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...

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...

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...

11 Night - the Best of the Secluded Caribbean Cruise
Starting in Bridgetown, Barbados, St Georges, Mayreau, Tobago Cays, Port Elizabeth VC, Bequia, Terre De Haut, Iles des Saintes, Charlestown, Nevis, South Friars Bay, Gustavia, Spanish Town, Virgin Gorda, Norman Island, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Jan 20, More...

14 Night - Exotic Caribbean Isles
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, 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 24, Feb 28, Mar 21, More...

8 Night - Pearls of the Caribbean
Starting in Vieux Fort, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufriere, Marie-Galante, Portsmouth UK, Vieux Fort
2026 Sails: Jan 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: Jan 31, More...

14 Night - Yachtsman's Island Jewels
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, Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Pointe-a-Pitre, Guadeloupe, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
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...

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...