Tours/Florence/Full-Day Tuscany Castles Tour with Wine Tasting from Florence
Viator · group up to 14 pax

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

5.0(55)Florence1 hour
VIATOR4.8(8)TRIPADVISOR5.0(47)

Description

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa. This wine region today produces excellent wines and olive oil. Tour stops at two wineries where guest will receive an introduction to the winemaking process and will be lead in a wine tasting approach by an expert Sommelier.

Tour Options

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

Itinerary

Admission included120 min

Usually, this is the first stop of our wine itinerary. We will have the chance to explore the old cellars and then we will gather in a private wine tasting room to enjoy 5 different wines of this prestigious winery

Admission included120 min

Second stop at Tenuta Bossi, this is a renaissance villa that dates back to the XV century and belongs to a famous and prestigious noble family of Florence, called Gondi. This family was in the bank business at the same time as Lorenzo de Medici. Nowadays they are in the winemaking business and produce both Chianti and Supertuscan wines. I'm very impressed then by their own production of Vinsanto "Cardinal de Retz " one of the best of Tuscany says Vittorio, one of the oldest Sommelier in Florence.

Highlights

Local guide
Wine tasting
2-course lunch
Local taxes
Transport by air-conditioned minivan

What's included

Included
Local guide
Wine tasting
2-course lunch
Local taxes
Transport by air-conditioned minivan
Not included
Hotel pickup and drop-off

Traveller Ratings

5.0
55 reviews
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54
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Important Information

  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Minimum age is 18 years
  • A minimum of 2 people per booking is required
  • A maximum of 14 people per booking
  • The duration of transfers are approximate 45 min, the exact duration will depend on the time of day and traffic conditions
  • Vegetarian option is available, please advise at time of booking if required

Reviews(55)

S
Susanne B
September 8, 2025
Favorite day in Italy

My husband and I have been to many winery and vineyard tours over the years and none have come anywhere near this experience. It is the perfect itinerary: 35 minutes outside of city, two beautiful, family run farms with unbelievable architecture from hundreds of years ago. Our lunch stop was a hidden gem. Pretty, little restaurant was delicious and charming with quirky artwork everywhere. Our driver and guide was the marvelous Matteo! Beyond competent and informative, he was funny, and charming. I would highlyrecomend this tour.

4
453vanshs
June 9, 2025
Must visit place

This wine tour was absolutely phenomenal! From the breathtaking vineyards to the expertly guided tastings, every detail was perfectly curated. Our guide was incredibly knowledgeable and made the whole experience fun and engaging. We sampled exceptional wines and learned so much about the winemaking process. This tour is a must for anyone visiting the region — I would do it again in a heartbeat!

H
H7141TTrebecap
May 19, 2025
Great wine, great experience

Wow!! What a perfect day! We loved learning about the region, the grapes, the wineries. Matteo was so fantastic—he was extremely knowledgeable, he was funny and personable. We cannot imagine a better experience. The wine was delicious, and the meal at the countryside was probably one of if not the best meal we had on our trip to Italy. Highly recommend.

H
Happiness18907745001
May 14, 2025
Wonderful Tuscan Day

Andrea was fantastic! Very knowledgable and answered all of our questions, no matter how new-to-wine they were. He was very personable. We had a great time at the two wineries and the lunch location. We liked that the drive wasn’t too far outside of Florence, but still was that Tuscan country experience. The locations were not your typical wine tour trip - so it felt way more personal since we went to local wineries instead of the big ones that everyone else goes to. At each location, we were greated by multiple owners and staff who were all wonderful. Andrea chimed in with amazing facts along their guide through each property. He walked us through each wine and we felt lucky to learn from him. We could not have asked for a better day. And we cannot forget to mention that lunch and the wine were delicious! Thank you!

J
Jane_S
November 20, 2024
Wine Tour

The Castles are really manor homes which have been converted to wineries or may have always been wineries. Not really castles in my opinion. They were interesting but one of my friends was really interested in the castle aspect and not so much the wine.

R
R1641JVbrettm
November 17, 2024
A trip to Rufina

Great trip, weather was perfect. My wife and I are on our honeymoon and it was just Matteo and ourselves - had a lovely time, beautiful weather, great wine, great pictures. Highly recommend.

A
Abbimack
September 18, 2024
We had Matteo as our driver/tour guide, and he was absolutely amazing!

We had Matteo as our driver/tour guide, and he was absolutely amazing! We went to two wineries and out for lunch in between! Matteo was so genuine, we felt immediately comfortable and at home with him! He was extremely knowledgeable of his country and of the wine culture, not only was he telling us about his country he also was interested in learning about ours and us personally. Our lunch was filled with story telling, and it felt as though we had made a life long friend! We highly recommend this tour and hope that you’re lucky enough to have Matteo as your guide! Thank you Matteo, for making this tour a special memory to our honeymoon! We will be back! :)

3
380mra
August 11, 2024
The best day in Italy so far thanks to Andrea!

We started this day with Andrea as our tour guide and he quickly turned into our friend! With some of the most beautiful landscapes I’ve seen and some extraordinary food, I’ve had to write a review to tell everyone how incredibly worth it this tour was! Andrea’s knowledge, authenticity and gentleness made it even more magical than it already was! We highly recommend him as not only a tour guide but also as a good friend!

J
Jake141414
June 23, 2024
Amazing day and wonderful experience of a beautiful region

Amazing host who was very knowledgeable and we learnt a lot more about wine! The wineries were spectacular and the visit was comprehensive as we were shown right through the production process and got to taste all the wines. Would highly recommended as a wonderful day trip and experience.

V
V7098QUerikab
October 6, 2023
Amazing experience! Highly recommend!

Five stars! Highly recommend. We had a lovely day on the Castle and Chianti Tour. Our tour guide, Julia, was fantastic- she was knowledgeable, friendly and made the entire experience so fun. We enjoyed two tastings at two beautiful vineyards, along with a delicious lunch in a small Italian village. By far our favorite experience we had while exploring Italy.

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