quaint atmosphere offer a glimpse into Italy’s past.
This compact visit provides ample time to soak in the town’s medieval ambiance before heading back to Florence.
Here are more experiences we've reviewed in Florence
- Tuscany Day Trip From Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
- Wine Safaris: off Road Tuscany Wine Tours and Lunch From Florence
- Cooking Class and Lunch at a Tuscan Farmhouse With Local Market Tour From Florence
- Chianti Wineries Tour With Tuscan Lunch and San Gimignano
- Siena and San Gimignano: Small-Group Tour With Lunch From Florence
- Explore Chianti on a Vespa: Tour, Guide & Lunch From Florence
Photo Stop

Following the picturesque drive through the Chianti Hills, the tour provides a 20-minute photo opportunity to capture the stunning countryside vistas.
This scenic stop offers:
-
Panoramic views of rolling hills, vineyards, and medieval towers.
-
Perfect lighting for capturing the golden hues of the Tuscan landscape.
-
Ample time to frame the ideal composition and snap memorable photos.
-
A chance to stretch your legs and breathe in the fresh, fragrant air.
This photo stop is a highlight, allowing you to immortalize the breathtaking Chianti scenery.
Transportation and Driver Information

The private transportation for this tour is provided in an air-conditioned 7-seat minivan.
A dedicated English-speaking driver-escort accompanies the group throughout the day, ensuring a seamless and informative experience.
Pickup and drop-off are included at no extra charge within the designated province, allowing for convenient and hassle-free transportation to and from the tour destinations.
The air-conditioned vehicle provides a comfortable and relaxing journey, allowing travelers to sit back and enjoy the scenic countryside as they transition between the historic towns of Siena and San Gimignano.
Frequently Asked Questions

Can I Book the Tour for a Group of 10 People?
Yes, you can book the tour for a group of 10 people. The private transportation in an air-conditioned 7-seat minivan can accommodate a group of this size, and the tour includes hotel pickup and drop-off for the entire group.
Is It Possible to Customize the Itinerary to Include Additional Stops?
Yes, the tour can be customized to include additional stops. The provider is flexible and willing to accommodate special requests from larger groups. Simply discuss your desired itinerary changes with the booking agent when making the reservation.
Do I Need to Bring Any Special Equipment or Attire for the Farm Visit?
No special equipment or attire is required for the farm visit. Comfortable walking shoes and weather-appropriate clothing are recommended to fully enjoy the experience. The tour operator can provide any necessary details about the farm visit.
Are Vegetarian or Gluten-Free Options Available for the Lunch?
Yes, the tour provider offers vegetarian and gluten-free options for the lunch at the family farm. Guests can request these dietary accommodations when booking the tour or by informing the driver-escort prior to the farm visit.
Is There a Discount Available for Children or Seniors?
Yes, the tour offers discounts for children and seniors. Children under 8 years old receive a 50% discount, while seniors (65+) get a 10% discount on the tour price.
The Sum Up

This enchanting day tour offers an unforgettable experience, blending the historic charm of Siena and San Gimignano with a delightful lunch at a family farm in the Chianti Hills. Explore UNESCO-listed landmarks, savor homemade pasta and local wines, and learn about the medieval atmosphere of these picturesque Tuscan towns. It’s the perfect way to discover the region’s rich cultural heritage and stunning natural beauty.
You can check availability for your dates here:More Tours in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
- Florence Medici Bike Tour Cycle Through History and Power
More Tour Reviews in Florence
- Florence: Cathedral Duomo Tour with Local Guide
- Fiesole E-Bike Tour with Olive Oil Tasting or Pool & Chill
- Florence: Tuscan Cheese and Wine Tasting Experience
- Florence walking Tour: Music Headphones & Aperol Spritz
- Walking Tour: Florence Noir and Its Secrets
- Florence Old City Street Food Tour and Guided Sightseeing
Still browsing? Here are more Florence experiences we've covered recently
- What Are The Best 2-Hour Tours In Florence? Our Top 3 Picks
- Our Picks For The 13 Best Wine Tours In Florence
- The 12 Most Popular Workshops & Classes In Florence
- The 11 Best Dining Experiences In Florence
- 14 Best Tours In Florence
- Florence’s 10 Best Dinner Experiences (With Prices & Reviews)
- 14 Best Walking Tours In Florence (With Prices)
- Florence’s 3 Best Hiking And Trekking Tours
- 7 Must-Try Private Driver Services In Florence
- Florence’s 14 Top Food Tours
- 14 Of The Best Photography Experiences In Florence
- Our Picks For The 13 Best Pasta Experiences In Florence
