Livorno port to Livorno historical city centre and Bolgheri winery

The coastline to wine world

  • 08:00 Meet the driver and move to Livorno city centre
  • 08:45 Visit of the Old and the New Fortress, the Old Venice quarter, the Synagogue, the Indoor Food Market and seaside Mascagni Terrace
  • 09:30 Drive to Montenero old church
  • 10:15 Drive to Bolgheri
  • 11:00 Winery
  • 12:30 suggested timing for lunch time (not included)
  • 14:30 Castagneto Carducci and Gherardesca castel
  • 16:00 Departing to Livorno

Italy, Tuscany vertical tasting of Ornellaia Super Tuscan red wine in Bolgheri

This original shore excursion from the Port of Livorno will introduce you to the hidden treasures of one of Tuscany’s lesser-known cities; as well as its beautiful province where some of the best wines in Italy are produced.

Livorno, an original town

Start the day with a drive looking at Livorno, the city founded by the Florentine Medici family in the late 16th century to support its flourishing port. Discover the old Venezia quarter with its quiet canals, intriguing churches and sturdy buildings once the homes of wealthy merchants from all over Europe. Take a look at Livorno’s two impressive fortresses, also the work of the Medici. The drive beside the churches that belonged to the Dutch, Greek, Armenian and British communities of the 16th-19th centuries; then the impressive modern Synagogue that replaced the original one which served what was once one of the most important Jewish communities in Italy. Also well worth a visit is Livorno’s indoor food market, one of the largest in Europe, boasting a vast array of fresh produce.

Next head along Livorno’s attractive seafront, past the huge terrace overlooking the sea known as the Terrazza Mascagni, through the elegant quarters of Ardenza and Antignano driving us to the hill of the Sanctuary of Montenero – a fascinating church and monastery – and some stunning views over Livorno.

Bolgheri wine region

Now head south along the rocky Romito coastline and on to the wine-producing area of Bolgheri (about 50 minutes). The charming village, located about eight kilometres inland from the Tuscan coast, has fewer than 200 inhabitants. However, some of Italy’s most celebrated vineyards lie just west of the village which has made Bolgheri a popular destination for wine lovers.

Sassicaia historical origins

The wines of the area became famous after Marquis Incisa started growing Cabernet Sauvignon grapes on his estate; that area had previously only been known for rustic Sangiovese and Trebbiano wines. As a result, he produced the very successful Sassicaia wine; it has since gained international fame and have led to other winemakers in the same area following his example of using French grape varieties in their wines.

Your first stop will be at one of the prestigious Bolgheri wineries previously reserved; the tour of the cellars and a tasting of the wines (the exact winery will depend on availability at the time of booking). Later, you can enjoy a Tuscan lunch in the pretty medieval village of Bolgheri. After lunch, visit another of the area’s wine makers and then pay a visit to medieval Castagneto Carducci; the borgo was named after the famous Italian poet, Giosue Carducci. This hilltop village culminates in the castle belonging to Count Gherardesca; this noble family has owned the land here for many centuries and still lives here today. It is a peaceful little place where time seems to have stood still, offering a unique opportunity to see life in a real Italian village.

It takes about an hour to drive back to Livorno from Castagneto Carducci.


up to 3 pax
up to 4-6 pax
up to 7-8 pax

English speaking driver:

The English speaking driver is a professional driver that has an extensive geographical and technical knowledge; he provide our clients with maximum comfort and confidence on the road. The English speaking driver is also extremely familiar with main destinations in Tuscany and Italy; he allow our clients designing an itinerary if they prefer playing it by ear directly with them to better suit their interests and preferences. He could act as your mobile concierge.

Smart Driver:

Is a professional driver with excellent local knowledge who will provide you with an overview of local history; show you the main sights from the vehicle; arrange museum tickets (subject to availability); on your request make lunch recommendations; he cannot take you on a walking tour of the city, into museums, churches or other sights, or give in-depth historical, artistic and architectural information. Enjoytuscany smart driver act as your mobile concierge!

Our private shore excursion / private excursion to Livorno historical town and Bolgheri wine is designed to help you to experience the best-known and most significant sights, but we are happy to tailor-make your itinerary to suit your own tastes and interests (within the limits of the time available, of course!). The excursion can also be combined with a private guided walking tour of Bolgheri and its wineries with a local licensed guide.

  • Duration: 9 hours
  • Max pax: 8
  • smart driver+full comforts vehicle
  • 1/3 pax: 640,00
  • 4/6 pax: 690,00
  • 7/8 pax: 760,00
  • english speaking driver+full comforts vehicle
  • 1/3 pax: 560,00
  • 4/6 pax: 630,00
  • 7/8 pax: 700,00
  • smart driver+luxury sedan
  • 1/3 pax: 860,00

Request more info

Pursuant to art. 13 of Legislative Decree no. 196/03, use the form constitutes explicit permission and consent to the holding and processing of personal data, as required by the Code regarding personal data. Please also note that, in relation to the data supplied you may exercise your rights under art. 7 of Legislative Decree no. 196/03.

You may also like