Tours and Trip Packages to Chianti in May 2025

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

3 Trips in Chianti during May 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
  • May 10 Only 8 seats left
  • May 31 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$ 2,419 View Tour
Next Departures
  • May 01
  • May 02
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Rome, Florence & Tuscany Family Adventure

  • Trip customizable
  • Best price guaranteed
8 day food trip 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$ 7,154 View Tour
Next Departures
  • May 01
  • May 02
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Chianti Tour Reviews

5 - Excellent
Based on 42 customer reviews
Chianti Wine & Walking
4 - Very Good
  • Anonymous
“A good balance of walking in the countryside with visits to towns & cities for that cultural fix. The wine tasting was something I would not usually have done but I learnt from it & found it enjoyable”
Tuscany Walking and Wine
5 - Excellent
  • Anonymous
“A really enjoyable and varied week in Tuscany. Three lovely walks through forests and vineyards. Stunning hilltop villages and market towns. Excellent wine tastings and winery visits, each a little different, and we certainly drank a lot of local Chianti. Liz, our guide, was efficient, knowledgeable, capable and so friendly. We had plenty of time to explore the cities of Siena and Florence at our own pace, and on our free day most of us opted for a cookery class at a local restaurant. Enormous fun and the lunch we helped produce, was amazing. The family run farmhouse where we stayed was full of character, and they made us so welcome. The evening meals were generous and based on local produce and served with their own estate wines.”
Right First Time!
5 - Excellent
  • Anonymous
“This was our first actual trip with this tour company and it was all that we hoped for, and more. The balance of walking, wine tasting and culture was spot on! Villa Casalta accommodation was great - simple in a traditional way, owner and Marguerite warmly welcoming and helpful, beautiful swimming pool (used by several of us even though it was end of Sept), entertaining dog (Stella) and cat, with only a slow off-road 20 minute walk to pretty town of Castellina.”
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