23 Night - Transatlantic Crossing and Caribbean Celebration
Starting in New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
2026 Sails: Dec 19, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique
2026 Sails: Dec 19, More...

7 Night - Eastern Caribbean with Puerto Rico Holiday
Starting in Fort Lauderdale, Florida, Relaxaway, Half Moon Cay, San Juan, Puerto Rico, St Maarten, Fort Lauderdale, Florida
2026 Sails: Dec 19, More...

14 Night - Caribbean Yacht Explorer
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, 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 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, More...

8 Night - Eastern Caribbean & Bimini Holiday
Starting in Miami, Florida, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Philipsburg, Sint Maarten, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 19, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 19, More...

7 Night - St. Thomas & St. Maarten Holiday
Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Dec 20, More...

8 Night - A Journey of Tropical Festivities & Dazzling Island Beauty
Starting in Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 20, More...

7 Night - East Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 20, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Oranjestad, Aruba, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 20, More...