12 Night - Southern Caribbean Islander
Starting in New York City (Manhattan or Brooklyn), New York, St Maarten, St Kitts, St Lucia, Curacao, Aruba, Fort Lauderdale, Florida
2026 Sails: Nov 7, More...

8 Night - Eastern Caribbean Cruise
Starting in Fort Lauderdale, Florida, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, San Juan, Puerto Rico, Grand Turk, Turks and Caicos, Fort Lauderdale, Florida
2026 Sails: Nov 7, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Castries, Saint Lucia, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Nov 7, Dec 12, 2027: Jan 16, More...

7 Night - Puerto Plata & St. Maarten
Starting in Miami, Florida, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Nov 8, 2027: Jan 10, Mar 14, More...

10 Night - Eastern Caribbean with St. Kitts
Starting in Fort Lauderdale, Florida, Antigua, St Maarten, Dominica, St Kitts, St Thomas, US Virgin Islands, Fort Lauderdale, Florida
2026 Sails: Nov 8, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, Philipsburg, St Maarten, St Johns AG, Antigua, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Nov 8, Nov 29, Dec 13, 2027: Jan 10, Jan 24, Feb 7, Feb 21, Mar 7, Mar 21, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 8, Nov 22, 2027: Nov 8, Nov 22, 2028: Mar 13, Mar 27, 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, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 8, 2027: Nov 8, 2028: Mar 13, More...

12 Night - Eastern Caribbean - New York
Starting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, New York City, Ny
2026 Sails: Nov 9, Dec 11, 2027: Jan 4, Mar 1, More...

25 Night - Transatlantic Crossing and Eastern Caribbean
Starting in Southampton, England, UK, New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY, Southampton, England, UK
2026 Sails: Nov 10, More...