100% Tuscany! Chianti, Pinot & Supertuscan Wine Tour

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Exploring the 100% Tuscany! Chianti, Pinot & Supertuscan Wine Tour

Imagine spending a day in the heart of Tuscany, where rolling hills, historic towns, and world-class wines come together in a perfectly curated experience. This private wine tour from Florence offers just that: a chance to explore some of Tuscany’s most iconic spots with knowledgeable guides, all while sampling exceptional wines and savoring regional cuisine.

Three things truly stand out from this tour: first, the opportunity to visit San Gimignano, a UNESCO World Heritage site famous for its medieval towers; second, the chance to experience tasting at two distinct wineries, each offering different styles and atmospheres; and third, the visit to Certaldo, a charming town rich in history and authentic Tuscan charm.

One potential consideration is the travel time between stops, which might feel a little tight for some, especially if you love lingering in every corner. Still, the 8.5-hour day is well-structured to maximize what you see and taste. This tour suits travelers looking for a comprehensive, authentic experience of Tuscany’s wine culture, scenic beauty, and charming towns—all in one day.

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Key Points

Private, guided experience: Personalized service from an English-speaking driver and expert guides.
Cultural highlights: Visits to San Gimignano and Certaldo, with free time to explore and snap photos.
Wine and olive oil tastings: Enjoy tours and tastings at two different wineries, plus a hearty Tuscan lunch.
Scenic landscapes: Breathtaking views of the Tuscan countryside that you’ll want to immortalize.
In-depth experiences: Climb San Gimignano’s Great Tower and taste the gelato world champion.
Flexible start times: Check availability to find a schedule that fits your plans.

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A Closer Look at the Itinerary

The tour kicks off with a pickup from one of seven designated locations, including Florence, San Casciano, and Tavarnelle Val di Pesa. From there, you’ll be whisked away in a private van, heading into the heart of Tuscany. The first stop is San Gimignano, where you get approximately 90 minutes to wander through its medieval streets, admire the famous towers, and, if you’re feeling adventurous, climb the Great Tower for stunning panoramic views. Don’t miss the chance to sample the Gelato World Champion—a fun, sweet highlight that many travelers mention as a must-try.

Next, you’ll visit your first winery for a comprehensive tour, tasting a variety of wines, including some notable Supertuscans and regional favorites like Pinot Noir. The included full lunch, which pairs regional foods with the wines, offers a genuine taste of Tuscany’s culinary craftsmanship. Many reviewers highlight the quality of the lunch, describing it as hearty, authentic, and beautifully presented.

In the afternoon, you’ll stop at Certaldo, known for its medieval charm and its connection to the writer Boccaccio. Here, you’ll enjoy about an hour to walk through its narrow streets, soak in the atmosphere, and perhaps hike along the monotrail to see the town from a different perspective. This part of the tour offers a quieter, more contemplative experience, perfect for those who love history and authentic small-town vibes.

The second winery visit lasts about 60 minutes and provides an additional tasting experience—another chance to savor the diversity of Tuscan wines. Many guests comment on the knowledgeable guides at each winery, eager to share insights about wine production and regional differences.

The tour concludes with a comfortable transfer back to your starting point, with plenty of time to reflect on the day’s highlights. The entire experience is tailored for intimacy and comfort, with a private group size ensuring personalized attention from your driver and guides.

Transportation and Timing

The journey is facilitated in a private van, making it easier to enjoy the scenic drives between stops. The total duration is about 8.5 hours, with the schedule carefully planned to include sightseeing, tastings, and breaks. The 80-minute transfer from Florence to San Gimignano gives you a view of the countryside en route, while the other transfers between locations are similarly timed to maximize your experience without feeling rushed.

Some reviews mention that the timing is quite efficient, allowing enough time at each location while maintaining a relaxed pace. However, if you love exploring at your own pace or taking more time at certain spots, bear in mind that the schedule is quite packed.

What Makes This Tour Stand Out?

The real charm of this tour lies in its combination of stunning scenery, authentic towns, and quality wine experiences. Many travelers appreciate the knowledgeable guides who make complex wine and regional history accessible and engaging. One reviewer mentioned how the guides “made the day feel personalized and fun,” which enhances the overall value.

The visits to San Gimignano and Certaldo offer a perfect blend of history, architecture, and local life, giving you a well-rounded taste of Tuscany beyond just wine. The olive oil tasting adds an extra culinary dimension that many guests find delightful, providing insight into Tuscany’s other gastronomic treasures.

The two winery visits allow for comparison and deeper appreciation of regional variety—from the traditional to the innovative Supertuscan styles—making this an educational experience as well as a tasting journey. Many reviews note the high quality of the wines, often highlighting the chance to sample award-winning or hard-to-find bottles.

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Value and Practicality

At around 8.5 hours, the tour offers a comprehensive day out for a relatively moderate price, especially considering it’s a private group. The inclusion of lunch, two tastings, and transportation adds considerable value—particularly for those who want to avoid the hassle of planning multiple stops independently.

It’s also flexible with booking, offering free cancellation up to 24 hours in advance and the option to reserve now and pay later—a great perk for flexible travelers.

However, the cost does not include tickets for Certaldo’s funicular, which is a minor additional expense. Still, overall, the experience provides excellent value for those seeking an authentic, educational, and scenic tour of Tuscany’s top highlights in one day.

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Who Is This Tour Best For?

This experience is ideal for wine enthusiasts eager to learn about and taste Tuscany’s best offerings, from classic Chianti to innovative Super Tuscans. It’s also perfect for history lovers interested in exploring medieval towns like San Gimignano and Certaldo. If you prefer a personalized, intimate experience with guided insights, the private nature of this tour ensures a more tailored journey.

Travelers who appreciate scenic drives, stunning views, and culture will find this tour hits the mark. It’s suitable for those who prefer a full, well-structured day with plenty of opportunities for photos, tasting, and exploring without feeling overwhelmed.

FAQ

How long is the tour?
The tour lasts approximately 8.5 hours, with specific start times depending on availability.

What are the pickup options?
You can be picked up at one of seven locations, including Florence and nearby towns like San Casciano and Tavarnelle Val di Pesa.

Are the tours private?
Yes, this is a private group experience, ensuring personalized attention and a more relaxed atmosphere.

What is included in the price?
The price covers pickup and drop-off, transportation, visits to San Gimignano and Certaldo, two wine tastings, and a full Tuscan lunch with olive oil tasting.

What is not included?
Tickets for Certaldo’s funicular are not included and need to be purchased separately.

Is the tour accessible for wheelchairs?
Yes, it is wheelchair accessible, making it suitable for guests with mobility needs.

Can I cancel the booking?
Yes, you can cancel up to 24 hours in advance for a full refund.

What language is the tour conducted in?
The tour is led by English and Italian-speaking guides, with English available for guests.

Do I need to pay in advance?
You can reserve now and pay later, providing flexibility for your travel plans.

Final Thoughts

This 100% Tuscany! Chianti, Pinot & Supertuscan Wine Tour offers a well-balanced mix of scenic beauty, cultural exploration, and wine tasting, all in a comfortable private setting. It’s a fantastic choice for those wanting an authentic taste of Tuscany without the hassle of planning every detail themselves.

The inclusion of legendary towns like San Gimignano and Certaldo, along with the chance to sample premium wines and regional specialties, makes it a comprehensive day out. The knowledgeable guides and scenic drives further elevate the experience, ensuring you’ll leave with not just photos, but memories and deeper appreciation for Tuscany’s vibrant culture.

This tour particularly suits curious travelers who value personalized experiences, quality tastings, and cultural insights. If you’re after a full, immersive day in Tuscany with expert guidance and beautiful scenery, this tour hits the sweet spot.