7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Port Elizabeth VC, Bequia Island, Sailing by les Pitons, Soufriere, Portsmouth UK, Marie-Galante, Pointe-a-Pitre
2026 Sails: Feb 28, More...

14 Night - Exotic Caribbean Isles
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, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Mar 21, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Portsmouth, Port Elizabeth VC, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Les Anses-dArlet, Marie-Galante, Pointe-a-Pitre
2026 Sails: Mar 28, More...

20 Night - Spice Islands & Spice Market Crossing
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Casablanca, Morocco, Tangier, Morocco, Portimao, Portugal, Lisbon, Portugal
2026 Sails: Mar 28, More...

7 Night - Yachtsman's Caribbean
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Mar 28, More...

7 Night - St. Maarten to Barbados
Starting in Philipsburg, Gustavia, Carambola Beach, Pointe-a-Pitre, Cabrits (Portsmouth DM), Dominica, Fort-de-France, Port Elizabeth VC (Bequia), Bridgetown
2026 Sails: Oct 14, More...

26 Night - Canada & Caribbean Cruise : Montreal, Quebec & Barbados
Starting in Montreal, Quebec, Quebec City, Quebec, Sydney NS, Nova Scotia, Halifax, Nova Scotia, Saint John NB, New Brunswick, Portland ME, Boston, Massachusetts, Cape Cod Canal Cruising, Newport, Rhode Island, New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Oct 19, More...

12 Night - Panama, Colombia & Caribbean Islands
Starting in Fort-de-France, Les Saintes, Pigeon Island Beach, Soufriere, Port Elizabeth VC, Bequia Island, Mayreau Island, Bonaire, Santa Marta, Cartagena, San Blas Islands, Portobelo, Colon
2026 Sails: Oct 26, More...

16 Night - Caribbean Cruise : New York, Bermuda & Barbados
Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Oct 29, More...

7 Night - Southern Caribbean Cruise : Antigua, Martinique & Grenada
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 7, Dec 5, More...