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 - Classic Caribbean Yacht Harbors
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
2026 Sails: Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, 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 - Antigua to Antigua
Starting in St Johns AG, Gustavia, St Barts, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2026 Sails: Mar 21, More...

17 Night - Star Collector : Seeking the Antilles
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Les Saintes, Rodney Bay, St Georges, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, Isla Catalina, Santo Domingo, Cartagena CO, San Blas, Panama, Colon
2026 Sails: Mar 27, More...

10 Night - Gems of the Leeward Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, St Johns, Les Saintes, Rodney Bay, St Georges, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Mar 27, More...

7 Night - Best of British Virgin Islands & St. Barths Cruise
Starting in Charlotte Amalie, St Thomas, Sandy Ground, Gustavia, Philipsburg, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, White Bay, Jost van Dyke, St John VI (Cruz Bay), US Virgin Islands, Charlotte Amalie, St Thomas
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...

3 Night - Cruise Roundtrip from St Thomas (Charlotte Amalie)
Starting in Charlotte Amalie, St Thomas, White Bay, Jost van Dyke, Gustavia, Charlotte Amalie, St Thomas
2026 Sails: Apr 4, More...