7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 1, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 28, Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...

7 Night - Tortola, St. Kitts & Puerto Plata
Starting in Miami, Florida, Puerto Plata, Dominican Republic, Tortola, Basseterre, St Kitts and Nevis, Miami, Florida
2026 Sails: Aug 16, Sep 13, Oct 11, More...

7 Night - Eastern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Basseterre, St Kitts and Nevis, Orlando (Port Canaveral), Fl
2026 Sails: Aug 16, Sep 6, Sep 27, Oct 18, More...

8 Night - Eastern Caribbean & Perfect Day
Starting in Fort Lauderdale, Florida, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Aug 22, Sep 19, More...

8 Night - Southern Caribbean Yacht Harbors
Starting in Halifax, Nova Scotia, Canada, Carambola Beach, Saint Kitts and Nevis, Little Bay, Montserrat, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Oct 5, 2027: Oct 1, 2028: Oct 2, More...

21 Night - Caribbean Roundtrip from Miami
Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Turk, Turks and Caicos Islands, Willemstad AN, Curacao, Kralendijk, Bonaire, St Eustatius and Saba, Oranjestad, Aruba, Miami, FL
2026 Sails: Oct 15, More...

14 Night - Circle Caribbean
Starting in Fort Lauderdale, Florida, St Maarten, St Kitts, Martinique, Dominica, Grenada, Trinidad, Trinidad and Tobago, Aruba, Curacao, Fort Lauderdale, Florida
2026 Sails: Oct 15, More...

14 Night - Journeys - Eastern Caribbean
Starting in Galveston, Tx, Key West, FL, Grand Turk, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, St Maarten, St Croix, US Virgin Islands, Ocho Rios, Jamaica, Galveston, Tx
2026 Sails: Oct 17, 2027: Jan 16, More...

25 Night - Caribbean from Montreal to Miami
Starting in Montreal, Quebec City, Charlottetown, Halifax, Boston, Massachusetts, Cape Cod Canal Transit (Canal Transit), Newport, New York, Miami, San Juan, St John VI, Gustavia, St Kitts, Little Bay, Jost Van Dyke, Miami
2026 Sails: Oct 24, More...