14 Night - Caribbean Yacht Explorer
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, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 19, 2027: Jan 23, Feb 13, Feb 27, Mar 13, Nov 27, 2028: Jan 15, Jan 29, Feb 12, Feb 26, More...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Canouan, Roseau, Anguilla, St Kitts (Basseterre), Castries, St Lucia, Bridgetown
2026 Sails: Dec 19, More...

8 Night - Bridgetown to San Juan
Starting in Bridgetown, Soufriere, St Lucia, Bequia, St Georges, Fort-de-France, St Kitts (Basseterre), St Thomas, San Juan
2026 Sails: Dec 21, More...

13 Night - Caribbean from Bridgetown to Santo Domingo
Starting in Bridgetown, Port Elizabeth VC / Bequia, St Georges, Tobago Cays, St Vincent and the Grenadines, Soufriere, Gustavia, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Santo Domingo
2026 Sails: Dec 22, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...

7 Night - Grenadines & Windwards Yachting
Starting in Bridgetown, Barbados, Speightstown, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Dec 27, 2027: Jan 23, Mar 20, More...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Deshaies, St Kitts (Basseterre), St Georges, Canouan, Bridgetown
2026 Sails: Dec 27, More...

7 Night - San Juan / San Juan
Starting in San Juan, Bequia, Canouan, Soufriere, St Johns AG, Virgin Gorda, San Juan
2026 Sails: Dec 28, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth DM, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, Dec 27, 2028: Jan 17, Feb 14, Mar 13, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, 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: Jan 3, More...