7 Night - Sailing St. Lucia, Dominica and Beyond Aboard
Starting in Bridgetown, Barbados / Embark Ship, Union Island, Saint Vincent and Grenadines / Under Sail, Soufriere, Saint Lucia / Under Sail, Dominica, Terre-de-Haut, Iles des Saintes, Guadeloupe / Under Sail, Saint Kitts, Saint Kitts and Nevis / At Sea, Philipsburg, Sint Maarten / Disembark Ship
2026 Sails: Feb 6, 2027: Feb 19, More...

14 Night - Yachtsman's Island Jewels
Starting in Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Pointe-a-Pitre, Guadeloupe, Roseau, Dominica, Rodney Bay, Saint Lucia, 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
2026 Sails: Feb 7, More...

7 Night - Caribbean Gems
Starting in 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: Feb 7, More...

7 Night - Bridgetown / Bridgetown
Starting in Bridgetown, St Georges, Bequia, Canouan, Fort-de-France, Terre-De-Haut (Marina Day), Soufriere, Bridgetown
2026 Sails: Feb 8, 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...

7 Night - Bridgetown to Philipsburg
Starting in Bridgetown, Trois Ilets, Kingstown, St Vincent, Roseau, Gustavia, St Barthelemy, St John VI, St Johns, Philipsburg, St Maarten
2026 Sails: Feb 12, 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: Feb 14, More...

8 Night - Bridgetown / San Juan
Starting in Bridgetown, St Georges, Canouan, Bequia, Fort-de-France, Terre-De-Haut (Marina Day), Falmouth Harbour, Antigua, Virgin Gorda, San Juan
2026 Sails: Feb 15, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, Philipsburg, Saint Martin, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados
2026 Sails: Feb 17, More...

9 Night - Tropical Harmony
Starting in Bridgetown, Oranjestad, Montego Bay, Costa Maya, Mexico, Cozumel, Mexico, Tampa
2026 Sails: Feb 22, More...