14 Night - Yachtsman's Caribbean in Depth
Starting in 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, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5, More...

7 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Deshaies, Gustavia, St Barthelemy, St Johns, Castries, St Lucia, Bridgetown
2026 Sails: Dec 5, More...

14 Night - Barbados to Panama
Starting in Bridgetown, Barbados, Tobago Cays, Grenadines, St Georges, Grenada, Kralendijk, Bonaire, Willemstad AN, Curacao, Oranjestad, Aruba, Santa Marta, Colombia, Cartagena De Indias, Colombia, San Blas Archipelago, Panama, Panama Canal Transit, Balboa (Isla Flamenco), Panama
2026 Sails: Dec 5, 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...

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...

16 Night - Caribbean Christmas Cruise : Barbados, St. Lucia & St. Thomas
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown
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, Feb 6, Feb 20, Mar 6, 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...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 13, 2027: Jan 10, Jan 24, Feb 7, Feb 21, Mar 7, More...