Yacht Charter Tuscany

Rich with cultural, culinary and architectural highlights, Tuscany is a relatively new and upcoming Italian sailing destination - definitely not to be missed. Start your sailing adventure from Cala de 'Medici in Castiglioncello or La Spezia a bit further North and enjoy the most romantic and picturesque Italian region. Try the delicious Tuscan food, visit the unmissable Saturnia hot springs, book a wine tour and explore the legendary Elba island.

Ready for a unique sailing experience?

We guarantee first-class customer service before, during and after the booking of your holiday!

Get a Quote for free

 The 7 islands of the Tuscan Archipelago - Explore Tuscany by boat

Elba Island

Elba is undoubtedly the most famous of the 7 Tuscan islands and the 3rd largest island in Italy (after Sardinia and Sicily). It is best known for its historical side, as it was the island where emperor Napoleon was exiled. In fact, you can still visit his villas. Elba is a relatively small island, yet has so many different locations for visitors to explore; we recommend Campo nell’Elba or Porto Azzurro.

Giglio Island

For a true Tuscan feel head to Giglio island. The island’s 3 picturesque towns of Giglio Porto, Giglio Campese and Giglio Castello will satisfy even the most demanding of travelers. Giglio island is also ideal for snorkelling (you can even explore underwater shipwrecks) and you really shouldn’t miss the beautiful sandy beach in Campese as well as a taste of the famous Giglio white wines.

Pianosa Island

Explore the almost uninhabited, so flat that it can barely be seen from a distance, Pianosa island. Pianosa has become a hotspot for diving enthusiasts and other than wildlife, you will only find a handful of humans ashore.

Giannutri Island

A privately owned island, near Giglio, Giannutri is rich in archaeological sites. It is only reachable by boat as the island’s owners do not allow hotels, and of course no camping. However, you can book a guided tour for ashore exploration. Don’t miss out on Cala Spalmatoio and Cala Maestra.

Montecristo Island

Montecristo is such a unique island that you actually need to apply for a visit and it only opens for specific months each year ..for a few lucky visitors who will get to experience the island’s perfectly preserved flora and fauna. Montecristo has of course become famous by the novel “The count of Montecristo” by Alexandre Dumas and has a very rich history. You can only visit Montecristo island with a rented yacht, as there are no ferry lines connecting it to the mainland or other islands.

Capraia Island

Capraia is the only volcanic island of the Tuscan archipelago and the island’s only sandy beach Cala della Mortola is only reachable by boat. The marina in Porto di Capraia can accommodate up to 99 boats and as it gets very busy in the summer months, we recommend pre-booking your berth. Don’t miss out on the Cala Rossa anchorage to view the unique, red volcanic cliffs.

Gorgona Island

Gorgona is the smallest island in the Tuscan archipelago and it is completely uninhabited. You can only visit Gorgona with a permission from the local authorities or book a guided tour. Sailing around the island is forbidden.

 Where can we start our Yacht Charter Tuscany from?

There is currently only one yacht charter base from where you can visit the Tuscan archipelago, in Cala de 'Medici in Castiglioncello.

There are a couple of nearby airports that serve Castiglioncello, such as Pisa international airport, Florence Airport, La Spezia Airport and Genoa Airport.

Of course, you can easily reach Castiglioncello by car and train (to Castiglioncello Centrale in Rosignano Solvay).

Time from Pisa Airport to Marina Cala De' Medici - 40 mins by car

If you would like Yacht4Less to arrange airport transfers for you, just ask your charter consultant for more information! 

 Boat hire in Tuscany - Weather Conditions

The best time for a Tuscany yacht charter is during the summer months, however, Tuscany is known for mild and warm falls so you may also want to consider a low season yacht charter for lower prices and less crowds. 

The Tuscan archipelago is ideal for those looking for exhilarating sailing with rather strong and steady North-West winds.

We do recommend a Tuscany bareboat sailing holiday to more experienced sailors or those who want to book a skippered or fully-crewed yacht charter for added safety and relaxation.

 Yacht4Less Extra Tips  - Tuscany boat trips

A visit to Tuscany is not complete without a taste of true Tuscan food. Don’t miss out on the local delicacies: ribolitta, pappa al pomodoro and of course the famous steak “bistecca alla Fiorentina”.

In this region, you will also find many open - air food markets with local fresh produce, and for the wine lovers we recommend a wine tour in Chianti (near Florence) which is the largest and most famous wine region in Italy.

For mooring during a Tuscany sailing holiday, you will find an abundance of options, from organised marinas to secluded bays.

 Our Suggested Sailing Itineraries for a Yacht Charter in Tuscany


⚓ Day 1. Capraia

⚓ Day 2. Marciana Marina (Elba island)

⚓ Day 3. Marina di Campo (Elba island)

⚓ Day 4. Giglio island

⚓ Day 5. Giannutri Island

⚓ Day 6. Porto Azzurro (Gulf of Mola)

⚓ Day 7. Gulf of Baratti and return to Castiglioncello  

Contact us

+44 2081 444 580


Contact us

Our team is here to help with a
tailor-made quote

Best price guarantee
Tailor-made holidays
Loyalty reward

Get a free Quote

We'll get back to you with a non-obligatory tailored quote within 4 hours

Please type your preferred destination

Charters in the Mediterranean run on a 7-day Sat-Sat basis

Please fill in your embarkation date
Please fill in your disembarkation date
Please type your full name

Contact us

+44 2081 444 580


Contact us

Our team is here to help with a
tailor-made quote

Best price guarantee
Tailor-made holidays
Loyalty reward