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San Gimignano & Siena from Florence Small Group Tour with Chianti Wine & Dinner


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Experience a delicious dinner, Chianti wine tasting, and an intimate viewing of the sunset on this Siena and San Gimignano from Florence tour with 16 people or less. Avoid the crowds and unravel the medieval past of 2 UNESCO World Heritage sites. See the medieval walls and towers of Siena and San Gimignano in a new light on this afternoon Tuscany from Florence tour. Travel to Siena from Florence and marvel at its finest sights, including the Piazza del Campo where the famed Siena Palio race takes place. Discover the town's cuisine with a tasting of a local specialty. Resume your Tuscany day trip from Florence with a visit to the enchanting town of San Gimignano, renowned for its medieval towers. Spend your free time roaming its centuries-old square and taking photos of its well-preserved buildings. Take in the sight of the sun setting over Chianti's rolling hills. See how authentic Tuscany wine is produced as you tour a boutique Chianti winery. Indulge in a succulent dinner paired with fine wine for the perfect end to your day.

Cancellation Policy

  • Any cancellations made after 14:00 local time, 2 business days prior to the activity will be subject to a charge of 100% of the total amount.

Activity Detail


  • Chianti wine tasting
  • Tasting of local Siena delicacy
  • Transportation by minivan
  • Dinner
  • English-speaking guide/driver

Min/Max Quantity To Book

  • Max Qty: 16 (Maximum tickets can be booked)

Start Timings

  • 14:00


  • 8 (hrs)


  • Tour is not suitable for guests on wheelchairs or persons with limited mobility.

Additional Notes

  • Please note that Italy's law doesn't permit selling alcoholic beverages to persons under 18 years old. Participants 17 years old and below will be served non-alcoholic beverages.
  • This activity operates regardless of weather.

Dressing & Items to Bring

  • Walking shoes
  • Comfortable clothing

Requirement(s) - other

  • Participants 17 years old and below must always be accompanied by at least one full-paying adult.


San Gimignano & Siena from Florence Small Group Tour with Chianti Wine & Dinner
13:45:00 Check-in at Florencetown Tours and News Stand

Day: Day1
14:00:00 Start of Siena from Florence Day Trip

Day: Day1
Guided Tour of Siena
Discover Siena's famous sights such as the Piazza del Campo, the site of the annual Palio di Siena or Palio horse race. Learn about the Contrade, which are medieval districts that are competing against one another in the Palio. Savor a local snack before you leave.
Day: Day1
Free Time at San Gimignano
Journey to San Gimignano, a quaint hill town famous for its medieval skyscrapers, tower houses and old town plazas. Explore the UNESCO World Heritage site on your own pace and don't forget to take photos of its towering structures.
Day: Day1
Dinner and Chianti Winery Tour from Florence
Head to a boutique winery in the Tuscany countryside and bask in the view of the sunset along the way. Then, indulge in delectable Tuscan dishes paired with fine wine before touring the cellars of the Chianti winery.
Day: Day1
Return to Florence from Tuscany

Day: Day1
22:00:00 Check-out at Florencetown Tours and News Stand

Day: Day1

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