8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, St Johns AG, Antigua, Gustavia, Philipsburg
2026 Sails: Jan 25, More...

7 Night - Windward & Leeward Islands Cruise
Starting in San Juan, White Bay, Jost van Dyke, Sint Eustatius, Gustavia, Falmouth Bay, Terre De Haut, Iles des Saintes, Le Marin, Bridgetown, Barbados
2026 Sails: Jan 25, More...

15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean Splendour
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Jan 28, More...

10 Night - Antigua to Grenada
Starting in St Johns AG, Gustavia, St Barts, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Terre De Haut, Iles des Saintes, Beach, Martinique, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, St Georges, Grenada
2026 Sails: Jan 28, More...

7 Night - Caribbean Yachting Hideaways
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 31, More...

7 Night - Caribbean Island Adventure Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Trellis Bay, Beef Island, Sandy Ground, Gustavia, Philipsburg, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, Charlotte Amalie, St Thomas
2026 Sails: Jan 31, More...

3 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, Gustavia, San Juan
2026 Sails: Feb 1, More...

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...

10 Night - An Extended Journey Into the Caribbean's Most Desirable Shores
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 2, More...

21 Night - Caribbean Roundtrip from Bridgetown
Starting in Bridgetown, Bequia, Castries, Roseau, Deshaies, St Kitts, Spanish Town, St John VI, Fort Lauderdale, San Juan, St John VI, Gustavia, Philipsburg, Deshaies, Fort-de-France, Rodney Bay, Bequia, Bridgetown
2026 Sails: Feb 2, More...