14 Night - Caribbean and Antilles
Starting in Miami, Florida, San Juan, Puerto Rico, Basseterre, St Kitts and Nevis, Charlotte Amalie (St Thomas) Virgin Islands, Amber Cove, Dominican Republic, Miami, Florida, Grand Turk Island, Turks and Caicos, Ocean Cay Msc Marine Reserve, Bahamas, Nassau, Bahamas, Miami, Florida
2026 Sails: Dec 5, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique
2026 Sails: Dec 5, 2027: Feb 27, More...

7 Night - Yachtsman's Caribbean
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
2026 Sails: Dec 5, Dec 26, 2027: Jan 16, Jan 30, Feb 20, Mar 6, Mar 20, More...

14 Night - Yachtsman's Caribbean 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, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5, More...

7 Night - Cruise from St. Johns to San Juan
Starting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...

7 Night - Windward Islands
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay (Beach), St Kitts (Pm), Terre De Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
2026 Sails: Dec 5, Dec 19, 2027: Jan 2, Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, More...

7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 5, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla / Marigot, Saint Martin, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Feb 27, Mar 27, More...

14 Night - An Extended Journey Through Islands of Scenic Wonder & Coastal History
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami
2026 Sails: Dec 6, More...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Roseau, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 6, More...