14 Night - Leeward Island Jewels
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Spanish Town, Virgin Gorda, British Virgin Islands, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Nov 22, More...

8 Night - Best of British Virgin Islands & St. Barths Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Sandy Ground, Philipsburg, Gustavia, Charlestown, Nevis, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, Charlotte Amalie, St Thomas
2026 Sails: Nov 27, More...

14 Night - Exotic Caribbean in Depth
Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, 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: Nov 28, More...

7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Nov 28, More...

7 Night - Cruise from St. Johns to San Juan
Starting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...

14 Night - Leeward Island Jewels
Starting in Miami, Florida, San Juan, Puerto Rico, Spanish Town, Virgin Gorda, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Fort-De-France, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, Little Bay, Montserrat, Road Bay, Anguilla, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 6, More...

7 Night - Spanish & British Caribbean Delight Cruise
Starting in San Juan, Fajardo Bay, St John VI (Cruz Bay), US Virgin Islands, Philipsburg, Gustavia, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Charlotte Amalie, St Thomas
2026 Sails: Dec 12, More...

7 Night - St. Barths & Caribbean Gems Cruise
Starting in Charlotte Amalie, St Thomas, Philipsburg, Gustavia, Falmouth Bay, Charlestown, Nevis, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 12, 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...