7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown, Barbados, Castries, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, More...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Canouan, Roseau, Anguilla, St Kitts (Basseterre), Castries, St Lucia, Bridgetown
2026 Sails: Dec 19, More...

14 Night - Western Caribbean from Casa De Campo / La Romana
Starting in La Romana, Castries, Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Saint Kitts, Road Harbour (Tortola), La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana
2026 Sails: Dec 20, More...

7 Night - Caribbean Roundtrip from La Romana
Starting in La Romana, Castries, Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Saint Kitts, Road Harbour (Tortola), La Romana
2026 Sails: Dec 20, More...

7 Night - San Juan to San Juan
Starting in San Juan, Jost Van Dyke, British Virgin Islands, Little Bay, Montserrat, Castries, St Lucia, Canouan, Sopers Hole, San Juan
2026 Sails: Dec 20, More...

12 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, Basseterre, St Kitts and Nevis, Castries, St Lucia, Bridgetown, Barbados, Willemstad AN, Curacao, Kralendijk, Bonaire, Oranjestad, Aruba, Fort Lauderdale, Florida
2026 Sails: Dec 22, 2027: Jan 17, Feb 28, Apr 11, More...

21 Night - Eastern & Western Caribbean Holiday : Belize & Mexico
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Belize City, Belize, Cozumel, Mexico, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

11 Night - Eastern Caribbean Holiday : Windward & Leeward Islands
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

14 Night - Southern Caribbean : Abc & Windward Islands Holiday
Starting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

15 Night - Western Caribbean from Pointe a Pitre
Starting in Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Saint Kitts, Road Harbour (Tortola), La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana, Castries, Bridgetown, Barbados, Pointe-a-Pitre
2026 Sails: Dec 23, More...