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Siena & San Gimignano: Day Trip from Florence + Wine Tasting + Dinner

Explore the beautiful landscapes of two UNESCO World Heritage Sites

  1. Duration: 8h 30mins

  2. Live guide: English

  3. Max group size: 16

Registered address: Via de' Lamberti, 1, 50123, Florence, IT
Contact details

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Transportation in/out of Florence by a minibus or minivan
English-speaking driver/tour leader
Guided walking tour of Siena
Tasting in Siena
Free time in San Gimignano
Typical Tuscan dinner
Guided visit to a winery with wine tastings
Hotel pickup and drop-off

Itinerary

Duration: 8.5 hours
  • 13:45 - Meeting point and check-in
    Meeting point: Piazza Mentana 2 Get directions
    • Guided

    The meeting point is in our booking office in Piazza Mentana 2red, Florence (opposite the Arno River)

  • 14:00 - Departure to Siena for Walking Tour
    • 129 mins
    • Guided

    Guided walking tour of Siena with professional guide

  • 16:45 - Transfer to San Gimignano and free time
    • 87 mins
    • Unguided
  • 18:30 - Transfer to dinner location for wine cellar tour and dinner
    • 210 mins
    • Guided

    Typical Tuscan dinner in a boutique winery in Chianti, guided visit of the winery cellars and wine tasting

  • 22:00 - Back to Florence and end of the tour
    Drop off point: Piazza Mentana 2 Get directions
    • Guided

For reference only. Itineraries are subject to change due to weather, traffic and other circumstances.

Prepare for a trip through Siena, San Gimignano, and the Chianti countryside. The adventure begins in Florence with a comfy, air-conditioned minivan, guided by a friendly English-speaking driver and tour leader.

Start with Siena, a city rich in history. Explore the famous Piazza del Campo, known for the Palio horse race, and stroll through medieval Contrade in quiet backstreets. Each corner has a story, ending with a taste of local cuisine.

Then, be amazed by San Gimignano, known for its medieval buildings. After free time to explore, enjoy a beautiful Tuscan sunset over the hills.

The highlight? A traditional Tuscan dinner with a wine tasting in the Chianti countryside. Explore centuries-old cellars and learn about wine production. The best part? This all-encompassing experience leaves the morning open for more adventures.

  • Cancellation is possible until 48 hours before your visit date.
  • Rescheduling is possible until 48 hours before your visit date.

Ratings & reviews

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