Tuscany Wine Tasting Tours 2024/2025

9 great wine tasting trips in Tuscany. Searching for a wine tasting tour in Tuscany? Below you will find 9 curated wine tasting trips taking place in Tuscany with 6 reviews. Our wine tasting trips are supplied by 4 hand-picked travel operators in Tuscany. With tour prices ranging from 59 USD to 7,020 USD and tour durations varying from 1 day and to 17 days, there is plenty to choose from.

9 Wine tasting tours with 6 Reviews

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Small Group Brunello Wine Tour from Siena

of 1 review
  • Free cancellation
  • Trip customizable
We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian
  • Tour Type Small Group Tour
  • Activities Wine tasting tours & Farm and plantation visits
  • Accommodation No Accommodation
  • Age Range 17-79 yrs
  • Operated in English
hours09 From US$ 191 View Tour
Next Departures
  • Apr 20
  • Apr 21
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Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits trip through Siena and Monteriggioni. Read More
  • Tour Type Small Group Tour
  • Activities Countryside and village visits & Trekking and Hiking +2 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours04 From US$ 58 View Tour
Next Departures
  • Apr 22
  • Apr 25
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Small Group Pienza & Montepulciano Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Farm and plantation visits +1 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 191 View Tour
Next Departures
  • Apr 20
  • Apr 22
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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$ 2,364 View Tour
Next Departures
  • Apr 22
  • Apr 23
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Dinner in the Chianti Vineyards from Siena

  • Free cancellation
  • Best price guaranteed
On this day trip you will visit Tuscany, San Gimignano and Siena. Read More
  • Tour Type Group Tour
  • Activities Food tours & Wine tasting tours +1 more
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian, Spanish
hours05 From US$ 116 View Tour
Next Departures
  • Jun 01
  • Jun 02
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San Gimignano, Siena & Chianti from Florence

  • Free cancellation
  • Best price guaranteed
11 hour wine tasting trip through Tuscany and Florence. Read More
  • Tour Type Group Tour
  • Activities Wine tasting tours & Countryside and village visits +2 more
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian, Portuguese, Spanish
hours11 From US$ 64 View Tour
Next Departures
  • Apr 20
  • Apr 23
Add to your Tour Wish List 7% OFFTODAY

Tuscany Walking and Wine

of 1 review
  • Best price guaranteed
  • No booking fees
A well paced trip with an excellent guide, I really enjoyed it, despite the covid rules.
  • Tour Type Small Group Tour
  • Activities Walking tours & Cultural, religious and historic sites +3 more
  • Accommodation Hotel
  • Transport Train, Bus, Minibus & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days08 From US$ 2,410 US$ 2,250
SavingUS$ 160
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,410
  • Special Deal (7%):- US$ 160
  • Total Price from:US$ 2,250
View Tour
Next Departures
  • Apr 21 Only 4 seats left
  • Apr 28 10+ seats left
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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
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 191 View Tour
Next Departures
  • Apr 22
  • Apr 25
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Dinner in the Chianti Vineyards From Florence

of 1 review
  • 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
  • Age Range 1-99 yrs
  • Operated in English, Italian, Spanish
hours5.5 From US$ 116 View Tour
Next Departures
  • Jun 01
  • Jun 02
Showing 1 - 9 of 9 results
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Tuscany Tour Reviews

5 - Excellent
Based on 6 customer reviews
Fantastic Tour! BOOK This!!
5 - Excellent
  • Callum McHenery
“We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian trip. Daniel our expert guide was so funny, passionate and informative about the full processes of wine making from start to finish. He was also fantastic at answering any questions and a tour guide of the areas we were traveling through. He even stopped at the hilltop town of montalcino and a beautiful hidden Abbey. We visited three separate Vinyards all fantastic however the Vinyard where we had the most outstanding lunch was the highlight. We both thought it was the best lunch of our whole trip, Grazie Laura. We wouldn't hesitate to go in this tour again if we return to Tuscany, if you get Daniel he totally makes your trip. Thank you for a great day.”
Very good
4 - Very Good
  • Izabela Smadu
“Locations were amazing, villa Lecchi a lovely place to stay and admire Tuscan’s view , staff was friendly and energetic, food was very good , we were impressed about wineries especially Barbi ( elegant , tradition , good wine and food, staff very professional). Fabio, sommelier from villa di Mensanello was very knowledgeable and energetic, first driver was friendly and explained us about Tuscan area and people . We have just one negative review of the trip was the second driver who didn’t speak English unable to communicate with as and at one stage of the trip he confused our itinerary and missed places.”
Fun time
5 - Excellent
  • Harry Donaghy
“The trip was very entertaining. The tour guide Lara provided good information about what we were seeing. They was plenty of time to get food or just relax with a drink. I would recommend.”
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