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  1. Bavaria Cruiser 37

    7,9

    2018 10.99 meters

    3 Cabins 8 Berths

    Bow thruster, Bimini, Teak cockpit

    Departures possible every day

    from $2,140

    See the boat
  2. Sun Odyssey 33i

    7,8

    2011 9.96 meters

    2 Cabins 6 Berths

    Bimini, Fully battened mainsail, Battened mainsail

    from $2,082

    See the boat
  3. Dufour 34

    Dufour 34

    Punta Ala

    8,3

    2007 10.95 meters

    2 Cabins 6 Berths

    CD player, Fully battened mainsail, Oven

    from $2,140

    See the boat
  4. Oceanis 38.1

    Oceanis 38.1

    Punta Ala

    7,9

    2021 11.75 meters

    3 Cabins 7 Berths

    Bow thruster, Bimini, EPIRB beacon

    Departures possible every day

    from $2,684

    See the boat
  5. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  6. Bavaria Cruiser 34

    9,0

    2023 9.99 meters

    3 Cabins 6 Berths

    Bimini, GPS cockpit plotter, Electric converter

    from $1,457

    See the boat
  7. Sun Odyssey 33i

    Sun Odyssey 33i

    San Vincenzo

    8,7

    2013 9.96 meters

    2 Cabins 5 Berths

    Bimini, GPS cockpit plotter, Solar panels

    from $1,504

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  8. Sun Odyssey 42.2

    8,4

    1996 13.26 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $1,157

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  9. Oceanis 40.1

    Oceanis 40.1

    San Vincenzo

    10,0

    2025 12.87 meters

    3 Cabins 6 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $2,892

    See the boat
  10. Sun Odyssey 519

    Sun Odyssey 519

    Puntone - Marina di Scarlino

    8,1

    2021 15.75 meters

    6 Cabins 13 Berths

    Fully battened mainsail, Bow thruster, Genoa on furler

    from $4,742

    See the boat
  11. Oceanis 37

    Oceanis 37

    Salivoli

    8,1

    2010 11.8 meters

    3 Cabins 8 Berths

    Hi-Fi system, Bimini, Heating

    from $2,313

    See the boat
  12. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  13. Sun Odyssey 419

    8,8

    2018 12.34 meters

    3 Cabins 8 Berths

    Fully battened mainsail, Bow thruster, Oven

    from $3,065

    See the boat
  14. Sun Odyssey 410

    Sun Odyssey 410

    Cala de Medici

    8,9

    2023 12.35 meters

    3 Cabins 8 Berths

    Bimini, Electric converter, Electric winch

    from $3,574

    See the boat
  15. Oceanis 37.1

    Oceanis 37.1

    Cala de Medici

    8,2

    2025 11.93 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Cockpit cushions

    from $2,918

    See the boat
  16. Oceanis 35.1

    Oceanis 35.1

    Punta Ala

    7,0

    2019 10.45 meters

    3 Cabins 8 Berths

    Bimini, Battened mainsail, Semi-battened mainsail

    from $2,660

    See the boat
  17. Dufour 382 GL

    Dufour 382 GL

    Portoferraio

    8,4

    2017 11.23 meters

    3 Cabins 7 Berths

    Bimini, GPS cockpit plotter, Teak cockpit

    from $1,511

    See the boat
  18. Dufour 530 GL

    Dufour 530 GL

    Puntone - Marina di Scarlino

    7,8

    2023 16.35 meters

    7 Cabins 15 Berths

    Desalination system, Barbecue, Bimini

    from $5,078

    See the boat
  19. Bavaria Cruiser 34

    Bavaria Cruiser 34

    Puntone - Marina di Scarlino

    8,9

    2018 9.99 meters

    3 Cabins 6 Berths

    Fully battened mainsail, Electric windlass, Genoa on furler

    from $2,128

    See the boat
  20. Oceanis 40.1

    Oceanis 40.1

    Cala de Medici

    8,9

    2021 12.87 meters

    4 Cabins 10 Berths

    Bimini, Fully battened mainsail, Bow thruster

    from $3,531

    See the boat
  21. Hanse 345

    Hanse 345

    Punta Ala

    8,4

    2013 9.99 meters

    3 Cabins 6 Berths

    Bimini, GPS cockpit plotter, Teak cockpit

    from $2,313

    See the boat
  22. Oceanis 35.1

    Oceanis 35.1

    Cala de Medici

    8,2

    2021 10.45 meters

    3 Cabins 8 Berths

    Bow thruster, Bimini, Electric converter

    from $2,490

    See the boat
Sailboat : 756 boats found

Tuscany sailboat charter with or without skipper

Last updated on 8 April 2025

Why visit Tuscany?

Wild and unspoiled nature, long sandy beaches and small hidden bays alternating with stretches of cliffs bathed by the clear waters of the Tyrrhenian Sea are to be discovered with a sailboat charter in Tuscany. This region of central Italy is characterized by the variety of its territory, which ranges from the sea to the hills and from the mountains to the plains. One of the main regions for the variety of its artistic and cultural heritage, Tuscany has seen the settlement of various peoples, including the Etruscans and the Romans, who left a strong imprint by founding several cities. However, it was during the Renaissance that Tuscany experienced its greatest development thanks to the rise of the arts, becoming one of the main centers of European culture of the time. One of the most popular regions with international tourists, Tuscany is a land where you can enjoy a vacation combining sea, nature and culture, visiting medieval villages and artistic treasures, and tasting fine wines and rich traditional cuisine.

 

Where to sail in Tuscany?

Tuscany has always been considered a paradise for sailors and water sports enthusiasts, with the Tuscan archipelago, for the variety of its coastline, the numerous ports and currents that come from the Gulf of Liguria, Corsica and Sardinia that make this region windy. From early spring to late fall, you can enjoy a climate and winds that are ideal for sailing in Tuscany. The Tuscan islands are perfect for island hopping in a week or even less, thanks to the short distances, and you may even catch a glimpse of dolphins and sperm whales. There are three main sailing areas: the north coast and Versilia, the Tuscan archipelago with the island of Elba and the south coast with Argentario and Punta Ala, a strategic base for sailing cruises in Tuscany. In addition, from Tuscany, you can easily reach Corsica and the coast of Sardinia.

 

Sailing cruise in Tuscany

Starting from the north, you will find Versilia with Forte dei Marmi and Viareggio. Once you have disembarked, you can visit the artistic treasures of Lucca, Florence and Siena. Continuing your journey, you will find the Tuscan Archipelago, with the Tuscan Archipelago National Park, which is the largest marine park in Europe and includes seven islands, including Elba, Capraia and Montecristo. Further south is the Maremma, a region in Tuscany that extends into the provinces of Livorno and Grosseto, and which is characterized by the variety of its territory. Here, long deserted beaches stretch out where nature is still evolving in the wild, bathed in clear water and varied thermal springs. Finally, the south coast with Argentario and the tourist centers of Porto Santo Stefano and Porto Ercole is a perfect point of departure for sailing to the island of Giglio.

Good to know

Number of boats available 1 382
Types of service Skipper, Hostess, Sailor, Chef (meals not included), Engineer
Average price per week $8,463
Minimum weekly price $763
Maximum price per week $144,588

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Pierre
Pierre your cruise expert
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