4 Night - A Journey Through Azure Waters & Island Marvels
Starting in Bridgetown, Terre-De-Haut, St Maarten / Philipsburg, Jost Van Dyke, San Juan
2026 Sails: 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: Feb 28, Mar 21, Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, More...

14 Night - Exotic Caribbean Isles
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, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Feb 28, Mar 21, More...

13 Night - Bridgetown to Lisbon
Starting in Bridgetown, Mindelo, Santa Cruz de La Palma, Funchal, Madeira, Lisbon
2026 Sails: Mar 2, More...

12 Night - Bridgetown to Lisbon
Starting in Bridgetown, Funchal, Madeira, Lisbon
2026 Sails: Mar 5, More...

7 Night - Grenadines & Windwards Yachting
Starting in Bridgetown, Barbados, Speightstown, Barbados, Kingstown, Saint Vincent and the Grenadines, Bequia Island, Saint Vincent and the Grenadines, Mayreau Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Mar 7, More...

7 Night - Windward Islands
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Terre De Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
2026 Sails: Mar 7, Mar 21, More...

8 Night - Windward Island Delights
Starting in Bridgetown, Basseterre, St Johns, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown
2026 Sails: Mar 7, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla, Marigot, Saint Martin
2026 Sails: Mar 14, Mar 28, More...

7 Night - Grenadine Islands
Starting in Bridgetown, Barbados, Captains Best, Grenadines, St Georges, Grenada, Tobago Cays, Grenadines, Kingstown, St Vincent (Morning), Admiralty Bay, Bequia (Pm), Fort-de-France, Martinique (Morning), Beach, Martinique (Afternoon), Marigot Bay, St Lucia (Morning), Soufriere, St Lucia (Afternoon), Bridgetown, Barbados
2026 Sails: Mar 14, More...