Florence: Siena, San Gimignano, & Chianti Wine Tasting

Tuscany is a captivating region, brimming with historic cities, rolling vineyards, and breathtaking landscapes. This guided tour from Florence promises an immersive experience, exploring the medieval charm of Siena, the hilltop town of San Gimignano, and the renowned Chianti wine country. Visitors can expect to wander picturesque streets, marvel at iconic cathedrals, and savor local flavors – all while gaining a deeper appreciation for the rich cultural heritage of this enchanting corner of Italy.

Key Points

• This full-day excursion from Florence explores the medieval cities of Siena and San Gimignano, as well as the renowned Chianti wine region.
• The tour includes guided walking tours, a wine tasting and gourmet lunch at a family-run vineyard, and ample time to soak in the Tuscan culture.
• Highlights in Siena include the iconic Cathedral and Piazza del Campo, while San Gimignano is known for its traditional Vernaccia di San Gimignano wine.
• The journey to the Chianti region offers an immersive experience in the local viticulture, with a guided tour and tasting of several Chianti varietals.
• This small-group tour is conducted in English, with private transportation and an expert guide, and features a flexible cancellation policy.

You can check availability for your dates here:

Tour Overview

This Florence wine tasting tour is a full-day excursion that takes visitors to the historic cities of Siena and San Gimignano, as well as the renowned Chianti wine region.

Priced from $205.65 per person, the tour lasts 9 hours and is limited to 14 participants. It’s conducted in English and can be booked with a flexible cancellation policy.

Highlights include guided walking tours, a visit to Siena Cathedral, wine tasting, and a gourmet lunch.

Transportation is provided via private air-conditioned vehicles, and the tour starts from Piazza della Repubblica in central Florence.

Exploring Siena

After departing Florence, the tour first visits the historic city of Siena.

The group embarks on a guided walking tour, exploring Siena’s well-preserved medieval streets and piazzas. The highlight is the impressive Siena Cathedral, an architectural gem dating back to the 13th century. Visitors marvel at the cathedral’s distinctive black and white striped marble façade and intricate Gothic interiors.

The tour then moves to Piazza del Campo, the iconic shell-shaped public square that hosts the famous Palio horse race twice a year. With its stunning architecture and rich history, Siena offers a captivating glimpse into Tuscany’s past.

Discovering Chianti Vineyards

After departing Siena, the tour heads to the picturesque Chianti region, known for its world-renowned wines.

At a family-run vineyard, guests embark on a guided tour, learning about the wine-making process from grape to bottle. The highlight is a tasting session, where they sample several renowned Chianti varietals, paired with a gourmet lunch.

Participants delight in the opportunity to enjoy the local culture, savoring the robust flavors and scenic countryside. This hands-on experience provides a deeper appreciation for Tuscany’s celebrated viticulture and the art of wine appreciation.

Discovering San Gimignano

The next stop on the tour is the medieval hilltop town of San Gimignano.

After a scenic drive through the Tuscan countryside, the group arrives in this well-preserved town famous for its impressive towers.

A guided walking tour takes visitors through the historic center, exploring the narrow streets, charming piazzas, and medieval architecture.

San Gimignano is also known for its traditional Vernaccia di San Gimignano white wine and handcrafted artisan products.

San Gimignano is renowned for its traditional Vernaccia di San Gimignano white wine and exquisite handcrafted artisan products.

Visitors can enjoy free time to browse the local shops, savor gelato, and soak in the town’s timeless ambiance before continuing the day’s journey.

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Included Amenities

The Florence wine tasting tour includes several amenities to enhance the experience.

Guests will enjoy the services of an expert English-speaking guide who provides insightful commentary throughout the day.

Plus, the tour includes private air-conditioned transportation, allowing for a comfortable and scenic journey between destinations.

Lastly, a gourmet lunch with wine pairing is provided at a family-run vineyard in the Chianti region, offering a chance to savor the local flavors and pair them with exceptional regional wines.

• Expert English-speaking guide

• Private air-conditioned transportation

• Gourmet lunch with wine pairing

Meeting Point and What to Bring

Guests will meet for the Florence wine tasting tour at Piazza della Repubblica, by the Carousel. Participants are advised to arrive 15 minutes early. The tour requires comfortable shoes, as there will be extensive walking during the day. Large bags, luggage, and baby strollers are not allowed on the tour.

| What to Bring | Not Allowed |

| — | — |

| Comfortable Shoes | Baby Strollers |

| – | Luggage |

| – | Large Bags |

The tour cannot accommodate dietary restrictions for vegans or celiacs, so guests with such requirements should contact the provider after booking.

Customer Feedback

Customers have overwhelmingly praised the Florence wine tasting tour, with an impressive overall rating of 4.9 out of 5 based on 167 reviews.

Participants applauded the guides’ knowledge and professionalism, noting the personalized experiences, especially for solo travelers. Some suggested desired more free time for shopping or exploration, but overall, the tour received rave reviews:

• Guides lauded for their expertise and attentiveness

• Personalized experiences, especially appreciated by solo travelers

• A few participants desired more independent exploration time

Frequently Asked Questions

Is There a Dress Code for the Tour?

There is no formal dress code for this tour. Comfortable, casual clothing and sturdy walking shoes are recommended. The tour involves some walking, so participants should dress appropriately for the weather and activities.

Can I Bring My Own Food and Beverages?

No, you can’t bring your own food or beverages. The tour includes a gourmet lunch with wine pairing at a family-run Chianti vineyard. Outside food and drinks are not permitted during the tour.

Are There Any Bathroom Breaks Along the Way?

Yes, there are scheduled bathroom breaks throughout the tour. The itinerary includes stops at appropriate facilities to ensure participants’ comfort and convenience during the 9-hour excursion.

How Physically Demanding Is the Walking Involved?

The walking on this tour is moderately demanding, with guided tours in Siena and San Gimignano lasting around 1.5 hours each. Participants should wear comfortable shoes and be prepared for some extended periods of walking and standing.

Is There an Option to Extend the Tour Duration?

The tour does not currently offer an option to extend the duration. However, customers can inquire about customizing the tour or adding additional stops based on their interests and preferences. The standard 9-hour itinerary is fixed.

The Sum Up

This Tuscan tour offers a captivating blend of medieval history, picturesque landscapes, and renowned wines. Stroll through Siena’s charming streets, marvel at San Gimignano’s iconic towers, and savor the flavors of Chianti at a family-owned vineyard. It’s an immersive experience that showcases the essence of Tuscany, making it an unforgettable day trip from Florence.

You can check availability for your dates here: