Island Windjammer Cruises

Extended sailings are perfect for those who prefer a schedule ruled by the sun, moon and tides. The ports of call are not pre-planned. Each day will bring a new destination – a perfect little island present, wrapped in palm trees, white sands, and turquoise waters.

Save a lot on high season 12-night Explorer cruises, save even more on 12-night Captain’s Specials.

EXPLORER CRUISES from $3775 pp

DIAMANT
January 3 - 15, 2021
January 17 - 29, 2021
January 2 - 14, 2022
January 16 - 28, 2022
Windward Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia
St. Vincent  |  Tobago Cays  |  Union Island  |  Young Island

VELA
December 19 - 31, 2021
British Virgin Islands + Leeward Islands
Home port: Philipsburg, St. Maarten + Road Town, Tortola
Visit a selection of:
Anguilla  |  Cooper Island  |  Jost Van Dyke  |  Nevis  |  Norman Island  |  Salt Island  |  St. Barths
St. Kitts  |  St. Maarten  |  Tortola  |  Virgin Gorda

CAPTAIN’S SPECIALS from $3275 pp

VELA
May 29 - June 10, 2022
December 4 - 16, 2022
French West Indies + Leeward Islands
Home port: Rodney Bay, St. Lucia + Frigate Bay, St. Kitts
Visit a selection of:
Anguilla  |  Antigua  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis
St. Barths  |  St. Kitts  |  St. Lucia

DIAMANT
May 30 - June 11, 2021
November 28 - December 10, 2021
May 8 - 20, 2022
December 4 - 16, 2022
Windward Islands
Home port: St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia
St. Vincent  |  Tobago Cays  |  Union Island  |  Young Island

VELA
April 4 - 16, 2021
May 16 - 28, 2021
British Virgin Islands + Leeward Islands
Home port: Frigate Bay, St. Kitts + Philipsburg, St. Maarten + Road Town, Tortola
Visit a selection of:
Anguilla  |  Cooper Island  |  Jost Van Dyke  |  Nevis  |  Norman Island  |  Salt Island  |  St. Barths
St. Kitts  |  St. Maarten  |  Tortola  |  Virgin Gorda


Island Windjammers

ALWAYS ON ISLAND TIME