Sailboat and catamaran holiday in Tuscany

Tuscany · Tuscan Archipelago · Elba Island

Discover the beauty of Tuscany aboard a catamaran or sailboat!

Rent your boat with or without a skipper. Discover the boats available for summer 2026!

About Us

Welcome to Charter Toscana

Rent sailboats, catamarans and motorboats along the entire Tuscan coast, with or without a skipper. Sail towards the Tuscan Archipelago — Elba, Giglio, Capraia, Pianosa and Giannutri — and along the striking Etruscan Coast, for an unforgettable experience with family or friends.

Request your free quote: it's time to set sail, we'll see you on board!

15+ Years of experience
7 Islands of the Tuscan Archipelago
100% With or without skipper

Where we depart from

Our sailing bases

Archipelago or mainland coast, two different ways to experience sailing in Tuscany. Choose your starting point.

Tuscan Archipelago

Europe's largest protected marine park, with crystal-clear waters, Mediterranean forests and fishing villages. Sail towards Elba, Capraia, Giglio, Pianosa and Giannutri, discovering secluded coves, seabeds rich in life and breathtaking views.

  • Departure base: Piombino Punta Ala Livorno
Discover the Tuscan Archipelago

Etruscan Coast

An elegant and varied coastline, with pine forests, cliffs and historic villages overlooking the Tyrrhenian Sea. Sail from Livorno to Castiglioncello, San Vincenzo and Baratti, discovering secluded coves and unforgettable sunsets.

  • Departure base: Livorno San Vincenzo Cala de' Medici
Discover the Etruscan Coast

The fleet

Sailboats and catamarans

Two different ways to experience the sea: the elegance of pure sailing, or space and stability on board.

Sailboats

Choose from a wide fleet of sailboats with 2 to 6 cabins from the best shipyards — Bavaria, Jeanneau, Dufour — perfect for any type of crew, from couples to groups of friends.

Discover our sailboats

Catamarans

Spacious and stable boats, perfect for those seeking comfort and relaxation, whether with family or a large group. A wide fleet of catamarans from the best shipyards, such as Lagoon, Bali and Fountaine Pajot, to experience the sea without giving up space on board.

Discover our catamarans

Suggested routes

Recommended itineraries

Three sailing routes between the Tuscan Archipelago and the Etruscan Coast, designed by duration and crew type. Customizable when requesting a quote.

7 days
Tuscan Archipelago

7-day catamaran itinerary through the Tuscan Archipelago

[Piombino] → Elba → Pianosa → Giglio → Giannutri → Capraia

A complete loop from Piombino or Punta Ala that allows you to visit the main islands of the archipelago, alternating beach stops, shore excursions and evenings at anchor.

View itinerary
7 days
Elba · Giglio

7-day sailboat itinerary between Elba and Giglio

[Piombino] → Elba → Pianosa → Giglio → Giannutri

An ideal itinerary for those who want to experience the two most beloved islands of the archipelago, among hidden beaches, fishing villages and turquoise waters.

View itinerary
7 days
Etruscan Coast

7-day catamaran itinerary along the Etruscan Coast

[Livorno] → Castiglioncello → San Vincenzo → Baratti → Piombino

A relaxing coastal route, among pine forests, coves and historic villages, ideal for those seeking a mix of sea and culture without straying too far from the mainland.

View itinerary

Travel worry-free

Insure your trip or security deposit

If you'd like to take out a cancellation policy or insure your security deposit, we recommend the products offered by Pantaenius, an insurance partner specialized in the boating industry.

  • Skipper/Captain Liability Insurance
  • Charter Insurance
  • Security Deposit Insurance
Discover Pantaenius

Your favorite destinations

The most popular destinations