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Chianti and San Gimignano Tour

Boutique wineries, medieval San Gimignano & a gourmet Tuscan lunch

Embark on an exclusive San Gimignano Chianti tour through the rolling Tuscan hills, where vineyards and medieval towns set the scene for an unforgettable journey. Guided by local experts and traveling in comfort with your private driver guide, you’ll enjoy intimate tastings at renowned Chianti wineries and savor authentic Tuscan cuisine.

Along the way, a stop in San Gimignano—famous for its towers and artisan shops—completes this perfect balance of wine, culture, and history.

Ideal for those seeking both refinement and discovery, this day blends world-class wines with timeless Italian charm.

Tour Highlights what makes this tour unique

  • Chianti Wineries: Visit two boutique vineyards, enjoy exclusive cellar tours, and taste exceptional Chianti and Riserva reds.

  • San Gimignano Day Tour: Wander the cobbled streets of this UNESCO World Heritage town, explore artisan boutiques, and taste its award-winning gelato.

  • Gourmet Tuscan Lunch: Relish a multi-course lunch with wine pairings at a prestigious Chianti estate, combining tradition with elegance.

Tour Overview a classy touch

  • Pick-up and drop-off directly at your accommodation (hotel, agriturismo, or villa).
  • Luxury Transportation in a modern Mercedes 9-seat minivan with air-conditioning and panoramic windows for your comfort.
  • Small-Group Experience guaranteed, with a maximum of 8 guests to ensure a personal and intimate tour. Private tour options are also available upon request.
  • Tastings of world-class wines at two distinct and carefully selected wineries.

about us

a kind of family business…

Over 15 years of experience in wine, gastronomy, and bespoke travel design.

Niccolò is our wine and tour expert, with deep knowledge of Tuscany’s terroirs and producers, curating experiences defined by refined access and local insight.

Alexandra, a top-rated chef, personally leads and oversees our cooking experiences, ensuring professional standards, storytelling, and authentic Tuscan cuisine throughout.

We are supported by a dedicated team of experienced travel designers and trusted driver-guides, allowing us to deliver seamless execution, discretion, and the level of service expected by luxury travelers and their advisors.

Your Questions Answered

The tour includes private transportation with a driver-guide, visits to historic wineries in the Chianti Classico region, wine tastings, a paired lunch at a top wine estate, and free time to explore San Gimignano at your own pace. All tastings and lunch are included in the price.

This is a full-day experience, typically starting at 9:00 AM from your accommodation. You will return in the late afternoon (usually around 4:30–5:00 PM), depending on your hotel location and the pace of the day.

Yes. Transportation is included in a deluxe vehicle with an experienced driver-guide. The tour can be private or semi-private, depending on the option selected. Pick-up and drop-off are arranged directly at your accommodation (within or near the tour area) to ensure a smooth and comfortable experience.

Absolutely. We can accommodate vegetarian, gluten-free, and other dietary needs with advance notice. Please let us know any restrictions when you book so we can inform the wineries and lunch venue.

We recommend comfortable walking shoes, sunscreen, and a hat for the outdoor vineyard visits. A light jacket may be useful depending on the season. Don’t forget your camera — Chianti and San Gimignano offer stunning views and photo opportunities!

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Chianti and San Gimignano Tour

Starting from

€220

Starting from
€220
Chianti and San Gimignano Tour
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