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

Discover Tuscany’s wine and charm on this half-day tour from San Gimignano, visiting two family-run wineries and exploring the medieval streets of San Gimignano.

Experience a Taste of Tuscany: Half-Day Wine Tour from San Gimignano

If you’re looking to get a real sense of Tuscany without committing to a full-day adventure, this half-day wine tour from San Gimignano could be just what you need. It offers a chance to visit two different wineries, sample a variety of wines, and enjoy some extra time in the enchanting medieval town of San Gimignano.

What we love about this tour is how it combines wine tasting with culture. Plus, with transportation included, you won’t have to worry about driving after a few glasses. That said, it’s a relatively short experience—so if you’re craving a deep dive into Tuscan winemaking, you might find it a bit light.

This tour really suits travelers who want a relaxed, informative experience that mixes wine, scenery, and a little history, all without extensive planning or a long commitment. It’s especially popular among first-time visitors to Tuscany or those short on time but eager to tick off wine and town visits.

Key Points

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

  • Convenient transportation included, so you can relax and enjoy without worry
  • Visiting two wineries offers a good variety of tastings and styles
  • Extra time in San Gimignano allows exploring its medieval streets and towers
  • Value for money with wine, snacks, and guided insights included
  • Tour is around 5.5 hours, making it manageable for a half-day outing
  • Ideal for wine lovers and culture seekers who want a taste of Tuscany

An Honest Look at the Tuscany Wine Tour Experience

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - An Honest Look at the Tuscany Wine Tour Experience

This half-day journey is designed to give travelers a gentle introduction to Tuscany’s wine culture while also allowing some free time to wander San Gimignano’s iconic streets. The entire experience is organized by Italy on a Budget Tours, and from start to finish, it aims to be comfortable, fun, and educational.

Starting Point and Logistics

The tour begins at the Tuscany on Wheels office near San Gimignano, with a meeting time around 10:30 am. You’ll be greeted by friendly staff and have the option to park your car for free or request a pickup, which is handy if you’re staying nearby. The group size can go up to 50 people, but reviews suggest that most experiences are more intimate and guided by knowledgeable, personable guides like Francesca, Valentina, or Catarina.

The timing is nailed down pretty well, with the tour wrapping up around 4 pm back at the starting point. This leaves plenty of room for a relaxed exploration of San Gimignano afterward, or even a quick snack before heading back.

The Drive and Guide

The drive from the starting point to the first winery takes about 15 minutes, during which your guide shares interesting facts about Tuscany’s landscape, culture, and wine traditions. This is a nice touch, adding context to what you’ll see and taste later.

Guides like Valentina and Lorenzo receive praise for being friendly, informative, and attentive. They often go beyond just talking about wine—they share stories, answer questions, and keep the group engaged. As one reviewer noted, the guide’s warmth and patience made the experience feel personal, even with a larger group.

Visiting Two Wineries: What to Expect

First Winery in Ulignano

The first stop is at a family-run estate in the charming village of Ulignano. This location is especially appealing for its welcoming atmosphere and authenticity. Here, you’ll participate in a guided tasting of four wines—including Chianti, Super Tuscans, and Vernaccia di San Gimignano—paired with local delicacies like balsamic vinegar, truffle oil, and extra virgin olive oil.

Reviewers consistently mention the beauty of this winery and the friendliness of the staff. One described it as an “exquisite experience,” noting the chance to sample different styles of wine in a more intimate setting. The tasting lasts about 1.5 hours, giving enough time to savor the wines and learn about their production.

Second Winery and San Gimignano

After a scenic drive through rolling hills dotted with vineyards and olive groves, you’ll arrive at the second winery. This spot offers a guided tour of the vineyards and a tasting of three wines: Vernaccia white, rosé, and Chianti Colli Senesi D.O.C.G.

This winery tends to have a slightly more expansive feel, with a focus on showcasing the wine-making process and the landscape. Expect beautiful views and the chance to learn about different grape varieties, with tasting time lasting another hour and a half.

Once done with the tastings, the tour takes a short drive into San Gimignano. With its famous medieval towers, this UNESCO World Heritage site is a highlight of any trip to Tuscany. You’ll have about 1.5 hours to walk around, climb a tower if you like, and soak in the atmosphere of one of Italy’s most picturesque towns.

Exploring San Gimignano

Many reviews highlight how much they enjoyed this bonus stop. San Gimignano’s skyline, dominated by 14 medieval towers, makes for perfect photos and a chance to step back in time. Climbing some towers gives you panoramic views of the countryside, and wandering its charming streets reveals boutiques, cafes, and historical sites.

One reviewer said, “San Gimignano was a great add to the tour,” and another noted that the free time allowed them to explore at their own pace. It’s a great way to combine wine tasting with some cultural sightseeing.

Ending the Tour

The tour concludes back at the office around 4 pm, with plenty of new photos, tastes, and stories to take home. The transportation back is air-conditioned, which is a small but appreciated comfort after a day in the sun.

What Travelers Say

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - What Travelers Say

The overall reviews are quite positive, with a 4.4/5 rating and many travelers mentioning the knowledgeable guides, beautiful wineries, and stunning scenery. Several reviews describe the experience as “authentic,” “informative,” and “great value,” especially considering that wine tastings and snacks are included in the price.

One traveler said, “The wineries were very beautiful giving us a taste of two different styles,” highlighting the diversity of the experience. Others appreciated the combination of wine, scenery, and San Gimignano, calling it “a perfect way to spend an afternoon in Tuscany.”

Of course, not all reviews are glowing. A minority expressed disappointment about the size of the tasting or the pace, but these seem to be exceptions rather than the rule. Also, some reviewers mentioned the tour is more geared toward international visitors, which is understandable given the location.

A Note on Price and Value

At around $115 per person, this tour offers a lot for the price—two wine tastings, snacks, guided visits, and free time in San Gimignano. For many, it’s a good way to get a taste of Tuscany without the expense or hassle of planning a private experience. The included transportation makes it especially appealing for those who prefer not to drive after sampling wines.

Who Is This Tour Best For?

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Who Is This Tour Best For?

This experience is ideal if you’re interested in wine and want to see authentic wineries without a full-day commitment. It’s perfect for first-time visitors wanting a manageable overview of Tuscan wine, scenery, and history. It also suits those who appreciate guided tours, as the guides are praised for their warmth and knowledge.

If you’re traveling with kids or want a very in-depth wine education, this might fall short—it’s more about tasting and enjoying than learning everything there is to know about winemaking. Also, if you’re looking for a very private or exclusive experience, the group size could be a consideration.

Frequently Asked Questions

From San Gimignano: Half day Tuscany Wine Tour with 2 wineries - Frequently Asked Questions

How long is the tour?
The tour lasts roughly 5 hours and 30 minutes, including tastings, sightseeing, and travel time.

Is transportation provided?
Yes, transportation in an air-conditioned vehicle is included from San Gimignano to the wineries and back.

Can I customize the tour?
This particular tour follows a set itinerary, but you can request a pickup or roadside parking at the start.

Are snacks included?
Yes, snacks are served during the wine tastings at both wineries, paired with the wines.

Is San Gimignano free to explore?
Yes, the time in San Gimignano is free, typically about 1.5 hours, so you can walk around, climb towers, or relax at cafes.

Is this tour suitable for families?
While not specifically tailored for children, the focus on tasting wine and scenic views might not appeal to very young kids. It’s best suited for adults or older teens.

What is the price?
The tour costs approximately $115.24 per person, including all tastings, snacks, and transportation.

How far in advance should I book?
Most travelers book about 40 days in advance, indicating solid availability for planning.

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



4.5

(17 reviews)

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

Final Words

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

For those craving a manageable, enjoyable peek into Tuscany’s renowned wines and historic townscape, this half-day tour offers a solid balance of guided insights, scenic drives, and free time. It’s well-suited for wine enthusiasts, culture lovers, or anyone wanting a taste of Italy’s countryside without an overly long day.

With friendly guides, beautiful wineries, and a charming medieval backdrop, it’s a good choice if you want to combine wine, scenery, and a bit of history—all in just a few hours. Just keep in mind the group size and the set itinerary if you’re looking for a more personalized or intensive experience.

Whether you’re a first-time visitor or a seasoned traveler, this tour can help you savor Tuscany’s essence in a relaxed, friendly setting.