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 - Southern Caribbean & Aruban Nights
Starting in San Juan, Puerto Rico, Oranjestad, Aruba, Willemstad AN, Curacao, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 5, 2027: Jan 9, Feb 13, Feb 27, Apr 3, 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, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 6, 2027: Feb 28, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Bequia, Mayreau, Deshaies, Marigot, St Martin, San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Dec 6, Dec 20, More...

7 Night - South Caribbean
Starting in La Romana, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Road Town (Tortola), British Virgin Islands, Catalina Island, Dominican Republic, La Romana, Dominican Republic
2026 Sails: Dec 7, 2027: Feb 1, Feb 15, Mar 1, Mar 15, More...

12 Night - Collector's Caribbean
Starting in Miami, Charlotte Amalie, Gustavia, St Johns, Fort-de-France, Basseterre, Philipsburg, Tortola, Miami
2026 Sails: Dec 10, More...

10 Night - Miami to San Juan
Starting in Miami, Fl, St John VI, Philipsburg, St Maarten, St Kitts (Basseterre), Les Saintes, Fort-de-France, Little Bay, Montserrat, Jost Van Dyke, British Virgin Islands, San Juan
2026 Sails: Dec 10, More...

11 Night - Miami to Miami
Starting in Miami, Fl, San Juan, St John VI, St Kitts (Basseterre), Gustavia, St Barthelemy, Deshaies, Road Town, Tortola, Miami, Fl
2026 Sails: Dec 11, More...