11 Night - Rendezvous of Two Windjammers
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Gustavia, Terre-De-Haut, Iles Des Saintes, Cabrits, Road Bay (Sandy Ground), Philipsburg
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11 Night - Fort Lauderdale to Fort Lauderdale
Starting in Fort Lauderdale, Florida, San Juan, St John VI, Gustavia, St Barthelemy, St Kitts (Basseterre), Deshaies, Road Town, Tortola, Fort Lauderdale, Florida
2025 Sails: Dec 12, More...

14 Night - Discover the Yachting Islands of the Caribbean
Starting in St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island and Vieques 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
2025 Sails: Dec 13, More...

7 Night - Caribbean Yachting Discovery
Starting in St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2025 Sails: Dec 13, 2026: Jan 10, Feb 7, More...

7 Night - Spanish & British Caribbean Delight Cruise
Starting in San Juan, Culebra, Esperanza, Vieques Island, Prickly Pear, Sandy Ground, Gustavia, Charlestown, Nevis, Falmouth Bay, Philipsburg
2025 Sails: Dec 13, More...

7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St Barts, Philipsburg, St Maarten
2025 Sails: Dec 13, Dec 27, 2026: Jan 10, Jan 24, Feb 7, Feb 21, Mar 7, More...

7 Night - Caribbean Islands Adventure Cruise
Starting in San Juan, Spanish Town, Virgin Gorda, Norman Island, Prickly Pear, Philipsburg, Gustavia, South Friars Bay, Charlestown, Nevis, Charlotte Amalie, St Thomas
2025 Sails: Dec 14, More...

7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in 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
2025 Sails: Dec 14, 2026: Jan 4, 2027: Jan 2, Feb 13, Mar 13, More...

6 Night - San Juan / Bridgetown
Starting in San Juan, Gustavia, St Johns AG, Les Anses-dArlet, Soufriere, Canouan, Bridgetown
2025 Sails: Dec 15, More...

7 Night - Bridgetown to Bridgetown
Starting in Bridgetown, Bequia, Fort-de-France, Gustavia, St Barthelemy, Roseau, St Georges, Castries, St Lucia, Bridgetown
2025 Sails: Dec 15, More...