14 Night - Leeward Island Jewels
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Spanish Town, Virgin Gorda, British Virgin Islands, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Nov 22, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, 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
2026 Sails: Nov 22, More...

8 Night - Western Caribbean from Fort De France
Starting in Martinique (Antilles), Guadeloupe (Antilles), St Kitts (Antilles), Antigua (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic, Guadeloupe (Antilles), Martinique (Antilles)
2026 Sails: Nov 25, More...

12 Night - Antillean Island Sojourn
Starting in Miami, Charlotte Amalie, Philipsburg, Gustavia, Fort-de-France, Pointe-a-Pitre, St Johns, Tortola, Miami
2026 Sails: Nov 25, More...

7 Night - West Indies Explorer Cruise
Starting in Bridgetown, Barbados, Port Elizabeth VC, Bequia, Mayreau, Soufriere Bay, Terre De Haut, Iles des Saintes, Philipsburg, Simpson Bay, Gustavia, St Johns AG
2026 Sails: Nov 28, More...

7 Night - Classic Yachtsman's
Starting in St Johns AG, Terre De Haut, Iles des Saintes, Cabrits, Dominica, Beach Stop, Martinique, St Georges, Grenada, Tobago Cays, Grenadines, Marigot Bay, St Lucia (Morning), Soufriere, St Lucia (Afternoon), Bridgetown, Barbados
2026 Sails: Nov 28, More...

14 Night - An Extended Journey Through Golden Shores & Island Grace
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan
2026 Sails: Nov 29, More...

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, Deshaies, Marigot, St Martin, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Guadeloupe (Antilles), Martinique (Antilles), St Kitts (Antilles), Antigua (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic
2026 Sails: Nov 30, More...

13 Night - South Caribbean
Starting in Bridgetown, Barbados, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, Saint Martin, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 2, More...