23 Night - Transatlantic Crossing and Caribbean Celebration
Starting in New York, NY, Road Town, Tortola, Philipsburg, St Maarten, Bridgetown, Barbados, Castries, St Lucia, Roseau, Dominica, Basseterre, St Kitts, New York, NY, Southampton, England, UK
2026 Sails: Dec 19, More...

7 Night - Reverie Under Sail in the Heart of the Lesser Antilles
Starting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Cooper Island, Norman Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Marigot
2026 Sails: Dec 19, More...

10 Night - Lesser Antilles Journey
Starting in Miami, Cruising the Atlantic Ocean, Charlotte Amalie, Roseau, St Johns, Basseterre, Tortola, Cruising the Atlantic Ocean, Miami
2026 Sails: Dec 19, More...

14 Night - Caribbean Yacht Explorer
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, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, 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: Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, More...

8 Night - Caribbean Celebration I Cruise
Starting in Charlotte Amalie, St Thomas, St John VI (Cruz Bay), US Virgin Islands, Norman Island, Leverick Bay, Virgin Gorda, Prickly Pear, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, Marigot, Sandy Ground, Gustavia, Charlotte Amalie, St Thomas
2026 Sails: Dec 19, More...

8 Night - Caribbean Celebration Ii Cruise
Starting in San Juan, Gustavia, Sandy Ground, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, Leverick Bay, Virgin Gorda, Cane Garden Bay, Tortola, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 19, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten
2026 Sails: Dec 19, More...

7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, Gustavia, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St Maarten
2026 Sails: Dec 19, More...

14 Night - Western Caribbean from Casa De Campo / La Romana
Starting in La Romana, Castries, St Lucia, Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Tortola (Road Harbour), La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana
2026 Sails: Dec 20, More...