7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique
2026 Sails: Dec 19, More...

14 Night - Caribbean Yacht Explorer
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, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
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...

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...

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 - East Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 20, More...

7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Roseau, Dominica, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 20, More...

16 Night - Leeward Island Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, 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...