10 Night - Cruise Roundtrip from Bridgetown
Starting in Bridgetown, Barbados, Rodney Bay, South Friars Bay, Philipsburg, Gustavia, Terre De Haut, Iles des Saintes, Mayreau, Tobago Cays, Port Elizabeth VC, Bequia, Bridgetown, Barbados
2026 Sails: Feb 1, More...

7 Night - Sailing St. Lucia, Dominica and Beyond Aboard
Starting in Bridgetown, Barbados / Embark Ship, Union Island, Saint Vincent and Grenadines / Under Sail, Soufriere, Saint Lucia / Under Sail, Dominica, Terre-de-Haut, Iles des Saintes, Guadeloupe / Under Sail, Saint Kitts, Saint Kitts and Nevis / At Sea, Philipsburg, Sint Maarten / Disembark Ship
2026 Sails: Feb 6, 2027: Feb 19, More...

11 Night - Barbados & Caribbean Gems Cruise
Starting in Bridgetown, Barbados, Rodney Bay, Portsmouth UK, Gustavia, Philipsburg, South Friars Bay, Terre De Haut, Iles des Saintes, Tobago Cays, Port Elizabeth VC, Bequia, Mayreau, Bridgetown, Barbados
2026 Sails: Feb 11, More...

7 Night - Windward Islands Explorer Cruise
Starting in Bridgetown, Barbados, Port Elizabeth VC, Bequia, Mayreau, Rodney Bay, Le Marin, Terre De Haut, Iles des Saintes, Falmouth Bay, Philipsburg
2026 Sails: Feb 22, More...

8 Night - Sun, Sea, and Serenity
Starting in Philipsburg, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Saint-Pierre, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Feb 27, Mar 26, More...

14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, St Thomas, US Virgin Islands
2026 Sails: Feb 28, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Prickly Pear Cays, Anguilla, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Falmouth Bay, English Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Feb 28, More...

11 Night - A VIP Sailing Event
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Philipsburg
2026 Sails: Mar 6, More...

7 Night - Caribbean Yachting Discovery
Starting in St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, St Thomas, US Virgin Islands
2026 Sails: Mar 7, More...

7 Night - Cruise from St Maarten (Philipsburg) to St Thomas (Charlotte Amalie)
Starting in Philipsburg, Falmouth Bay, Charlestown, Nevis, Terre De Haut, Iles des Saintes, Saba, Gustavia, White Bay, Jost van Dyke, Charlotte Amalie, St Thomas
2026 Sails: Mar 8, More...