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...

7 Night - Windward Islands
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay (Beach), St Kitts (Pm), Terre De Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
2026 Sails: Dec 5, Dec 19, 2027: Jan 2, Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla / Marigot, Saint Martin, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Feb 27, Mar 27, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6, More...

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...

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...

15 Night - Transatlantic from Malaga to Pointe a Pitre
Starting in Malaga, Spain, Las Palmas, Canary Islands, Guadeloupe (Antilles), St Maarten (Antilles), La Romana, Dominican Republic, Caribbean Sea Darkest Spot, St Lucia (Antilles), Guadeloupe (Antilles)
2026 Sails: Dec 8, More...

19 Night - Transatlantic from Malaga to La Romana
Starting in Malaga, Spain, Las Palmas, Canary Islands, Guadeloupe (Antilles), St Maarten (Antilles), La Romana, Dominican Republic, Caribbean Sea Darkest Spot, St Lucia (Antilles), Guadeloupe (Antilles), Guadeloupe Bay, Antigua (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Dec 8, More...

21 Night - Caribbean Celebration
Starting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL
2026 Sails: Dec 8, More...