From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - How the Tour Begins at Tuscany on Wheels in San Gimignano

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries

Discover a half-day Tuscany wine tour from San Gimignano with visits to two family-run wineries, tastings of Chianti, Vernaccia, and more, plus time in San Gimignano.

Key Points

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Key Points

  • Includes transportation to two authentic Tuscan wineries with guided tastings of Chianti, Vernaccia, and Rosé
  • Explores San Gimignano’s medieval skyline with free time to wander and climb towers
  • Tour duration is approximately 5.5 hours, departing from San Gimignano with a flexible start time around 10:30am
  • Tour cost is $115.24 per person, with free pickup or parking available at the meeting point
  • Suitable for most travelers, with reviews highlighting knowledgeable guides, beautiful scenery, and good value

Introduction to the Tuscan Wine Experience from San Gimignano

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Introduction to the Tuscan Wine Experience from San Gimignano

This half-day wine tour offers an excellent introduction to Tuscany’s wine culture, especially for those based in San Gimignano. For $115.24, the tour includes visits to two family-run wineries, where guided tastings feature 4 wines at the first estate and 3 wines at the second. Both stops give insight into the different wine styles of Tuscany, from Chianti to Vernaccia.

The tour is perfect for visitors eager to enjoy authentic Tuscan wines without the hassle of driving, as transportation is included. It also offers plenty of time to explore San Gimignano’s medieval towers after the tastings. With an approximate duration of 5 hours and 30 minutes, this tour balances wine experiences with sightseeing and free time.

How the Tour Begins at Tuscany on Wheels in San Gimignano

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - How the Tour Begins at Tuscany on Wheels in San Gimignano

The activity starts at the Tuscany on Wheels office, located near San Gimignano. The meeting time is 10:30am, with departure at 10:45am. Guests can park free of charge at the meeting point or request a pickup if preferred. The small group size ensures a relaxed atmosphere, with a guide to lead the way.

The tour begins with a brief introduction and a quick visit to the office, setting the tone for a personalized experience. The air-conditioned vehicle ensures comfort during the drive to the wineries, which takes about 15 minutes.

First Stop: The Charming Winery in Ulignano

The first winery is located in Ulignano, a small village close to San Gimignano. This family-run estate emphasizes a warm, welcoming atmosphere and offers a guided tasting of 4 wines, including Chianti, Super Tuscans, and Vernaccia di San Gimignano.

Alongside the wines, visitors sample local delicacies, such as balsamic vinegar, truffle oil, and extra virgin olive oil. The tastings last about 1 hour and 30 minutes, providing enough time to appreciate the diverse wine styles and learn about Tuscany’s winemaking traditions. Reviews highlight the fabulous staff and the beautiful setting, making this a memorable first stop.

Second Winery: Exploring Vineyards and Tasting Varieties

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Second Winery: Exploring Vineyards and Tasting Varieties

After the first stop, the tour takes a scenic drive across the Tuscan landscape, with rolling hills covered in vineyards and olive groves. The second winery is known for its guided tour of the vineyards, where guests see the vast expanse of grape-growing areas.

Here, the focus is on sampling three wines: Vernaccia white, a rosé, and a Chianti Colli Senesi D.O.C.G.. The wine tasting at this location also lasts about 1 hour and 30 minutes. Reviewers praise the knowledgeable guides and delicious wines, emphasizing the authentic experience of Tuscany’s wine craftsmanship.

Free Time in San Gimignano’s Medieval Streets

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Free Time in San Gimignano’s Medieval Streets

The tour includes a bonus visit to San Gimignano, famous for its 14 medieval towers that create a striking skyline. Visitors are given about 1 hour and 30 minutes to explore this UNESCO World Heritage Site.

Climbing some of the towers is possible, offering stunning views of the surrounding Tuscan hills. The serene streets are perfect for strolling, shopping for local crafts, or simply soaking in the historic atmosphere. This free time is highly praised by guests who enjoy discovering San Gimignano’s charming squares and medieval architecture.

Returning to the Meeting Point: Wrapping Up the Day

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Returning to the Meeting Point: Wrapping Up the Day

The tour wraps up around 4:00pm back at the Tuscany on Wheels office. Guests are dropped off at the starting point, with plenty of photos and memories of a day well spent. The small-group setting ensures a friendly and relaxed closing to the experience.

The entire experience allows for easy logistics, with the option for free parking or pickup, and a duration that fits into a half-day itinerary.

What’s Included and Practical Details

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - What’s Included and Practical Details

The tour includes transportation in an air-conditioned vehicle, two winery visits, guided tastings of 6 wines, and snacks during each tasting. An English-speaking guide leads the journey, sharing insights into Tuscany’s wine and culture.

The meeting point is located at Strada di Sant’ Appiano, 9/i, Barberino Tavarnelle, easily accessible near public transportation. The experience is designed to accommodate most travelers, with a maximum group size of 50.

Guests can cancel free of charge up to 24 hours in advance, making this a flexible option for spontaneous plans or changing schedules.

The Value and Experience: Who Will Enjoy This Tour

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - The Value and Experience: Who Will Enjoy This Tour

The $115.24 price point offers good value for the included wine tastings, scenic drives, and time in San Gimignano. The tour appeals especially to wine lovers, those curious about Tuscan traditions, and visitors seeking a relaxed, guided overview of the region.

Guests consistently praise knowledgeable guides, beautiful scenery, and the variety of wines. The free time in San Gimignano is a highlight, giving ample opportunity to explore the town at leisure.

Limitations and Considerations

While the tour offers ample tastings and sightseeing, it is not suited for those seeking an in-depth wine education. The time in San Gimignano is limited to about 1 hour and 30 minutes, which may feel rushed for some.

The tour is not recommended for late arrivals or those who prefer more extensive visits to each winery. It’s best suited for most travelers who enjoy short, guided tours with a relaxed pace.

Final Thoughts on the Tuscany Wine Tour from San Gimignano

This half-day tour presents a balanced experience of wine tasting, scenic views, and historical exploration. With visits to two family-run wineries and free time in San Gimignano, it offers a well-rounded taste of Tuscany’s charm.

The friendly guides, beautiful setting, and authentic wines make it especially appealing for first-time visitors or those with limited time. The price and included transport add convenience, making this a practical choice for anyone looking to enjoy Tuscany’s wine and medieval architecture in just half a day.

Ready to Book?

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries



4.5

(17)

83% 5-star

“Francesca was super sweet and knowledgeable. The two wineries were very beautiful giving us a taste of two different styles. The winery staff at bo…”

— A Tripadvisor Reviewer, May 2025

Frequently Asked Questions

Is transportation included in this tour?
Yes, transportation in an air-conditioned vehicle is included for the entire duration of the tour.

How long is the tour?
The tour lasts approximately 5 hours and 30 minutes, with stops and free time included.

Can I cancel the tour if my plans change?
Yes, you can cancel free of charge up to 24 hours before the start time for a full refund.

What wines will I taste?
You will sample 4 wines at the first winery—including Chianti and Super Tuscans—and 3 wines at the second—including Vernaccia white, rosé, and Chianti Colli Senesi D.O.C.G..

Is there time to explore San Gimignano?
Yes, the tour provides about 1 hour and 30 minutes free time to walk the medieval streets and climb towers.

Are snacks provided during the tastings?
Yes, snacks are included alongside the wines at both wineries.

What is the meeting point for the tour?
The tour starts at Strada di Sant’ Appiano, 9/i, Barberino Tavarnelle near San Gimignano.

Is this tour suitable for children or families?
Most travelers can participate, but the focus is on wine tasting, so it’s best suited for adults.

How many people are in each group?
The tour can accommodate up to 50 travelers, ensuring a comfortable experience.

Who operates this tour?
The experience is provided by Italy on a Budget tours, a reputable operator in Tuscany.