7 Night - Grenadine Islands
Starting in Bridgetown, Barbados, Captains Best, Grenadines, St Georges, Grenada, Tobago Cays, Grenadines, Kingstown, St Vincent (Morning), Admiralty Bay, Bequia (Pm), Fort-de-France, Martinique (Morning), Beach, Martinique (Afternoon), Marigot Bay, St Lucia (Am), Soufriere, St Lucia (Pm), Bridgetown, Barbados
2026 Sails: Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, More...

13 Night - Caribbean from Bridgetown to Santo Domingo
Starting in Bridgetown, Port Elizabeth VC / Bequia, St Georges, Tobago Cays, St Vincent and the Grenadines, Soufriere, Gustavia, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Santo Domingo
2026 Sails: Dec 22, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...

7 Night - Grenadines & Windwards Yachting
Starting in Bridgetown, Barbados, Speightstown, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Dec 27, 2027: Jan 23, Mar 20, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth DM, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, Dec 27, 2028: Jan 17, Feb 14, Mar 13, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2027 Sails: Jan 6, Jan 20, Feb 3, More...

10 Night - Aruba - Grenada
Starting in Oranjestad, Aruba, Willemstad AN, Curacao, Charlestown Bay, Canouan, Grenadines, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Charlotteville, Tobago, Castara Bay, Tobago, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Jan 27, More...

11 Night - Grenada - Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Castara Bay, Tobago, Paradise Beach, Carriacou, Grenada, Tobago Cays, Grenadines, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Bridgetown, Barbados, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 6, More...

7 Night - Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
Starting in Vieux Fort, Portsmouth DM, Les Saintes, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Bridgetown, Vieux Fort
2027 Sails: Feb 17, More...

10 Night - Grenada - Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Tobago Cays, Grenadines, Paradise Beach, Carriacou, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 17, More...