Tours and Trip Packages to Chianti in October 2025

Traveling to Chianti in October 2025? We offer 3 tours, trips and vacation packages to Chianti in October 2025. Our Chianti in October 2025 tour packages and trips have 42 customer reviews. All the Chianti October 2025 tour packages and trips are carried out by hand-picked, qualified local and international Chianti tour operators.

3 Trips in Chianti during October 2025

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Tuscany Walks & Chianti Wines

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 and Hiking & Food tours
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 2,617 US$ 2,245
SavingUS$ 372
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  • Brochure Price:US$ 2,617
  • Special Deal (14%):- US$ 372
  • Total Price from:US$ 2,245
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Next Departures
  • Oct 11 Only 8 seats left
  • Oct 18 Only 8 seats left
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Private Gourmet Wine Tour in Tuscany

of 2 reviews
  • 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 22-89 yrs
  • Operated in English, German
days04 From US$ 2,424 View Tour
Next Departures
  • Oct 01
  • Oct 02
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Rome, Florence & Tuscany Family Adventure

  • Trip customizable
  • Best price guaranteed
8 day food tour through Rome, The Vatican, Florence and 4 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Food tours & Museum and gallery visits +4 more
  • Accommodation Hotel
  • Age Range 6-99 yrs
  • Operated in English
days08 From US$ 7,167 View Tour
Next Departures
  • Oct 01
  • Oct 02
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Chianti Tour Reviews

5 - Excellent
Based on 42 customer reviews
Wonderful time in Tuscany
5 - Excellent
  • Russell White
“What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills”
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.”
Best decision ever
5 - Excellent
  • Anonymous
“The trips organized by the tour operator were recommended to me, and as someone who knows little about wine but loves to drink it I was keen on this trip. I also fancied some exercise and activities thrown in. I was slightly dubious about going alone but soon realised when I got there that the tour operator caters for people like me. I would say the trip is scaled correctly in terms of activity level, I particularly enjoyed the panzano and San gimignano walks. There's also loads to do on your free day, I rented a vintage fiat from castellina, some of the group went riding and others cooking so plenty of options. Couldn't recommend this trip enough.”
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