10 Night - Cruise Roundtrip from Bridgetown
Starting in Bridgetown, Barbados, Rodney Bay, South Friars Bay, Philipsburg, Gustavia, Terre De Haut, Iles des Saintes, Mayreau, Tobago Cays, Port Elizabeth VC, Bequia, Bridgetown, Barbados
2026 Sails: Feb 1, More...

11 Night - Grenada to Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Castara Bay, Tobago, Tobago Cays, Grenadines, Carriacou / Paradise Beach, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Bridgetown, Barbados, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2026 Sails: Feb 7, Feb 28, More...

12 Night - The Essentials of the Caribbean
Starting in Fort-de-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth UK, Pigeon Island Beach, Soufriere, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Union Island, Fort-de-France
2026 Sails: Feb 10, More...

11 Night - Barbados & Caribbean Gems Cruise
Starting in Bridgetown, Barbados, Rodney Bay, Portsmouth UK, Gustavia, Philipsburg, South Friars Bay, Terre De Haut, Iles des Saintes, Tobago Cays, Port Elizabeth VC, Bequia, Mayreau, Bridgetown, Barbados
2026 Sails: Feb 11, More...

18 Night - Star Collector : Deep Dive Into the Blue : Underwater Worlds of the Caribbean
Starting in Cozumel, Mexico, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia, Philipsburg, St Maarten
2026 Sails: Feb 17, More...

10 Night - Grenada to Grenada
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Tobago Cays, Grenadines, Carriacou / Paradise Beach, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2026 Sails: Feb 18, More...

7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Philipsburg, St Maarten, Les Saintes, Mayreau, Bequia, Soufriere, San Juan
2026 Sails: Feb 27, More...

8 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, Saint Georges, Grenada, Tobago Cays, Bridgetown, Vieux Fort
2026 Sails: Feb 28, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia, Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Virgin Gorda / Prickly Pear, British Virgin Islands, Sopers Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St Maarten
2026 Sails: Feb 28, More...

7 Night - Classic Caribbean
Starting in Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia, Philipsburg, St Maarten
2026 Sails: Feb 28, More...