7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown with stops in Bequia, Trois Ilets, Basse-Terre, Charlestown, St. Johns, Carambola Beach, Philipsburg
2023 Sails: Feb 4, Feb 18, Mar 4, More...

14 Night - Exotic Caribbean In Depth
Starting in Bridgetown with stops in Bequia, Trois Ilets, Basse-Terre, Charlestown, St. Johns, Carambola Beach, Philipsburg, Sopers Hole , Road Bay, Terre-de-Haut, Fort-de-France, Saint Georges
2023 Sails: Feb 4, Feb 18, More...

7 Night - Windward Islands Roundtrip from Barbados
Starting in Bridgetown, Barbados; with stops in Rodney Bay, St. Lucia; Sail with Star Flyer to Cabrits; Cabrits, Dominica; Falmouth Harbour, Antigua; Basseterre, St. Kitts; South Friar's Bay, St. Kitts; Terre de Haut, Iles des Saintes; Beach, Martinique; Bridgetown, Barbados
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Dec 9, 2024: Jan 6, Jan 20, Feb 3, Feb 17, Mar 2, Mar 16, More...

7 Night - Bridgetown to Bridgetown - Wind Surf
Starting in Bridgetown with stops in Pigeon Island, Castries, The Pitons, Anse Mitan, Mayreau, St. George's, Bequia
2023 Sails: Feb 4, More...

14 Night - Bridgetown to St. Maarten - Wind Surf
Starting in Bridgetown with stops in Pigeon Island, Castries, The Pitons, Anse Mitan, Mayreau, St. George's, Bequia, Roseau, Les Saintes, Little Bay, Gustavia, Basseterre, St. Maarten
2023 Sails: Feb 4, More...

7 Night - Southern Caribbean Island Hop
Starting in Bridgetown with stops in Scarborough, Port of Spain, St. George's, Kingstown, Roseau, Castries
2023 Sails: Feb 5, Feb 26, Mar 5, Mar 19, Mar 26, Apr 9, Apr 16, More...

10 Night - DA230208010 - Bridgetown to Bridgetown
Starting in Bridgetown with stops in Castries, Kralendijk, Oranjestad, Willemstad, Scarborough, Bequia, St. George's
2023 Sails: Feb 8, More...

7 Night - Sailing the Caribbean aboard Sea Cloud Roundtrip Cruise from Barbados
Starting in Barbados/EMBARK; with stops in Dominica; Iles des Saintes, Guadeloupe; Bequia, the Grenadines; Exploring the Grenadines; Soufriere & Les Pitons, St. Lucia; Barbados/DISEMBARK
2023 Sails: Feb 10, 2024: Jan 26, Feb 2, Feb 9, Feb 16, More...

7 Night - Grenadine Islands Roundtrip from Barbados
Starting in Bridgetown, Barbados; with stops in Captain's Best, Grenadines; St. George, Grenada; Tobago Cays, Grenadines; Kingstown, St. Vincent; Admiralty Bay, Bequia; Fort de France, Martinique; Marigot Bay, St. Lucia; Soufriere, St. Lucia; Bridgetown, Barbados
2023 Sails: Feb 11, Feb 25, Mar 11, Mar 25, Dec 16, 2024: Jan 13, Jan 27, Feb 10, Feb 24, Mar 23, More...

7 Night - Bridgetown to St. Maarten - Wind Surf
Starting in Bridgetown with stops in Roseau, Pigeon Island, Les Saintes, Little Bay, Gustavia, Basseterre, St. Maarten
2023 Sails: Feb 11, More...