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 3, More...

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 (Morning), Soufriere, St Lucia (Afternoon), Bridgetown, Barbados
2026 Sails: Jan 3, Jan 17, Jan 31, Feb 14, Feb 28, Mar 14, More...

7 Night - Bridgetown / Bridgetown
Starting in Bridgetown, Bequia, Canouan, St Georges, Soufriere, Terre-De-Haut (Marina Day), Les Anses-dArlet, Bridgetown
2026 Sails: Jan 4, More...

7 Night - Philipsburg to Philipsburg
Starting in Philipsburg, St Maarten, St Johns, St Thomas, Little Bay, Montserrat, Castries, St Lucia, Bequia, Les Saintes, Philipsburg, St Maarten
2026 Sails: Jan 4, Jan 11, Feb 19, More...

10 Night - the Best of the Secluded Caribbean Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Prickly Pear, Sandy Ground, Gustavia, Philipsburg, Terre De Haut, Iles des Saintes, Port Elizabeth VC, Bequia, Tobago Cays, Bridgetown, Barbados
2026 Sails: Jan 10, More...

5 Night - Bridgetown / Bridgetown
Starting in Bridgetown, Bequia, St Georges, Canouan, Soufriere, Bridgetown
2026 Sails: Jan 11, More...

8 Night - Bridgetown / Aruba
Starting in Bridgetown, Les Anses-dArlet, Bequia, St Georges, Canouan, Kralendijk, Willemstad AN, Aruba
2026 Sails: Jan 16, More...

7 Night - Yachtsman's Caribbean
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Jan 17, Jan 31, Mar 7, Mar 28, More...

14 Night - Star Collector : Captivating Caribbean
Starting in Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown, Bequia, Mayreau, Soufriere, Kralendijk, Willemstad AN, Oranjestad
2026 Sails: Jan 18, More...

7 Night - Jewels of the Windward Islands
Starting in Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown
2026 Sails: Jan 18, More...