13 Night - Caribbean Cruise : San Juan, Antigua & St. Lucia
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 5, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 5, Dec 26, 2027: Jan 23, Feb 20, Mar 6, More...

14 Night - Yachtsman's Caribbean in Depth
Starting in 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, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5, More...

10 Night - West Indies Explorer
Starting in San Juan, Tortola (Road Town), St Kitts (Basseterre), Castries, Bridgetown, Roseau, St Johns AG, Antigua, Philipsburg, St Thomas (Charlotte Amalie), San Juan
2026 Sails: Dec 5, 2027: Jan 15, Jan 25, Feb 4, Feb 14, Feb 24, Nov 27, Dec 7, Dec 17, Dec 27, 2028: Jan 27, Feb 6, Feb 16, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6, More...

21 Night - Caribbean Celebration
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, Miami, FL
2026 Sails: Dec 8, More...

10 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, Tortola, St Johns AG, Antigua, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Dec 12, More...

30 Night - Transatlantic Crossing and Caribbean Celebration
Starting in Southampton, England, UK, New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
2026 Sails: Dec 12, More...

21 Night - Transatlantic Crossing and Caribbean Celebration
Starting in Southampton, England, UK, New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY
2026 Sails: Dec 12, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique
2026 Sails: Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...