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Traveling to Chianti in Fall 2022/2023? We offer 9 tours, trips and vacation packages to Chianti in Fall 2022/2023. Our Chianti in Fall 2022/2023 tour packages and trips have 40 customer reviews. All the Chianti Fall 2022/2023 tour packages and trips are carried out by hand-picked, qualified local and international Chianti tour operators.

9 Trips in Chianti during Fall 2022/2023

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Fiat 500 Vintage Tour - Chianti Roads from San Gimignano

  • Free cancellation
  • Best price guaranteed
On this day trip you will visit Chianti, San Gimignano and Siena. Read More
  • Tour Type Group Tour
  • Activities Wine tasting tours & Sightseeing Tours
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 1+ years old
hours07 From US$ 153 View Tour
Next Departures
  • Sep 01
  • Sep 02

Chianti Walking & Wine

of 38 reviews
  • Best price guaranteed
  • No booking fees
One week of great walks , great hospitality and great food .. superb leader in Mark and combined wit ...
  • Tour Type Small Group Tour
  • Activities Trekking & Food tours +1 more
  • Accommodation Villa
  • Age Range 18+ years old
days08 From US$ 1,999 View Tour
Next Departures
  • Sep 03 Only 2 seats left
  • Sep 10 Only 1 seat left
Tour with flexible booking policy
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Small Group Chianti & San Gimignano Sunset Wine Tour

  • Free cancellation
  • Trip customizable
On this day trip you will visit Chianti, Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Beer and drinks tasting
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours08 From US$ 153 View Tour
Next Departures
  • Sep 03
  • Sep 07
Tour with flexible booking policy
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Small Group Chianti and Castles Wine Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour farm and plantation visits trip through Chianti and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Farm and plantation visits & Wine tasting tours
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 5+ years old
hours08 From US$ 153 View Tour
Next Departures
  • Sep 01
  • Sep 05
Tour with flexible booking policy
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Chianti E Bike Tour From San Gimignano

  • Free cancellation
  • Best price guaranteed
7.5 hour wine tasting trip through Chianti and San Gimignano. Read More
  • Tour Type Group Tour
  • Activities Wine tasting tours & Countryside and village visits +1 more
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 14+ years old
hours7.5 From US$ 133 View Tour
Next Departures
  • Sep 02
  • Sep 05
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Dinner in the Chianti Vineyards From Florence

  • Free cancellation
  • Best price guaranteed
5.5 hour wine tasting trip through Chianti and Florence. Read More
  • Tour Type Group Tour
  • Activities Wine tasting tours & Local culture
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 1+ years old
hours5.5 From US$ 77 View Tour
Next Departures
  • Sep 01
  • Sep 03
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Cooking Class from Siena

  • Free cancellation
  • Best price guaranteed
4 hour cooking classes trip through Chianti and Siena. Read More
  • Tour Type Group Tour
  • Activities Cooking classes
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 1+ years old
hours04 From US$ 101 View Tour
Next Departures
  • Sep 01
  • Sep 03
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Private Gourmet Wine Tour in Tuscany

of 1 review
  • Free cancellation
  • Trip customizable
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations ...
  • Tour Type Private Tour
  • Activities Food tours & Wine tasting tours +1 more
  • Accommodation Hotel
  • Transport Train
  • Age Range 22+ years old
days04 From US$ 1,623 View Tour
Next Departures
  • Sep 01
  • Sep 02
Tour with flexible booking policy
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Chianti E Bike Tour from Siena

  • Free cancellation
  • Best price guaranteed
7.5 hour scooter and electric bike trip through Chianti and Siena. Read More
  • Tour Type Group Tour
  • Activities Scooter and electric bike tours & Wine tasting tours +1 more
  • Accommodation No Accommodation
  • Accommodation No Accommodation
  • Age Range 1+ years old
hours7.5 From US$ 133 View Tour
Next Departures
  • Sep 02
  • Sep 05
Showing 1 - 9 of 9 results
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Chianti Tour Reviews

5 - Excellent
Based on 40 customer reviews
Chianti April 2015
5 - Excellent
  • Anonymous
“It was my first trip with this tour company and it more than lived up to expectations. The itinerary was varied; a great mixture of walking, culture and wine-tasting - a wonderful way to visit this fascinating area of Italy. The accommodation was lovely, food delicious and our tour leader was fantastic - she was very knowledgeable about the local area and always went the extra mile for the group. It was a very well organised and interesting trip, I would definitely recommend it.”
A perfect mix of walking, wine tasting and sight-seeing
4 - Very Good
  • Anonymous
“This was my 10th trip with this tour operator in 4 years so I am already a fan and it almost provided us with what we'd hoped for. There was a good balance of walking, wine tasting and sight-seeing. The days spent in Florence, Siena and San Gimignano were not at all rushed and we had ample time to do all that we planned. It was also great to be driven in by Simon our wonderful guide. It meant that we spent very little time travelling. Villa Casalta accommodation was simple in a traditional way and our room was beautiful and very clean. We were given a very warm greeting from Roberta on our arrival and she waved us off on our departure however for the rest of the week we hardly saw her. The swimming pool was lovely to sit around but very cold to swim in during October although I did mange it one afternoon. The location is lovely with a pleasant 20 minute walk to pretty town of Castellina along a gravel road.”
Chianti Walking and Wine Tour
5 - Excellent
  • Anonymous
“This tour was fantastic! Staying at Casalta was excellent. It is located close to the township and the food and people were awesome. It was an excellent balance of walking, wine, and socialising with the group.”
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