14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Dec 6, Dec 20, More...

7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Road Town (Tortola), British Virgin Islands, Catalina Island, Dominican Republic, La Romana, Dominican Republic
2026 Sails: Dec 7, 2027: Feb 1, Feb 15, Mar 1, Mar 15, More...

9 Night - Eastern Caribbean Cruise
Starting in Tampa, Florida, San Juan, Puerto Rico, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Puerto Plata, Dominican Republic, Tampa, Florida
2026 Sails: Dec 7, More...

12 Night - Caribbean from Malaga to La Romana
Starting in Malaga, Las Palmas (Gran Canaria), Pointe-a-Pitre, Philipsburg, La Romana
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...

13 Night - Atlantic Ocean Passage
Starting in Barcelona, Sail the Mediterranean Sea, Sail the Atlantic Ocean, Madeira (Funchal), Sail the Atlantic Ocean, Philipsburg, Sail the Caribbean Sea, Fort Lauderdale, Florida
2026 Sails: Dec 9, More...

10 Night - Transatlantic from Las Palmas (Gran Canaria)
Starting in Las Palmas (Gran Canaria), Pointe-a-Pitre, Philipsburg, La Romana
2026 Sails: Dec 10, More...

12 Night - Collector's Caribbean
Starting in Miami, Charlotte Amalie, Gustavia, St Johns, Fort-de-France, Basseterre, Philipsburg, Tortola, Miami
2026 Sails: Dec 10, More...

10 Night - Miami to San Juan
Starting in Miami, Fl, St John VI, Philipsburg, St Maarten, St Kitts (Basseterre), Les Saintes, Fort-de-France, Little Bay, Montserrat, Jost Van Dyke, British Virgin Islands, San Juan
2026 Sails: Dec 10, More...

16 Night - Eastern Caribbean Holiday : Amber Cove & Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...