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...

8 Night - Relax the Caribbean Way
Starting in Bridgetown, Port Elizabeth VC / Bequia, Tobago Cays, St Vincent and the Grenadines, St Georges, Saint-Pierre, Soufriere, Bridgetown
2026 Sails: Dec 8, Dec 15, More...

16 Night - Caribbean Christmas Cruise : Barbados, St. Lucia & St. Thomas
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown
2026 Sails: Dec 12, More...

18 Night - Caribbean Holiday 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...

10 Night - Carribean Christmas Cruise : Antigua, Martinique & Saint Barthelemy
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
2026 Sails: Dec 18, More...

14 Night - Exotic Caribbean in Depth
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, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, 2027: Jan 6, Jan 20, Feb 3, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Portsmouth UK, Port Elizabeth VC, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing by les Pitons, Soufriere, Anses-dArlet, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, More...

14 Night - Exotic Caribbean in Depth
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
2027 Sails: Jan 9, More...

11 Night - Eastern Caribbean : St.Kitts, Antigua & Martinique
Starting in Miami, Florida, St John VI, US Virgin Islands, Charlotte Amalie, St Thomas, Philipsburg, Charlestown, Nevis, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Bridgetown
2027 Sails: Jan 14, More...