10 Night - Miami to San Juan
Starting in Miami, Fl, St John VI, Philipsburg, St Maarten, St Kitts (Basseterre), Les Saintes, Fort-de-France, Little Bay, Montserrat, Jost Van Dyke, British Virgin Islands, San Juan
2026 Sails: Dec 10, More...

7 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Castries, St Lucia, Fort-de-France, Deshaies, St Johns, Les Saintes, Bequia, Bridgetown
2026 Sails: Dec 12, 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 (Am), Soufriere, St Lucia (Pm), Bridgetown, Barbados
2026 Sails: Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, 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, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados
2026 Sails: Dec 15, 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...

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...