11 Night - Sailing On the Trade Winds
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, Philipsburg
2026 Sails: Mar 16, More...

7 Night - History and Culture Visiting Caribbean Jewels
Starting in Philipsburg, Prickley Pear Cays, Gustavia, Charlestown, Nevis, Falmouth Bay, Barbuda, Les Saintes, Pointe-a-Pitre
2026 Sails: Mar 21, More...

34 Night - Eastbound Atlantic Ocean Crossing
Starting in Philipsburg, St Maarten, Ponta Delgada, Azores, Portugal, Malaga, Spain, Almeria, Spain, Cartagena ES, Ibiza / Balearic Islands, Spain, Mahon, Menorca / Balearic Islands, Spain, Cagliari / Sardinia, Italy, Gozo Island, Malta, Valletta, Malta, Syracuse, Sicily, Italy, Pilos, Greece, Monemvasia, Greece, Piraeus (Port of Athens), Greece
2026 Sails: Mar 21, More...

20 Night - Eastbound Atlantic Ocean Crossing
Starting in Philipsburg, St Maarten, Ponta Delgada, Azores, Portugal, Malaga, Spain
2026 Sails: Mar 21, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, 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 21, More...

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, 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...

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...