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...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2026 Sails: Dec 26, More...

7 Night - Classic Caribbean
Starting in Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten
2026 Sails: Dec 26, More...

13 Night - Discover the Grenadines & Windwards Islands
Starting in Bridgetown, Barbados, Bridgetown / Port St Charles, 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, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 27, More...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Castries, Saint Lucia, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 27, More...

7 Night - San Juan to San Juan
Starting in San Juan, St John VI, St Kitts (Basseterre), Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 27, More...

8 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Deshaies, St Kitts (Basseterre), St Georges, Castries, St Lucia, 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...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Castries, Saint Lucia, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 29, 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
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, More...