Tuscany’s Chianti region and the enchanting town of San Gimignano offer a captivating blend of history, scenic beauty, and world-renowned wines. This small-group tour from Florence promises an immersive experience, guiding visitors through the area’s charming landscapes and inviting them to savor the rich flavors that have made this corner of Italy a premier destination. With expert commentary, exclusive wine tastings, and a traditional Tuscan lunch, the tour provides an opportunity to delve deeper into the cultural tapestry that has made Chianti and San Gimignano beloved by travelers from around the globe. What secrets and delights await those who embark on this enveloping journey?
Key Points

- Small-group Tuscan wine tour from Florence, including visits to two wineries in the Chianti region and a self-guided tour of the historic town of San Gimignano.
- Opportunity to taste Chianti red wine and Vernaccia di San Gimignano white wine, accompanied by a 2-hour lunch featuring regional cuisine in the Chianti Hills.
- Convenient transportation by minivan with hotel pick-up and drop-off, as well as an expert guide to provide insights and enhance the tour experience.
- Suitable for adults aged 99 and younger, with a maximum group size of 8 participants for an intimate and personalized exploration of the Tuscan wine region.
- Highly rated by previous participants, praised for its value, safety, service, and organization, offering an unforgettable experience in the picturesque Tuscan countryside.
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Contents
- Key Points
- Tour Overview and Pricing
- Itinerary and Experience
- Inclusions and Transportation
- Participant Information
- Customer Reviews and Ratings
- Explore San Gimignano’s Historic Charm
- Savor Chianti’s Renowned Wines
- Lunch in the Tuscan Hills
- Frequently Asked Questions
- Can I Bring My Own Food and Drinks on the Tour?
- Are There Any Dietary Restrictions for the Included Lunch?
- What Is the Dress Code for the Wine Tastings?
- How Much Walking Is Involved During the Tour?
- Is There an Option to Extend the Tour or Add Additional Activities?
- Recap
- Our Top Picks in Florence
- More Wine Tours in Florence
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Tour Overview and Pricing

The Tuscany: Chianti & San Gimignano Wine Tour from Florence offers a comprehensive wine tasting experience in the picturesque Tuscan countryside.
Priced from $279.85 per person, this small-group tour lasts 7 hours and is limited to just 8 participants. Travelers can cancel up to 24 hours in advance for a full refund, and they don’t have to pay anything upfront.
The tour includes wine tastings, lunch in the Chianti Hills, transportation by minivan, and a knowledgeable guide.
It’s not suitable for wheelchair users, those with mobility issues, or pregnant women.
Based on 2 reviews, the tour earns a perfect 5/5 rating for value, safety, service, and organization.
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Itinerary and Experience

Beginning the 7-hour tour, travelers depart from Piazza dei Cavalleggeri, 1 in Florence and embark on their journey.
The first stop is in San Gimignano, where participants enjoy a 45-minute self-guided tour of the historic town.
Next, the group visits two Tuscan wineries, spending one hour at each location for wine tasting.
Afterward, they indulge in a 2-hour lunch in the Chianti Hills, savoring the regional cuisine.
The tour concludes with an additional hour of wine tasting in the Chianti region before the return van travel to Florence.
Inclusions and Transportation

As the tour includes a range of services, participants can expect their experience to be comprehensive. The package includes wine tasting fees, a delicious lunch in the Chianti Hills, an expert tour guide, and round-trip transportation by minivan. Plus, hotel pick-up and drop-off, as well as tips, are all covered, ensuring a seamless and carefree day.
The meeting point for the tour is conveniently located at Piazza Cavalleggeri in Florence, in front of the staircase of the Biblioteca Nazionale. This comprehensive offering, combined with the small group size, allows for a personalized and immersive exploration of the Tuscan wine region.
| Inclusions | Transportation |
|---|---|
| Wine Tasting Fees | Minivan |
| Lunch | Hotel Pick-up/Drop-off |
| Tour Guide | – |
| Tips | – |
Participant Information

Participants for this Tuscany wine tour must meet certain criteria. The tour isn’t suitable for wheelchair users, people with mobility impairments, or pregnant women. The tour is open to adults aged 99 and younger.
Participants can expect:
- A small group size, limited to 8 people, ensuring a more intimate and personalized experience.
- Convenient hotel pick-up and drop-off, making transportation seamless.
- A knowledgeable tour guide to provide insights and enhance the overall enjoyment of the tour.
With these participant requirements in mind, travelers can look forward to an unforgettable journey through the picturesque Tuscan hills and vineyards.
More Great Tours NearbyCustomer Reviews and Ratings

The Tuscany wine tour boasts an impressive overall rating of 5/5 based on 2 reviews. Reviewers praised the excellent value for money, safety, service, and organization of the tour. As one reviewer, Nicholas, noted, the tour offered "beautiful scenery and knowledgeable staff." Another reviewer, Teresa, described it as an "unforgettable experience thanks to an excellent guide, Matteo."
| Criteria | Rating |
|---|---|
| Value for Money | 5/5 |
| Safety | 5/5 |
| Service | 5/5 |
| Organization | 5/5 |
These positive reviews highlight the high-quality experience this Tuscany wine tour provides.
Explore San Gimignano’s Historic Charm

Visitors to the tour can look forward to exploring the historic charm of San Gimignano, a medieval town renowned for its striking skyline of soaring towers.
This UNESCO World Heritage site offers a glimpse into the past, with its well-preserved architecture, charming piazzas, and quaint shops.
Guests will have the opportunity to:
- Wander through the town’s narrow, winding streets, lined with medieval buildings and towering stone structures.
- Marvel at the iconic 14th-century towers, some of which stand over 50 meters tall, offering panoramic views of the surrounding Tuscan countryside.
- Discover the town’s rich history, including its role as an important stop along the ancient Via Francigena pilgrimage route.
Savor Chianti’s Renowned Wines

After exploring the historic charm of San Gimignano, you will savor the renowned wines of Chianti. The tour visits two wineries in the Tuscan hills, where guests will have the opportunity to taste Chianti red wine and Vernaccia di San Gimignano white wine. During the wine tastings, participants can learn about the winemaking process and the unique terroir of the region.
| Chianti Red Wine | Vernaccia di San Gimignano White Wine |
|---|---|
| Full-bodied and dry | Crisp and refreshing |
| Notes of cherries and spices | Notes of citrus and minerals |
| Pairs well with Italian cuisine | Pairs well with seafood and salads |
The Chianti wine tasting is followed by a leisurely lunch in the Chianti Hills, allowing participants to fully enjoy the Tuscan gastronomic experience.
Lunch in the Tuscan Hills

During the tour, participants enjoy a leisurely lunch in the picturesque Chianti Hills. The meal is served at a traditional Tuscan farmhouse, nestled amidst vineyards and olive groves.
The lunch features:
- A selection of regional specialties, including hand-crafted pasta, locally sourced meats, and fresh seasonal produce.
- Complementary Chianti wines, allowing guests to savor the flavors that have made this region renowned.
- A tranquil atmosphere, providing an opportunity to soak in the stunning Tuscan landscape and connect with the local culture.
This lunch break offers a delightful respite, recharging participants before continuing their exploration of the Chianti and San Gimignano wine country.
Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?
The tour does not allow participants to bring their own food and drinks. All meals and beverages are provided as part of the tour package, which includes a winery lunch and wine tastings.
Are There Any Dietary Restrictions for the Included Lunch?
The tour’s included lunch accommodates various dietary restrictions. Travelers with vegetarian, vegan, or gluten-free requirements can be catered for by notifying the operator in advance. There are options to suit most dietary needs for the provided Tuscan-style meal.
What Is the Dress Code for the Wine Tastings?
The tour’s wine tastings have a casual dress code. Participants can wear comfortable, weather-appropriate clothing, as the focus is on enjoying the wines rather than adhering to a specific dress code. Formal attire is not required.
How Much Walking Is Involved During the Tour?
There is moderate walking involved in the tour, with about 45 minutes set aside for a self-guided tour of San Gimignano. The rest of the itinerary involves van travel and seated activities like wine tastings and lunch.
Is There an Option to Extend the Tour or Add Additional Activities?
The tour does not appear to offer an option to extend or add additional activities. The itinerary and duration are fixed at 7 hours. Guests should plan accordingly, as there’s no flexibility to customize the experience.
Tuscany: Chianti & San Gimignano Wine Tour From Florence
“excellent. day out from Florence. Beautiful scenery, visited two great vineyards with knowledgeable and entertaining staff. The tour guide, Leonard…”
Recap
This Chianti and San Gimignano wine tour from Florence offers a delightful glimpse into the enchanting beauty of Tuscany. With a self-guided exploration of the historic San Gimignano, exquisite wine tastings, and a traditional Tuscan lunch, it promises an unforgettable culinary adventure. The small-group setting and expert guidance ensure a personalized and memorable experience in the heart of Italy’s renowned wine region.
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