Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

4.8
(259 reviews)

9 hours (approximately)
Offered in: English

Experience the best of Tuscany on this Florence day trip to Chianti, Siena, and San Gimignano. Enjoy a Chianti wine tasting at a local estate, explore the medieval streets of Siena and San Gimignano, and savor a delicious Tuscan lunch with regional specialties included in your tour. Led by a local expert guide, this small-group tour combines culture, history, and food for the ultimate Tuscan adventure.

What's Included

Expertly guided walking tour of Siena
Expertly guided walking tour of San Gimignano
Expert English-speaking guide
Designated professional driver
Gourmet lunch and wine tasting in Chianti
Air-conditioned transport
Gratuities
Hotel Pick-Up/Drop-Off

Meeting and pickup

Meeting point

Please arrive 15 minutes prior to the start of your tour, your guide will be holding a green Walks sign. This tour meets by the Carousel in Piazza della Repubblica.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 9 hours (approximately)
  • 1

    Your driver and guide will pick you up in a comfortable, air-conditioned transport in central Florence and drive you through the hills of Tuscany. You'll pass the best panoramic viewpoint of Florence and pause for pictures.

    1 hour 30 minutes Admission ticket free
  • 2

    Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in WWII, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world.

    1 hour 30 minutes Admission ticket free
  • 3

    Your expert tour leader will immerse you in the unique history and culture of Siena as you explore its narrow streets including an exterior visit to the Siena Cathedral - a Tuscan gem!

    15 minutes Admission ticket not included
  • 4

    Pause amidst the square where fervent horses race to win the honor of bringing home the palio - a handpainted silk banner of the highest regard.

    15 minutes Admission ticket free
  • 5

    Stop At: Chianti Walking the hills of Tuscan towns will make you hungry so your next stop is an authentic Italian family farm where some of our good friends will give you a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting you down for a sumptuous, all-inclusive lunch of local, seasonal ingredients. Your meal will be paired with Chianti wines specially selected to perfectly complement the flavors of each dish.

    3 hours Admission ticket free
  • 6

    After indulging your taste buds, indulge your imagination with a final stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site.

    1 hour 30 minutes Admission ticket free
  • 7
    Piazza della Repubblica

    At the end of the day, hop aboard your comfortable private coach bus back to Florence. We've taken care of the logistics so all you have to do is enjoy the food, the sights, and the scenery.

    1 hour Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • This tour is in English.
  • Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
  • This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
Supplied by Walks - Italy & Spain

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Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private and Luxury
Cultural Tours
Walking Tours
Culture
Wine Tours
Small Group
Food & Drink
Excellent Quality
Spring Break
Top Product
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Curated Catalog
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.8 Based on 259 259 reviews
5 stars
218
4 stars
29
3 stars
8
2 stars
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1 star
4
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