VIP Tour of Tuscany with Wine Tasting (from Livorno) - Bellarome

Time difference

EST + 6 Hours

Nearest Airport(s)

Pisa (22 km), Florence (89 km)

Local currency


VIP Tour of Tuscany with Wine Tasting (from Livorno)


From: $440.00


Explore Tuscany’s Hidden Gems and Discover Local Wines on this Private Day Tour


Good Chianti, that aged, majestic and proud wine, enlivens my heart, and frees it painlessly from all fatigue and sadness.”

– Francesco Redi

Availability: Every day
Duration: 9 hours
Departure from: Livorno
Type: Private, luxury
Prices: $565 per person (for groups of two/three) or $440 per person (for groups of four)
Best for: Discovering Tuscany’s cultural towns and cities, and tasting iconic wines in the countryside

Discover the beauty of Tuscany on this private day tour to Siena and San Gimignano, and recline on a wine estate, sampling local Chianti Classico.

This private tour experience gives you the opportunity to discover Tuscany in luxury, allowing you to take in the full beauty of this iconic part of the world. It also includes private guided tours of Siena and San Gimignano, and ends with a decadent wine-tasting experience in the heart of Tuscany.

This luxury day tour begins with a relaxing journey in a private car from Livorno to San Gimignano, which is a charming hill-top town famous for its towers, as well as its local wine, precious saffron and hand-crafted pottery. Here, your expert guide will accompany you to every corner of the town so that you can discover beautiful piazzas, buildings, churches and suggestive alleyways. The tour then continues through the heart of Tuscany to Siena, where you will be enchanted by the rose hues of the Cathedral and the magnificence of Palazzo Comunale in Piazza del Campo. Your private guide will tell you all about the city’s famous Palio horse race and there will be plenty of time to stop in the city’s boutique stores to buy gifts.

After lunch at a traditional restaurant, this private tour continues with a relaxing drive through the Chianti Classico area, where you can absorb charming scenic views characterized by medieval hill-towns, castles, stone farmhouses and breath-taking landscapes. After a stop at the hamlet of Castellina in Chianti you will have the pleasure of tasting some of the best wines of Tuscany. A rich snack based on sliced cold meats, bruschetta, salami and cheeses will also be offered, allowing you to sample the rich flavors of the local produce. After this tour, you too will surely be proclaiming the Chianti area to be the most beautiful place in the world!

Included in this tour:

  • All transportation during the day tour (pick up is from the port and you will be returned to the port after the day tour)
  • VIP guided tour of San Gimignano
  • VIP guided tour of Siena
  • Private tour guides
  • Lunch at a traditional Tuscan restaurant
  • Wine tasting in the Chianti region

Please note that the order of the itinerary may be changed to allow you to make the most of your time in Tuscany.


How to book

You can book and pay for this tour safely and securely online using the box at the top of the page. Alternatively, to find out more about this Siena, San Gimignano and Chianti wine-tasting tour, please contact a member of our dedicated team on 347-594-5500 or click here to send an online inquiry.

* Please note all prices above are based on 2 people sharing

If you would like a customized package deal quote, please call one of our dedicated team members at (347) 594-5500 or click here to send us an inquiry.

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