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: Nov 29, Dec 13, Dec 27, 2026: Jan 10, Jan 24, Feb 7, Feb 21, Mar 7, More...

7 Night - San Juan & the Virgin Islands
Starting in 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
2025 Sails: Nov 30, 2026: Nov 29, Dec 13, Dec 27, More...

10 Night - Island Adventures
Starting in Miami, Cruising the Bahamian Waters, Cruising the Atlantic Ocean, San Juan, Gustavia, Philipsburg, Frederiksted, Punta Cana, Cruising the Bahamian Waters, Nassau, Miami
2025 Sails: Dec 1, More...

19 Night - An Extended Journey of Wild Grace
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, La Romana, San Juan, Basseterre, Les Trois-Ilets, Bequia, Kingstown, Bridgetown
2025 Sails: Dec 2, More...

25 Night - Iberian & Island Dreams
Starting in Barcelona, Alicante, Malaga, Gibraltar, Seville (Cadiz), Ponta Delgada (Azores), Nassau, Miami, Charlotte Amalie, St Johns AG, Gustavia, Philipsburg, Tortola, Miami
2025 Sails: Dec 2, More...

10 Night - Fort Lauderdale to Fort Lauderdale
Starting in Fort Lauderdale, Florida, San Juan, St John VI, Gustavia, St Barthelemy, St Kitts (Basseterre), Road Town, Tortola, Fort Lauderdale, Florida
2025 Sails: Dec 2, More...

5 Night - Barefoot Break in the British Virgin Islands
Starting in Philipsburg, St Maarten, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2025 Sails: Dec 2, More...

12 Night - Star Collector : Ivory Beaches & Sapphire Seas of the Caribbean
Starting in Philipsburg, St Maarten, 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
2025 Sails: Dec 2, More...

8 Night - Pirate Islands and Sailors' Haunts
Starting in Philipsburg, Gustavia, Road Bay (Sandy Ground), North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, White Bay, Jost Van Dyke, Philipsburg
2025 Sails: Dec 4, More...

16 Night - An Extended Journey of Bewitching Caribbean Gems
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, La Romana, San Juan, Basseterre, Les Trois-Ilets, Bequia, Kingstown, Bridgetown
2025 Sails: Dec 5, More...