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...

14 Night - Caribbean Cruise : San Juan, St. Lucia & St. Kitts
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, Road Town, Tortola, San Juan
2026 Sails: Nov 7, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 8, Nov 22, Dec 6, Dec 20, 2027: Jan 3, Nov 8, Nov 22, 2028: Mar 13, Mar 27, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 8, 2027: Jan 3, Nov 8, 2028: Mar 13, More...

14 Night - Caribbean Cruise : Barbados, St. Lucia & St. Kitts
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, 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: Nov 14, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 15, 2027: Nov 1, Nov 15, 2028: Mar 20, More...