7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Port Elizabeth VC, Bequia Island, Sailing by les Pitons, Soufriere, Portsmouth UK, Marie-Galante, Pointe-a-Pitre
2026 Sails: Jan 31, More...

10 Night - Cruise Roundtrip from Bridgetown
Starting in Bridgetown, Barbados, Rodney Bay, South Friars Bay, Philipsburg, Gustavia, Terre De Haut, Iles des Saintes, Mayreau, Tobago Cays, Port Elizabeth VC, Bequia, Bridgetown, Barbados
2026 Sails: Feb 1, More...

11 Night - Grenada to Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Castara Bay, Tobago, Tobago Cays, Grenadines, Carriacou / Paradise Beach, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Bridgetown, Barbados, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2026 Sails: Feb 7, Feb 28, More...

12 Night - The Essentials of the Caribbean
Starting in Fort-de-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth UK, Pigeon Island Beach, Soufriere, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Union Island, Fort-de-France
2026 Sails: Feb 10, More...

11 Night - Barbados & Caribbean Gems Cruise
Starting in Bridgetown, Barbados, Rodney Bay, Portsmouth UK, Gustavia, Philipsburg, South Friars Bay, Terre De Haut, Iles des Saintes, Tobago Cays, Port Elizabeth VC, Bequia, Mayreau, Bridgetown, Barbados
2026 Sails: Feb 11, More...

10 Night - Grenada to Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Tobago Cays, Grenadines, Carriacou / Paradise Beach, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2026 Sails: Feb 18, More...

8 Night - Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
Starting in Vieux Fort, Portsmouth UK, Les Saintes, Port Elizabeth VC, Bequia Island, Mayreau Island, Saint Georges, Grenada, Tobago Cays, Bridgetown, Vieux Fort
2026 Sails: Feb 28, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Port Elizabeth VC, Bequia Island, Sailing by les Pitons, Soufriere, Portsmouth UK, Marie-Galante, Pointe-a-Pitre
2026 Sails: Feb 28, More...

14 Night - Star Collector : Blue Seas of the Windward Islands
Starting in Bridgetown, Basseterre, St Johns AG, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown, Tobago Cays, Pigeon Island, Castries, The Pitons, Mayreau, Bequia, Bridgetown
2026 Sails: Mar 7, More...

8 Night - Pearls of the Caribbean
Starting in Fort-de-France, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufriere, Les Saintes, Portsmouth, Fort-de-France
2026 Sails: Mar 8, More...