7 Night - Leeward St. Barts Bucket Regatta
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
2026 Sails: Mar 7, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 8, More...

7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 8, Mar 22, More...

10 Night - West Indies Explorer
Starting in San Juan, Philipsburg, St Kitts (Basseterre), Castries, Bridgetown, Roseau, St Johns AG, Antigua, St Thomas (Charlotte Amalie), St Croix (Frederiksted), San Juan
2026 Sails: Mar 9, More...

21 Night - Eastern & Southern Caribbean : Leeward & Abc Islands
Starting in Miami, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Miami, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Kralendijk, Bonaire, Willemstad AN, Curacao, Oranjestad, Aruba, Miami, Florida
2026 Sails: Mar 14, More...

11 Night - Eastern Caribbean : Windward & Leeward Islands
Starting in Miami, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Mar 14, More...

14 Night - Star Collector : Caribbean Explorations
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, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St Maarten
2026 Sails: Mar 14, 2027: Feb 13, Mar 13, Dec 5, 2028: Jan 30, Feb 27, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 15, More...

10 Night - Southern Caribbean with Martinique
Starting in Fort Lauderdale, Florida, Princess Cays, Bahamas, St Thomas, US Virgin Islands, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale, Florida
2026 Sails: Mar 17, More...

12 Night - Southern Caribbean Cruise
Starting in Baltimore, Maryland, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, Fort-De-France, Martinique, Roseau, Dominica, Philipsburg, St Maarten, Baltimore, Maryland
2026 Sails: Mar 21, Apr 18, More...