6 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, British Virgin Islands, St Johns AG, Antigua and Barbuda, Castries, Saint Lucia, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Nov 14, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Tortola, British Virgin Islands, St Johns AG, Antigua, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2026 Sails: Nov 15, More...

10 Night - Eastern Caribbean & Bimini Beach Club
Starting in Miami, Philipsburg, Sint Maarten, Road Town, Tortola, British Virgin Islands, Basseterre, Saint Kitts and Nevis, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Nov 15, 2027: Jan 25, Feb 22, More...

7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic
2026 Sails: Nov 16, Nov 30, Dec 14, 2027: Feb 8, Apr 12, Apr 26, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, Nov 8, 2028: Apr 10, Apr 24, May 8, May 22, More...

11 Night - Southern Caribbean Intensive
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Castries, St Lucia, St Georges, Grenada, Bridgetown, Barbados, Kingstown, St Vincent, Fort-De-France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Nov 17, More...

21 Night - Caribbean Roundtrip from Miami
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, Road Town, Tortola, Miami, FL
2026 Sails: Nov 17, More...

18 Night - Transatlantic Crossing and Eastern Caribbean
Starting in 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 17, More...

11 Night - Eastern Caribbean
Starting in New York, NY, St Thomas, US Virgin Islands, Road Town, Tortola, Basseterre, St Kitts, Philipsburg, St Maarten, New York, NY
2026 Sails: Nov 17, More...

7 Night - Very Merrytime Eastern Caribbean Cruise from Port Canaveral
Starting in Port Canaveral, St Thomas, US Virgin Islands, Tortola, Castaway Cay, Port Canaveral
2026 Sails: Nov 21, Dec 5, Dec 19, 2027: Jan 2, More...

14 Night - An Extended Journey of Sunlit Horizons & Sapphire Bays
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami
2026 Sails: Nov 22, More...