9 Night - Pirates Islands and Sailors' Haunts
Starting in Philipsburg, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Dec 6, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, St Georges, Bequia, Mayreau, Deshaies, Marigot, St Martin, San Juan
2026 Sails: Dec 6, Dec 20, 2027: Jan 3, More...

12 Night - Panama, Colombia & Caribbean Islands
Starting in Fort-de-France, Marie-Galante, Pigeon Island Beach, Soufriere, Union Island, Mayreau Island, Bonaire, Santa Marta, Cartagena, San Blas Islands, Portobelo, Colon
2026 Sails: Dec 7, More...

4 Night - San Juan / San Juan
Starting in San Juan, Gustavia, Marigot, St John VI, San Juan
2026 Sails: Dec 7, More...

10 Night - Southern Caribbean - Miami
Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Dec 8, 2027: Jan 4, Mar 19, Nov 29, Dec 20, 2028: Jan 3, More...

8 Night - Relax the Caribbean Way
Starting in Bridgetown, Port Elizabeth VC / Bequia, Tobago Cays, St Vincent and the Grenadines, St Georges, Saint-Pierre, Soufriere, Bridgetown
2026 Sails: Dec 8, Dec 15, More...

11 Night - Southern Caribbean - Tampa
Starting in Tampa, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Tampa, Fl
2026 Sails: Dec 10, 2027: Feb 21, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, St Lucia, St Georges, Grenada, San Juan, Puerto Rico
2026 Sails: Dec 12, More...

10 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, Tortola, St Johns AG, Antigua, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Dec 12, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique
2026 Sails: Dec 12, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, More...