14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

17 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Road Town, Gustavia, St Barthelemy, Pointe-a-Pitre, French West Indies, Kingstown, Castries, St Lucia, Fort-de-France, St Kitts (Basseterre), San Juan, Jost Van Dyke, British Virgin Islands, Marigot, St Martin, St John VI, St Thomas, Fort Lauderdale
2026 Sails: Dec 3, More...

10 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Road Town, Gustavia, St Barthelemy, Pointe-a-Pitre, French West Indies, Kingstown, Castries, St Lucia, Fort-de-France, St Kitts (Basseterre), San Juan
2026 Sails: Dec 3, More...

16 Night - Star Collector : Windward Islands & Spanish New World
Starting in Bridgetown, Rodney Bay, The Pitons, Scarborough, Tobago, Bequia, Mayreau, Kralendijk, Willemstad AN, Oranjestad, Cartagena CO, Bocas del Toro, San Blas, Panama, Panama Canal, Balboa / Fuerte Amador
2026 Sails: Dec 4, More...

8 Night - Windward Ways & Tobago Cays
Starting in Bridgetown, Rodney Bay, The Pitons, Scarborough, Tobago, Bequia, Mayreau, Kralendijk, Willemstad AN, Oranjestad
2026 Sails: Dec 4, More...

13 Night - Caribbean Cruise : San Juan, Antigua & St. Lucia
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 5, More...

7 Night - Yachtsman's Caribbean
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
2026 Sails: Dec 5, Dec 26, 2027: Jan 16, Jan 30, Feb 20, Mar 6, Mar 20, More...

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...