7 Night - Western Caribbean from Pointe a Pitre
Starting in Guadeloupe (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, Catalina Island, Dominican Republic, Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles)
2026 Sails: Dec 17, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados
2026 Sails: Dec 17, More...

14 Night - Caribbean Yacht Explorer
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, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, More...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Roseau, St Kitts (Basseterre), St John VI, Castries, St Lucia, Bridgetown
2026 Sails: Dec 19, More...

7 Night - Southern Caribbean Holiday Cruise
Starting in San Juan, Puerto Rico, Basseterre, Saint Kitts and Nevis, Fort-De-France, Martinique, Oranjestad, Aruba, Willemstad AN, Curacao, San Juan, Puerto Rico
2026 Sails: Dec 19, More...

7 Night - East Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 20, More...

16 Night - Leeward Island Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, More...

7 Night - San Juan to San Juan
Starting in San Juan, Jost Van Dyke, British Virgin Islands, Little Bay, Montserrat, Castries, St Lucia, Fort-de-France, Sopers Hole, San Juan
2026 Sails: Dec 20, More...

14 Night - Caribbean Roundtrip from San Juan
Starting in San Juan, Jost Van Dyke, Little Bay, Castries, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...

7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles), St Maarten (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic
2026 Sails: Dec 21, More...