14 Night - Caribbean Gems in Depth
Starting in 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, 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
2027 Sails: Jan 16, Feb 20, Mar 6, 2028: Feb 5, Feb 19, More...

7 Night - Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
Starting in Vieux Fort, Portsmouth UK, 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 UK, Vieux Fort
2027 Sails: Feb 24, Mar 3, Mar 10, Mar 17, More...

7 Night - Best of the Secluded Caribbean Cruise
Starting in Bridgetown, Barbados, Port Elizabeth VC, Bequia, Soufriere Bay, Terre De Haut, Iles des Saintes, Gustavia, Marigot, White Bay, Jost van Dyke, San Juan
2027 Sails: Mar 13, More...

19 Night - Yachtsman's Caribbean & Atlantic Passage
Starting in 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, Castries, Saint Lucia, Funchal (Madeira), Portugal, Portimao, Portugal, Lisbon, Portugal
2027 Sails: Mar 20, More...

11 Night - Pristine Islands of the Caribbean & the Panama Canal
Starting in Bridgetown, Barbados, Soufriere, St Lucia, Port Elizabeth VC, Bequia, Mayreau, Grenadines, Tobago Cays, Grenadines, Willemstad AN, Curacao, Cabo de La Vela, Colombia, Cartagena CO, San Blas Islands, Lemon Cay, Panama, Panama Canal Transit / Panama City, Panama City, Panama
2027 Sails: Oct 20, More...

17 Night - Bermuda & Caribbean Combination Cruise : Sint Maarten, Antigua & Tobago
Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2027 Sails: Oct 28, More...

24 Night - Bermuda & Caribbean Combination Cruise : Tortola, Barbados & Saint Kitts
Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2027 Sails: Oct 28, More...

8 Night - Southern Caribbean Cruise : Martinique, Grenada & U.S. Virgin Islands
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2027 Sails: Nov 6, More...

15 Night - Caribbean Combination Cruise : Antigua, Grenada & Saint Lucia
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2027 Sails: Nov 6, More...