14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, Marigot, St Martin, Les Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
2026 Sails: Mar 6, 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...

10 Night - Grenada to Antigua
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Saline Bay, Mayreau, Grenadines, Carriacou / Paradise Beach, Grenada, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Fort-De-France, Martinique, Terre De Haut, Iles des Saintes, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2026 Sails: Mar 11, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Marigot, St Martin, Les Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
2026 Sails: Mar 13, 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...

7 Night - Windward Ways & Tobago Cays
Starting in Oranjestad, Kralendijk, Kingstown, The Pitons, Bequia, Mayreau, Scarborough, Tobago, Bridgetown
2026 Sails: Mar 15, 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: Mar 21, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Portsmouth, Port Elizabeth VC, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Les Anses-dArlet, Marie-Galante, Pointe-a-Pitre
2026 Sails: Mar 28, More...

20 Night - Spice Islands & Spice Market Crossing
Starting in 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, Casablanca, Morocco, Tangier, Morocco, Portimao, Portugal, Lisbon, Portugal
2026 Sails: Mar 28, More...

7 Night - Yachtsman's Caribbean
Starting in 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: Mar 28, More...