Why go inland when the Tuscan coast is this stunning?
This private tour is perfect for travelers who love natural beauty, great wine, and a relaxed pace—without hours of driving.
If you’ve already visited Tuscany’s most famous spots, this coastal escape offers something refreshingly different.
We begin with a short introduction to Livorno’s hidden gems, including its historic market and Medici-era canals. Then, follow the winding coastal road past rocky cliffs known as the “scogliera” — a dramatic natural formation where flat rock terraces meet the glittering Tyrrhenian Sea. The views are almost lunar... and unforgettable.
Our destination is the charming village of Bolgheri, heart of the Super Tuscan wine movement and home to one of Italy’s most romantic avenues — lined with cypress trees. You’ll enjoy lunch here in a local trattoria (cost not included), with the chance to sip some of the region’s finest reds.
This tour is about beauty, balance, and discovering Tuscany’s seaside soul.
Pickup included
Our first look at Livorno is driving through its historic quarter, "Venezia", named so because of the canals that run through it.
From there, we'll continue on the Piazza della Repubblica, a grand, elliptical roundabout that isn't really a piazza -- it's a bridge that spans the canals that run underneath it, the largest of its sort in Europe. From here, you'll get a good look at the Fortezza Nuova, a fortress constructed in brick from the 16th Century surrounded by a moat.
For a genuine experience of an Italian farmer's market, it doesn't get better than Livorno's Central Market. Open only in the mornings, the scene is very lively. You can find vendors selling virtually everything, but mostly fresh fruits and vegetables, fresh and cured meats, fish and all sorts of strange creatures from the sea, cheeses, bread, olives, etc., etc. The open-air side of the market is situated in PIazza Cavalotti, right in the city center. The beautiful covered market, which is a historical landmark, is right nearby. Mercato Centrale is an experience not be missed if you love food.
Before arriving at the monument of the Quattro Mori, we'll drive by Livorno's Fortezza Vecchia, a stunning fortification built by Tuscany's powerful Medici family in the 16th Century.
At the junction of Livorno's main street, Via Grande, and the seaside boulevard sits the monument of the Quattro Mori, four splendid sculptures in bronze.
From here, you'll be able to take a short stroll inside the marina.
Livorno's Terrazza Mascagni is an enormous checkboard promenade that runs along the sea. Constructed during the fascist era, the promenade is one of Livorno's iconic images, along with the handsome gazebo at the center of the plaza.
The sanctuary of Montenero is an interesting place, even if you are not religious. Sitting on a hill on the Tuscan coast just south of Livorno, the sanctuary is associated with legends of miracles, as evidenced by the letters, photos, memorabilia, and other forms of thanks that line the walls.
After about an hour's drive down the scenic Tuscan coast, we'll arrive in Bolgheri, a Medieval hamlet in the heart of Italy's Super Tuscan wine region, after traveling the cypress-lined road you see on postcards. A crenelated edifice and trumpet vines spilling over garden walls greet you as you approach the village.
You'll have lunch at a local taverna known for its genuine atmosphone, top-notch cooking that melds tradition with modern touches, and an amazing selection of wines. There is also an impressive wine shop where you can buy wine and olive oil to ship home.
Lunch is a fixed menu consisting of:
-Antipasto Toscano (toasted bread with toppings, cheeses, cured meats, marinated vegetables)
-Pappardelle al Ragù di Cinghiale (long, wide pasta with wild boar sauce)
-Dessert
-Water, espresso
-Bolgheri red wine (1 bottle for every 3 persons)
Kindly note: The cost of lunch, approx. 45 Euro pp, is NOT included in the rate. You'll pay for lunch on the spot (credit cards accepted).
A quaint resort town on the Tuscan coast, Castiglioncello is famous for its famous residents, among them Italy's beloved Marcello Mastroianni, who owned a villa here at one time. During the 60's, a number of movies were shot here, the most memorable being "Il Sorpasso". You can take a stroll through the grounds of Pasquini Castle, which dates back to the 19th Century.
Castigliocello is a great place to go for a stroll along the seaside (and work off a bit of your lunch). At the Bay of Quercetano, a pretty little bay lined with bathing establishments and a couple of huge, historic hotels, you'll plenty of Kodak moments await.
The coastline at Calafuria is something truly remarkable to behold. On this stretch of "the Etruscan coast" about 10 minutes south of Livorno, a beautiful, almost-lunar landscape stretches out along the shimmering blue of the Tirrenian Sea: the "scogliera". There really is no translation for this in English. The scogliera is a sloping sheet of rock that descends into the sea. The breathtaking natural scene is completed by a watchtower from the 16th Century.
Livorno, known as Leghorn in English, is a port city in Tuscany, Italy. It's famous for its Venetian-style canals, historic fortifications, and vibrant fish market. The city offers a mix of cultural heritage, beautiful architecture, and a lively maritime atmosphere.
Built in the 16th century, these fortifications are a UNESCO World Heritage Site and a testament to Livorno's rich history.
A bustling market offering fresh produce, seafood, and local delicacies. It's a great place to experience the local culture and cuisine.
A small but fascinating aquarium featuring a variety of marine life from the Mediterranean Sea.
A traditional fish stew made with a variety of seafood and tomatoes.
Salted cod cooked with tomatoes, onions, and olives.
This is the peak tourist season with warm weather and plenty of events. The sea is warm, making it ideal for beach activities.
Euro (EUR)
GMT+1 (CET), GMT+2 (CEST during daylight saving time)
230VV, 50HzHz
Livorno is generally safe for tourists, with low crime rates. However, as with any city, it's important to be aware of your surroundings and take basic precautions.
Livorno Centrale
Livorno Piazza Grande, Livorno Stazione Centrale
Buses are the primary mode of public transport in Livorno. They are affordable and cover most of the city.
Available • Apps: Free Now, ItTaxi
Car, Bike, Scooter
Home to the famous Leaning Tower, Pisa is a must-visit for its historic landmarks and beautiful architecture.
The capital of Tuscany, Florence is renowned for its art, architecture, and history.
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