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Chianti Classico Wine Tour

Boutique wineries, medieval villages & Tuscan lunch

Immerse yourself in the essence of Tuscany with a Chianti Classico wine tour.
Guided by your English-speaking driver guide, you’ll visit two prestigious wineries in the Chianti Classico region, taste Chianti Riserva wines in a medieval castle cellar, and learn about winemaking traditions on the very land where the grapes are grown.

Between tastings, enjoy free time to explore the historic villages of Monteriggioni or Castellina, before ending your day with a Tuscan lunch paired with Chianti wines in a renowned estate.

Tour Highlights what makes this tour unique

  • Chianti Wineries: Visit boutique estates and taste Riserva wines in a medieval castle cellar.
  • Medieval Villages: Stroll through Monteriggioni or Castellina, exploring their cobblestone streets and fortress walls.
  • Tuscan Lunch & Pairings: Savor authentic dishes expertly paired with Chianti Classico wines at a prestigious winery.

Tour Overview a classy touch

  • Pick-up and drop-off at your hotel or nearby meeting point
  • Luxury Mercedes minivan with panoramic windows and air-conditioning
  • English-speaking Driver Guide at your disposal for the day
  • Two winery visits with tastings of Chianti Classico and Riserva wines
  • Lunch with wine pairings in a prestigious Chianti winery
  • Free time in Monteriggioni or Castellina medieval towns
  • Small-group or private tour option available

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 visits to boutique wineries in the Chianti Classico region, guided wine tastings, a traditional Tuscan lunch, and round-trip transportation from your accommodation.

This is a full-day experience lasting approximately 7 hours, allowing guests to explore the Chianti countryside at a relaxed pace.

We specialize in custom, tailor-made Tuscany itineraries. For families, multi-generational travelers, or larger groups, we build a bespoke solution with private transportation, flexible schedules, and experiences suited for all ages and interests.

Our tours run rain or shine. However, for certain outdoor activities (e.g. balloon rides, truffle hunts, vineyard walks, boat tours), we follow a flexible weather policy and may reschedule, adjust, or propose alternative experiences to ensure your safety and enjoyment. See the cancellation policy

Yes, the tour includes pick-up and drop-off from centrally located accommodations in Florence, Siena. 

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Chianti Classico Wine Tour

Starting from

€ 220

Starting from
€ 220
Chianti Classico Wine Tour
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