7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Tortola, British Virgin Islands, St Johns AG, Antigua, Bridgetown, Barbados, St Lucia, Saint Lucia, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2025 Sails: Dec 28, 2026: Jan 4, Jan 11, Jan 18, Jan 25, Feb 1, Feb 8, Feb 15, Feb 22, Mar 1, Mar 8, Mar 15, Mar 22, Mar 29, Apr 5, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Vincent, St Vincent and the Grenadines, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, St Lucia, Grenada, Barbados, San Juan, Puerto Rico
2025 Sails: Dec 28, More...

7 Night - Southern Caribbean with Barbados and Antigua Holiday
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Vincent, St Vincent and the Grenadines, Barbados, San Juan, Puerto Rico
2025 Sails: Dec 28, More...

7 Night - Eastern Caribbean with Puerto Rico Holiday
Starting in Fort Lauderdale, Florida, Princess Cays, Bahamas, San Juan, Puerto Rico, St Maarten, Fort Lauderdale, Florida
2025 Sails: Dec 28, More...

7 Night - Southern Caribbean Holiday
Starting in Cartagena CO, Oranjestad, Aruba, Kralendijk, Bonaire, Colon, Panama, Cartagena CO
2025 Sails: Dec 28, More...

7 Night - Eastern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, Orlando (Port Canaveral), Fl
2025 Sails: Dec 28, 2026: Jan 11, Jan 25, Feb 8, Feb 22, Mar 8, Mar 22, Apr 5, Apr 19, Jun 21, Nov 1, Nov 15, Nov 29, Dec 13, Dec 27, 2027: Jan 10, Jan 24, Feb 7, Feb 21, Mar 7, Mar 21, Apr 4, Apr 18, More...

7 Night - San Juan to Bridgetown
Starting in San Juan, St John VI, Charlestown, Nevis, Kralendijk, Bonaire, Willemstad AN, Curacao, Bridgetown
2025 Sails: Dec 29, More...

10 Night - West Indies Explorer
Starting in San Juan, Philipsburg, Castries, Bridgetown, Roseau, St Kitts (Basseterre), St Johns AG, Antigua, St Thomas (Charlotte Amalie), Tortola (Road Town), San Juan
2025 Sails: Dec 29, 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, St Thomas, US Virgin Islands, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2025 Sails: Dec 30, More...

14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 3, More...