7 Night - St. Maarten to Barbados
Starting in Philipsburg, Gustavia, Carambola Beach, Pointe-a-Pitre, Cabrits (Portsmouth DM), Dominica, Fort-de-France, Port Elizabeth VC (Bequia), Bridgetown
2026 Sails: Oct 14, More...

12 Night - Ocean Voyage : Cadiz - Fort De France
Starting in Cadiz, Portsmouth DM, Fort-de-France
2026 Sails: Dec 4, More...

7 Night - San Juan / San Juan
Starting in San Juan, Marigot, Terre-De-Haut (Marina Day), Portsmouth DM, Sandy Ground, Virgin Gorda, San Juan
2026 Sails: Dec 21, 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...

7 Night - Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
Starting in Vieux Fort, Portsmouth DM, Les Saintes, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Bridgetown, Vieux Fort
2027 Sails: Feb 17, More...

7 Night - Pearls of the Caribbean
Starting in Vieux Fort, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Pigeon Island Beach, Soufriere, Les Saintes, Portsmouth DM, Vieux Fort
2027 Sails: Feb 24, Mar 3, Mar 10, Mar 17, More...

6 Night - San Juan / San Juan
Starting in San Juan, Bequia, Fort-de-France, Portsmouth DM, Gustavia, San Juan
2027 Sails: Mar 5, More...

9 Night - Colours of the Caribbean : Antigua to San Juan
Starting in St Johns AG, Antigua, South Friars Bay, St Kitts, Iles des Saintes, Guadeloupe / Portsmouth DM, Dominica, Portsmouth DM, Dominica, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Gorda Sound, Virgin Gorda / Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2027 Sails: Dec 11, More...

15 Night - Caribbean Combination Cruise : Dominica, Bequia & Grenada
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Portsmouth DM, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2027 Sails: Dec 12, More...

17 Night - Eastern & Southern Caribbean Combination Cruise : Grenada, Barbados & Aruba
Starting in San Juan, Virgin Gorda, St Johns AG, Portsmouth DM, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Kralendijk, Willemstad AN, Oranjestad, Puerto Plata, Dominican Republic, Nassau, Miami, Florida
2027 Sails: Dec 19, More...