7 Night - Classic Caribbean
Starting in Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St Maarten
2026 Sails: Mar 21, 2027: Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, Dec 12, Dec 27, 2028: Jan 9, Jan 23, Feb 6, Feb 20, Mar 5, 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...

21 Night - Star Collector : Spectacular Transatlantic Journey : Caribbean to the Azores
Starting in Philipsburg, St Maarten, St Johns, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten, Ponta Delgada, Lisbon
2026 Sails: Mar 28, More...

7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, St Johns, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2026 Sails: Mar 28, More...

22 Night - Star Collector : Atlantic Interludes & Iberian Indulgences
Starting in Philipsburg, St Maarten, Ponta Delgada, Lisbon, Cadiz, Gibraltar, Malaga, Almeria, Spain, Cartagena ES, Palma De Mallorca, Barcelona
2026 Sails: Apr 4, More...

14 Night - Knot Your Average Crossing
Starting in Philipsburg, St Maarten, Ponta Delgada, Lisbon
2026 Sails: Apr 4, More...

14 Night - Cruise from St Maarten (Philipsburg) to Malaga
Starting in Philipsburg, Chrishi Beach, Nevis, Malaga
2026 Sails: Apr 18, 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...

7 Night - British & French Islands Discovery Cruise
Starting in Philipsburg, Sopers Hole, Tortola, Norman Island, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Gustavia, Terre De Haut, Iles des Saintes, Mayreau, Bridgetown, Barbados
2026 Sails: Nov 14, More...