10 Night - Leeward Islands Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Little Bay, Montserrat, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2027 Sails: Dec 18, More...

9 Night - Antigua to Antigua Christmas Cruise
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, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Cabrits, Dominica, Terre De Haut, Iles des Saintes, Deshaies, Guadeloupe, St Johns AG
2027 Sails: Dec 18, More...

8 Night - Cruise Roundtrip from St Thomas (Charlotte Amalie)
Starting in Charlotte Amalie, St Thomas, St John VI (Cruz Bay), US Virgin Islands, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Norman Island, Gustavia, Marigot, White Bay, Jost van Dyke, Charlotte Amalie, St Thomas
2027 Sails: Dec 19, More...

8 Night - Cruise Roundtrip from San Juan
Starting in San Juan, Culebra, Esperanza, Vieques Island, Marigot, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost van Dyke, St John VI (Cruz Bay), US Virgin Islands, San Juan
2027 Sails: Dec 19, More...

8 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, St Johns AG, Antigua, Gustavia, St Barthelemy, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Charlestown, Philipsburg, St Maarten
2027 Sails: Dec 19, More...

15 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, St Johns AG, Antigua, Gustavia, St Barthelemy, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Charlestown, Philipsburg, St Maarten, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten
2027 Sails: Dec 19, More...

7 Night - West Indies Island Hopping
Starting in San Juan, Puerto Rico, St John VI / St Thomas, US Virgin Islands, St Thomas, US Virgin Islands, Gustavia, Saint Barthelemy, Jost van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2027 Sails: Dec 20, 2028: Nov 17, More...

7 Night - San Juan & the Virgin Islands
Starting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2027 Sails: Dec 20, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marigot Bay, San Juan
2027 Sails: Dec 20, More...

15 Night - Caribbean from Bridgetown to Santo Domingo
Starting in Bridgetown, Man-O-War Bay (Charlotteville), St Georges, Tobago Cays, St Vincent and the Grenadines, Port Elizabeth VC / Bequia, Cabrits, Pointe-a-Pitre, Soufriere, Saint-Pierre, Charlestown, Nevis, North Sound / Virgin Gorda, White Bay, Jost Van Dyke, Santo Domingo
2027 Sails: Dec 21, More...