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Heart of Tuscany: Siena, San Gimignano & Chianti
Escape to the peaceful countryside, visit historic towns, taste delicious wines, learn how pasta is made, and enjoy a traditional lunch

Heart of Tuscany: Siena, San Gimignano & Chianti
There is plenty to explore in the surroundings of Florence, including major Tuscan icons that you'll get to see on this tour. First on the itinerary is Siena, a beautiful historic town home to the stunning shell-shaped medieval square where the Palio horse race takes place twice a year. Next, you'll drive to the hills of Chianti where you'll visit a local winery and taste some of its finest wines before enjoying a traditional Tuscan lunch on a beautiful terrace overlooking the vineyards. After that, you'll learn all the tricks and tips of pasta making to impress your friends and family back home. The rest of the afternoon will be dedicated to San Gimignano, an incredibly well-preserved, UNESCO-listed medieval town known as the Manhattan of the Middle Ages because of the many towers that used to dot its skyline. You'll have some time to browse shops and attractions and maybe climb the church's bell tower for a stunning view of Tuscany.

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Tour Information

  • Tour Code : WOIFL5.25
  • Type : Small Group Tour
  • Category : Car/Van Tours
  • Duration : 9 Hours
  • Departure City : Florence, Italy
  • Departure : Guaranteed Departure
  • Grade/Difficulity : Moderate
  • Transport Mode : Car/Minivan
  • Children Allowed : Yes
  • Min Group Size : 1
  • Max Group Size : 14
  • Arrangement : Driver + Guide
  • Entrance Fee : No inside visits
  • Hotel Pickup : No
  • Language Offered : English
  • Hotel Dropoff : No
  • Meeting Time: 08:30 AM
  • Starting/Meeting Point : Piazza della Repubblica, Florence, IT
    Please, arrive 15 minutes prior to the start of your tour. Your guide will be holding a green Walks sign by the Carousel in Piazza della Repubblica.
Availability
From January 2025 To December 2026
English - Every Weekday
Blackout Dates
20,21 April 2025, 2 July 2025, 15,16 August 2025, 25,26,31 December 2025
Tour Includes
  •  Gourmet lunch and wine tasting in Chianti
  •  Transportation
  •  Expertly guided walking tour of San Gimignano
  •  Expertly guided walking tour of Siena
  •  Designated professional driver
  •  Expert English-speaking guide
Notes
  •  This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
  •  Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch.
  •  We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
  •  If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.
  •  Luggage and/or strollers are not allowed on this tour as there is no extra storage space on the vehicle.
  •  In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
  •  Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
  •  Tips/gratuities (for your guide) are always appreciated.
  •  Comply with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information

Pricing

FromToPer Pax
Apr 1, 2025Jul 31, 2025Monday,Tuesday,Wednesday,Thursday,Friday,Saturday,Sunday€ 142
Aug 1, 2025Aug 31, 2025Monday,Wednesday,Thursday,Friday,Saturday€ 142
Sep 1, 2025Oct 31, 2025Monday,Tuesday,Wednesday,Thursday,Friday,Saturday,Sunday€ 142
Nov 1, 2025Dec 31, 2025Monday,Thursday,Saturday€ 152