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Blue water sailing in the Caribbean

The Caribbean Season extends from mid-December to the end of April normally culminating with Antigua Classics.

Windward and Leeward Islands, the Greater Antilles.

The ‘ward’ you in fairly easy to define, when the British gained control of many of the Lesser Antilles, they designated Antigua, Montserrat and the islands to the north as the “Leeward Islands“. Guadeloupe and the islands to the south were designated as the “Windward Islands

Photo By David Stanley

The Greater Antilles.

The Great Antilles stretches from the Virgin Islands in the North West to Cuba and The Bahamas in the north.

As a sailor you will realize it’s easier to sail from the Windward Islands downwind to the Leeward Islands and on into the Antilles Chain, in essence many of our Caribbean voyages follow the principle.

Each year the selection of voyages is always changing, it may be the same vessel going to different islands or new vessels going to their wish list of wonderful islands.

Catch the sun, the rum and the rhythms of the Caribbean sea and music.

Cuba with Classic Sailing
cuba

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The Caribbean Sailing Voyages

Eye of the Wind

Island Hopping along the Leeward Islands EYE22/07

Embark

Fri 18-02-2022

Deshaies, Guadeloupe

Disembark

Fri 25-02-2022

St Martin / St Maarten

Sail on the Eye of the Wind with Classic Sailing

From

€1890.00

Eye of the Wind

Colourful Caribbean Culture EYE22/06

Embark

Fri 11-02-2022

Le Marin, Martinique

Disembark

Fri 18-02-2022

Deshaies, Guadeloupe

Eye of the Wind by H P Bleck

From

€1890.00

Eye of the Wind

Explore Martinique, Saint Lucia and the Grenadines EYE22/05

Embark

Fri 04-02-2022

Deshaies, Guadeloupe

Disembark

Fri 11-02-2022

Deshaies, Guadeloupe

sailing in the Caribbean with classic sailing

From

€1890