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Chianti Wine Region
Livorno Shore Excursions - Chianti Wine Region
 



This 8-9 Hour Private Shore Excursion Includes:
  • Pick up from Port of Livorno
  • Private English Speaking Driver Guide
  • Round Trip Transportation in Private Vehicle

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Tour Number:
ILIVO-08


Group Size (Prices in USD)*:
2 People - $596 Per Person
3 People - $396 Per Person
4 People - $308 Per Person
5 People - $246 Per Person
6 People - $206 Per Person
7 People - $202 Per Person
8 People - $177 Per Person



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TOUR DESCRIPTION
 
Type: Charming Towns, Free Time, Scenic Drive, Wine Tasting
Length: 8 - 9 hours (traffic pending)
Walking: Difficult - uneven surfaces
Mobility: Folding wheelchairs OK, some sites may be inaccessible (advance notice required)
Guide: Driver Guide
Language: English

Livorno Shore Excursion - This tour visits the Chianti Wine Region where you have the chance to explore small medieval villages and sample Tuscan wines as you travel. This area is considered the most picturesque in Tuscany.

Your driver guide will meet you at the pier in Livorno and you start your day driving through the rolling hills of Tuscany and into Italy's most famous wine-producing area. During your tour, you stop to visit wine producing villages, such as Greve in Chianti, Castellina in Chianti, Radda in Chianti or Panzano where you are encouraged to visit the local enoteca (wine shops) which offer wine tastings.

Between each village you drive through vineyards and pass hilltop castles. Many of these castles are wineries and some are have wine rooms open to the public to enjoy their wine.

Castellina in Chianti has more of a medieval feel than others in the region. Its history dates back to the Etruscans when this was a major population center. The Via della Volte is a tunnel street that has windows overlooking the valley below. Just outside of town on the road to Radda is a perfect example of an Etruscan tomb, Ipogeo Etrusco di Montecalvario. It is a green hill surrounded by pine trees and topped by a pair of cypress trees. There is a stone walled tunnel that leads to the burial chambers.

Greve in Chianti is the unofficial capital of the Chianti Region. It came to prominence in the 13th and 14th centuries as a major trading center. The town square (which is more of a triangle) is filled with dozens of wine and gift shops and caf̩s. It is the host of the Chianti wine festival each September.

Radda in Chianti is a medieval hilltop town which is enclosed by large defensive walls. The town has existed since the 9th century and for generations was the seat of the Chianti League.

Panzano in Chianti is an attractive town located on a high ridge almost exactly halfway between Siena and Florence. Here you will see parts of its castle incorporated into the church and a nearby tower.

After a day of exploring this charming region, you return to the pier in Livorno.


If you cannot find what you are looking for, our Livorno tours and Livorno Shore Excursions can also be customized to fit your needs. If you have a larger group, we can offer you a private Livorno tour using a mid-size bus or full size coach. Please contact us with any questions or to receive a customized quote.
Shore Trip Timing is approximate based on your interests & traffic
  • Drive to Chianti Wine Region - 2 Hours (traffic pending)
  • Explore Wine producing Towns - 4.5 Hours
  • Return to pier in Livorno - 2 Hours (traffic pending)

Average Rating: Average Rating: 5 of 5 5 of 5 Total Reviews: 64 Write a review »

  2 of 2 people found this review helpful:
 
5 of 5 Review Location- Livorno June 14, 2026
Reviewer: David R from COVINGTON, LA  
We booked a few tours at last minute from our cruise ship as our Oceania shore excursions were pretty bad. We arranged our trip through Steven by email and Internet was spotty on the ship. He was quick to respond and was able to customize our trip for the day. We had 3 couples and Ynne was our guide. He was the best guide that we had had during our 12 day trip.

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  0 of 0 people found this review helpful:
 
5 of 5 Review Location- Livorno April 13, 2026
Reviewer: Janet D from Birkenhead, Merseyside, UK  
We had the best time and are so pleased we used your service. All three of our drivers were excellent and the experience they gave us of their cities was wonderful. Nothing was too much trouble and it turned our excursions into really special events. We would have no hesitation in using your services again and have already recommended you to colleagues and friends.

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  0 of 0 people found this review helpful:
 
5 of 5 Review Location- Livorno March 30, 2026
Reviewer: Len N from San Rafael CA  
The tours were terrific. The drivers and guides were all very informative and took us where ever we decided to go. I will highly recommend your company to all my friends if they need guided tours. Thanks again for all your help!!!!

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  0 of 0 people found this review helpful:
 
5 of 5 Review Location- Livorno March 23, 2026
Reviewer: Janna B from Granada Hills CA  
Thank you for warm welcome back, glad to be home. Thank you for all the arrangements we definitely well refer you to all our friends traveling to Europe. All the guides were very informative and knowledgeable people. It was a pleasure working with you.

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  0 of 0 people found this review helpful:
 
5 of 5 Review Location- Livorno December 3, 2025
Reviewer: Winnie P from Hong Kong, Japan  
Just a quick note...heard back from client and he had nothing but great comments about the tours. He is not easy to impress. He commented that the last port (Naples) was well orchestrated considering there were multiple modes of transportation. Thanks again for all of your assistance. Looking forward to more bookings with you!

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