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  1. Bavaria C42

    Bavaria C42

    Punta Ala

    8,2

    2022 12.38 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Electric windlass

    Departures possible every day

    from $3,094

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  2. Bavaria Cruiser 37

    9,0

    2024 10.99 meters

    3 Cabins 7 Berths

    Bow thruster, Bimini, GPS cockpit plotter

    from $1,710

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  3. Oceanis Clipper 323

    8,8

    2004 9.72 meters

    2 Cabins 6 Berths

    Bimini, Teak cockpit, Fully battened mainsail

    from $1,012

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  4. Bavaria Cruiser 46

    Bavaria Cruiser 46

    Cala de Medici

    8,2

    2016 13.6 meters

    4 Cabins 9 Berths

    Teak deck, Bimini, Electric windlass

    from $3,443

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  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. Delphia 40

    Delphia 40

    Punta Ala

    7,7

    2009 11.95 meters

    4 Cabins 10 Berths

    Bimini, Fully battened mainsail, Battened mainsail

    from $3,123

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  7. Bavaria C45 Holiday

    7,6

    2018 13.98 meters

    5 Cabins 10 Berths

    Bimini, Electric windlass, EPIRB beacon

    Departures possible every day

    from $3,482

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  8. Sun Odyssey 410

    2021 12.35 meters

    3 Cabins 8 Berths

    Heating, Fully battened mainsail, Electric windlass

    from $3,007

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  9. Oceanis 46.1

    Oceanis 46.1

    Cala de Medici

    8,9

    2024 14.6 meters

    4 Cabins 10 Berths

    Bimini, Electric converter, Electric winch

    from $4,037

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  10. Sun Odyssey 410

    Sun Odyssey 410

    Portoferraio

    8,0

    2023 12.35 meters

    3 Cabins 7 Berths

    Bimini, Electric windlass, GPS cockpit plotter

    from $1,933

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  11. Oceanis 46.1

    Oceanis 46.1

    Cala de Medici

    7,4

    2020 14.6 meters

    4 Cabins 10 Berths

    Bimini, Electric converter, Electric winch

    from $3,690

    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 36i

    7,3

    2009 10.69 meters

    3 Cabins 8 Berths

    Teak cockpit, Fully battened mainsail, Oven

    from $2,313

    See the boat
  14. Bavaria Cruiser 51

    Bavaria Cruiser 51

    Cala de Medici

    9,1

    2016 14.99 meters

    5 Cabins 11 Berths

    Bimini, Electric windlass, Electric winch

    from $3,098

    See the boat
  15. Oceanis 43

    Oceanis 43

    Salivoli

    8,5

    2010 13.3 meters

    4 Cabins 10 Berths

    Heating, Hi-Fi system, Bimini

    from $2,834

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  16. Hanse 415

    Hanse 415

    Puntone - Marina di Scarlino

    8,0

    2017 12.4 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $2,498

    See the boat
  17. Sun Loft 47

    Sun Loft 47

    Punta Ala

    7,5

    2021 14 meters

    7 Cabins 12 Berths

    Bimini, Electric windlass, EPIRB beacon

    Departures possible every day

    from $4,122

    See the boat
  18. Oceanis 41.1

    Oceanis 41.1

    Puntone - Marina di Scarlino

    7,1

    2018 12.43 meters

    3 Cabins 8 Berths

    Electric windlass, Bow thruster, Mainsail on furler

    from $2,660

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  19. Dufour 405 GL

    7,6

    2010 12.17 meters

    3 Cabins 8 Berths

    Heating, Hi-Fi system, Bimini

    from $2,660

    See the boat
  20. Bavaria 50 Cruiser

    Bavaria 50 Cruiser

    Cala de Medici

    7,5

    2008 15.9 meters

    5 Cabins 11 Berths

    Heating, Outdoor speakers, Teak deck

    Departures possible every day

    from $4,534

    See the boat
  21. First 40.7

    First 40.7

    San Vincenzo

    8,3

    2004 11.99 meters

    3 Cabins 8 Berths

    GPS cockpit plotter, Teak deck, Fully battened mainsail

    from $2,660

    See the boat
  22. Oceanis 46.1

    Oceanis 46.1

    Cala de Medici

    8,3

    2026 14.6 meters

    4 Cabins 10 Berths

    Bimini, Electric converter, Bow thruster

    from $4,384

    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
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