5,0/5 ()

Chianti Icons: Semi-Private Wine Tour with Wineries and Tastings

Moderate
●
6h30m
●
8 people
●
City Break
Traveler's Choice
Hidden Gems
Feature
Group Tour
Feature
Licensed Guide

Our Supertuscan Tour from Florence unfolds through the vineyard landscapes surrounding Florence, where wine culture becomes part of the landscape itself. Centered on the character of Supertuscan wines, this experience reveals a bold and distinctive side of Tuscany, shaped by both innovation and tradition.

Through rolling hills marked by vines, olive groves and historic estates, guests explore three different wineries, each offering its own perspective on the Tuscan countryside. Tastings, vineyard visits and a traditional lunch come together to create a deeper connection with the region’s wine culture and rural identity.

Languages Available
Why travelers love this
See All Reviews
Lindsey S
None
●
03 November 2026
Wine and Tuscany Tour
We had an awesome tour with Romona! She was excellent, personable, knowledgeable...
Meagan S
Wisconsin
●
26 October 2026
Our favorite day of our Italian vacation!
This was a fantastic day with Romana! She was knowledgeable, friendly, and a hel...
Tracy A
None
●
26 October 2026
Great tour!
Such a WONDERFUL day! Romano was the most amazing guide. So friendly and so kno...
Russ I
Dallas, Texas
●
24 October 2026
What a lovely wine and olive oil tasting experience
Great! Peter was excellent. Highly recommended.

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What to expect
Itinerary
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What to Expect

Semi-Private Chianti Wine Tour with Wineries and Tastings .

A refined journey through Tuscany’s most iconic wines

This small-group experience from Florence explores the world of SuperTuscan wines through three winery visits, guided tastings and a traditional lunch in the Tuscan countryside.


The character of SuperTuscans

Guests discover wines that reflect the identity, vision and craftsmanship of their producers, offering a distinctive expression of Tuscany.


Three wineries, three perspectives

The experience unfolds across three estates in the hills around Florence, each revealing a different atmosphere and approach to winemaking.


Tastings and Tuscan hospitality

Guided by a sommelier, the day includes wine tastings at each winery and ends with a traditional Tuscan lunch in a boutique estate.


The ritual of the pour

The ritual of the pour

A quiet moment of sharing and discovery at the tasting table

Golden notes of the land

Golden notes of the land

The pure, generous flavor of Tuscany captured in a simple gesture.

Through the quiet heart of the estate

Through the quiet heart of the estate

A shared passage into the stillness, shadows and atmosphere of the winery

Meeting Point
Via dei Vagellai, 22, Florence, Metropolitan City of Florence, Italy, 50122 Firenze
Meeting Point
Meeting Point
Via dei Vagellai, 22, Florence, Metropolitan City of Florence, Italy, 50122 Firenze

Meet your tour leader in Via dei Vagellai 22, at the corner with Piazza Mentana (opposite to the Arno River).

Tour Point 2
Tour Itinerary

Through the Tuscan Countryside: Leaving Florence behind, the journey unfolds through vineyards, olive groves, castles and villas in the heart of Tuscany.

The World of Supertuscans: Along the way, guests discover the character of Supertuscan wines, often shaped by the identity and vision of their producers.

A Guided Wine Experience: Led by a sommelier, the experience includes the tasting of three remarkable Italian wines rooted in the Tuscan landscape.

A Tuscan Table: The day concludes at a boutique winery, where a traditional Tuscan lunch is served in an elegant rural setting.

Included
  • Round-trip transport from Florence
  • English-speaking sommelier
  • Visit to three wineries
  • Guided wine tastings at each winery
  • Vineyard visits
  • Olive oil and local product tasting
  • Traditional Tuscan lunch
Excluded
  • Hotel pickup and drop-off
  • Personal expenses
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5.0
(235 Reviews)

Loved by Travelers

Lindsey S
Lindsey S
● ● ● ● ●
• 03 November 2026

Wine and Tuscany Tour

We had an awesome tour with Romona! She was excellent, personable, knowledgeable, friendly, and just lovely! Overall experience 10/10! Highly recommen ...

Meagan S
Meagan S
Wisconsin
● ● ● ● ●
• 26 October 2026

Our favorite day of our Italian vacation!

This was a fantastic day with Romana! She was knowledgeable, friendly, and a helpful guide around the hills of Tuscany. Every stop was unique, and we ...

Review 1083304913 - 1 Review 1083304913 - 2 Review 1083304913 - 3 Review 1083304913 - 4 Review 1083304913 - 5 Review 1083304913 - 6
Tracy A
Tracy A
● ● ● ● ●
• 26 October 2026

Great tour!

Such a WONDERFUL day! Romano was the most amazing guide. So friendly and so knowledgeable. Highly recommend her and the tour. ...

Russ I
Russ I
Dallas, Texas
● ● ● ● ●
• 24 October 2026

What a lovely wine and olive oil tasting experience

Great! Peter was excellent. Highly recommended. ...

Niki S
Niki S
● ● ● ● ●
• 24 October 2026

Chianti dream tour

Peter was amazing and very knowledgeable! He knew almost everyone everywhere we went and made sure we got the best experience... I would book with him ...

Shay G
Shay G
● ● ● ● ●
• 23 October 2026

A Wonderful Tuscan Wine Tour with an Outstanding Guide!

Peter was an outstanding host, tour guide, and driver! He was incredibly knowledgeable about Florence, the beautiful Tuscan countryside, and the local ...

Jane M
Jane M
● ● ● ● ●
• 23 October 2026

Super!

Our wine tour was great! Our guide was very good and he explained so many things along the way. Federico was the best! ...

Tiffany M
Tiffany M
● ● ● ● ●
• 19 October 2026

Peter was AMAZING

My husband and I had a blast on this tour. Probably our favorite tour during our time in Florence. The number of wineries was prefect, the time alloca ...

Review 1082439736 - 1
Nicholas R
Nicholas R
● ● ● ● ●
• 19 October 2026

Wine tour

Darria was an amazing guide. Very informative and fun! ...

Kayla C
Kayla C
● ● ● ● ●
• 19 October 2026

Wine Experience

Daria was a fantastic guide! She told us so much history along the way while also being so kind. ...

Olivia H
Olivia H
● ● ● ● ●
• 16 October 2026

Great experience from start to finish!

We loved the day from start to finish! We went to 3 wineries each very different from each other, and got to experience atleast 3 wines per visit. We ...

Review 1082042343 - 1 Review 1082042343 - 2 Review 1082042343 - 3 Review 1082042343 - 4 Review 1082042343 - 5 Review 1082042343 - 6 Review 1082042343 - 7
fdipilato1324
fdipilato1324
Boston, Massachusetts
● ● ● ● ●
• 14 October 2026

Wine Tour

Great Tour! Very knowledgeable guide. Excellent amount of stops ...

Review 1081803571 - 1 Review 1081803571 - 2 Review 1081803571 - 3 Review 1081803571 - 4 Review 1081803571 - 5 Review 1081803571 - 6 Review 1081803571 - 7
Kaylin K
Kaylin K
Rochester, New York
● ● ● ● ●
• 10 October 2026

Honeymoon Wine Tour

What an amazing tour! Our tour guide Peter was so well versed in the Italian culture and was pointing out and giving us knowledge about almost everyth ...

Review 1081206221 - 1
Rebecca H
Rebecca H
● ● ● ● ●
• 09 October 2026

It was amazing!!

An amazing experience with Peter! Both wineries we visited were great. Meal with the wine tasting ...

Jeffrey W
Jeffrey W
Philadelphia, Pennsylvania
● ● ● ● ●
• 09 October 2026

Great easy day trip

Peter was an excellent guide! The wineries were thoughtfully picked for quality and location. Short trips to each winery made for an easy day, and the ...

Linwood G
Linwood G
● ● ● ● ●
• 02 October 2026

Great experience

Peter was very friendly and knowledgeable. Had a great day. ...

Rosa B
Rosa B
● ● ● ● ●
• 02 October 2026

Semi private Tuscany tour

Peter was a wonderful knowledge guide and very personable, funny, and interactive. He did an amazing job explaining the history of the areas of Tuscan ...

Denise B
Denise B
● ● ● ● ●
• 01 October 2026

Absolutely fabulous

Daria was an amazing Tour Guide. I highly recommend this tour. ...

Darlene F
Darlene F
● ● ● ● ●
• 27 September 2026

Super Tuscan Wine Tasting Tour

Our trip to 3 wineries in Tuscany was amazing! Our tour guide, Daria, was knowledgeable and fun. We would highly recommend. ...

sarah e
sarah e
● ● ● ● ●
• 27 September 2026

Amazing experience

Amazing! Peter is the best guide ever ...

Accessibility
  • Guests under 18 will be served non-alcoholic beverages
  • Please advise of any special needs or impaired mobility in advance
  • The tour runs rain or shine
  • This is a small-group experience
  • The meeting point is in central Florence
  • The tour is provided by Towns of Italy

The experience includes visits to three wineries, guided tastings with a sommelier, and a traditional Tuscan lunch in a boutique winery.

The meeting point is in central Florence, at Via dei Vagellai 22 red, on the corner with Piazza Mentana.

No, this is a small-group experience designed to feel more personal and relaxed.

The total duration of the experience is approximately 6.5 hours.

Yes, round-trip transport from Florence is included as part of the experience.

Yes, the day includes a traditional Tuscan lunch served at a boutique winery.

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