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Skippered Sailing Holidays in the Caribbean

Skippered sailing holidays in the Caribbean with Sailing Dutcchman is an excellent way to get the most out of your sailing holiday. You don’t need to worry about financial issues like deposits, deductables and insurances. Besides that all practical things like anchoring, berthing and navigating will be handled by a professional skipper. The only thing you have to do is enjoy the sun, sea and wind.

Book one of our skippered sailing holidays in the Caribbean and rest assured  that you will enjoy a wonderful sailing holiday even when you have no sailing experience. Whether you want to actively sail or you just want to relax and sunbathe on deck, everything is possible.

Sailing holidays for everyone
Sailing-Dutchman offers skippered sailing holidays for everyone. We will gladly have you on board as single but you can book a cabin as a couple or book a sailing holiday as a family or a group of friends as well.

Skippered Sailing Holidays in the Caribbean
During skippered sailing holidays in the Caribbean you will discover different islands and their unique vibes not only from water but also through optional tours prepared specially for you.

NEW YEAR CRUISE! Martinique – Grenadines

Destinations: Martinique, St Lucia, St Vincent, Bequai, Mayreau, Tobago Cays, Mustique
On / Off board: Le Marin, Martinique

Yacht: Dean 440 Espace
Dates: December 27, 2024 – 07.01.2025
Price: 1.895€

Destinations: Martinique, Dominica, Les Saintes, Guadeloupe
On board: Martinique /  Off board: Guadeloupe

Yacht: Dean 440 Espace
Dates: January 17 – 22, 2025
Price: 1.795 €

Destinations: Trinidad, Grendada, Carriacou, Union Island, Mayreau, Tobago Cays, Bequia,St.Vincent, St. Lucia, Martinique
On board: Trinidad / Off board: Martinique

Yacht: Dean 440 Espace
Dates: May 4-16, 2024
Price: 1.895 €

Training and 4 days of World Class Racing
On / Off board: St Maarten

Yacht: Dean 440 Espace
Dates: March 3 – 17, 2025
Price: 1.450 €

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