Full-Day Tuscany Castles Tour with Wine Tasting from Florence

4.9
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55
Reviews
Recommended by 98% travellers
98% of guests rated this experience 4 stars or higher
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4.9  (55)
Recommended by 98% travellers
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+9
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4.9
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55
Reviews
Recommended by 98% travellers
98% of guests rated this experience 4 stars or higher
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4.9  (55)
Recommended by 98% travellers
Earliest Date Available: September 19, 2026This experience is in high demand. Book now to lock in the next available date.
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Earliest Date Available: September 19, 2026This experience is in high demand. Book now to lock in the next available date.
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Location
Duration
6 hours
Group size
Max 8 guests
Language
English
Location
Duration
6 hours
Group size
Max 8 guests
Language
English

Why travelers loved this

4.9
55 reviews
 US$315.62  per guest
Select Options
Earliest Date Available: September 19, 2026This experience is in high demand. Book now to lock in the next available date.
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Earliest Date Available: September 19, 2026This experience is in high demand. Book now to lock in the next available date.
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
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.
Local guide
Wine tasting
Lunch
2-course lunch
Local taxes
Transport by air-conditioned minivan
Hotel pickup and drop-off
1
2 hours · Admission Ticket Included

Castello del Trebbio

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
Usually, this is the first stop of our wine itinerary. We will have the chance to explore the old ce…
2
2 hours · Admission Ticket Included

Tenuta di Bossi

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.
Second stop at Tenuta Bossi, this is a renaissance villa that dates back to the XV century and belon…
Meeting Point

Lungarno Benvenuto Cellini 33, Lungarno Benvenuto Cellini, Firenze Città Metropolitana di Firenze Toscana, Italy, IT, 50125

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End Point

This experience ends at the meeting point.

Non Refundable
This experience doesn't offer free cancellation. Amount paid is non-refundable once booked.
4.9
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55 reviews
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Susanne BSeptember 2025 • TripAdvisor
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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...read more

4
453vanshsJune 2025 • TripAdvisor
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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!

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H7141TTrebecapMay 2025 • TripAdvisor
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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.

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Happiness18907745001May 2025 • TripAdvisor
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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 gr...read more

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R1641JVbrettmNovember 2024 • TripAdvisor
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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.

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5.0 (1)

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