18 Night - Caribbean Combination Cruise : San Juan, St. Barts & Curacao
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 18, More...

31 Night - Central America Roundtrip from Southampton
Starting in Southampton, Santa Cruz de Tenerife, St Johns, Philipsburg, Basseterre, Castries, Bequia, St Georges, Bridgetown, Funchal, Southampton
2026 Sails: Dec 18, More...

14 Night - Caribbean Celebration
Starting in 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 19, More...

23 Night - Transatlantic Crossing and Caribbean Celebration
Starting in 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 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...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Roseau, St Kitts (Basseterre), St John VI, 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, Fort-de-France, Sopers Hole, San Juan
2026 Sails: Dec 20, More...