7 Night - Windward Islands Roundtrip from Barbados
Starting in Bridgetown, Barbados; with stops in Rodney Bay, St. Lucia; Sail with Star Flyer to Cabrits; Cabrits, Dominica; Falmouth Harbour, Antigua; Basseterre, St. Kitts; South Friar's Bay, St. Kitts; Terre de Haut, Iles des Saintes; Beach, Martinique; Bridgetown, Barbados
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Dec 9, 2024: Jan 6, Jan 20, Feb 3, Feb 17, Mar 2, Mar 16, More...

7 Night - Leeward Islands Roundtrip from St. Maarten
Starting in Philipsburg, St. Maarten; with stops in Charlestown, Nevis;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. Maarte
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Nov 25, Dec 9, 2024: Jan 6, Jan 20, Feb 3, Feb 17, Mar 2, Mar 16, More...

14 Night - Caribbean from Guadeloupe
Starting in Guadeloupe with stops in Tobago Scarborough, Grenada, Roseau, St. Lucia, Martinique, Tortola, St. Maarten, Antigua, Kingstown
2023 Sails: Feb 10, More...

8 Night - Leeward Islands Delight
Starting in Charlotte Amalie with stops in Cruz Bay, Barbuda, South Friars Bay, Sandy Ground, Gustavia, Philipsburg, Spanish Town, Norman Island, White Bay, San Juan
2023 Sails: Feb 11, More...

14 Night - Bridgetown to St. Maarten - Wind Surf
Starting in Bridgetown with stops in Roseau, Pigeon Island, Les Saintes, Little Bay, Gustavia, Basseterre, St. Maarten, Falmouth Harbour, Soper's Hole, Jost van Dyke, Virgin Gorda
2023 Sails: Feb 11, More...

7 Night - Caribbean from Guadeloupe
Starting in Guadeloupe with stops in Tortola, St. Maarten, Antigua, Kingstown, Martinique
2023 Sails: Feb 17, Mar 10, More...

14 Night - Caribbean from Guadeloupe
Starting in Guadeloupe with stops in Tortola, St. Maarten, Antigua, Kingstown, Martinique, Caribbean Netherlands, Aruba, Curacao, Grenada
2023 Sails: Feb 17, Mar 10, More...

14 Night - St. Maarten to Bridgetown - Wind Surf
Starting in St. Maarten with stops in Falmouth Harbour, Soper's Hole, Jost van Dyke, Virgin Gorda, Gustavia, Basseterre, Little Bay, Les Saintes, Roseau, Pigeon Island, Bridgetown
2023 Sails: Feb 18, More...

7 Night - St. Maarten to St. Maarten - Wind Surf
Starting in St. Maarten with stops in Falmouth Harbour, Soper's Hole, Jost van Dyke, Virgin Gorda, Gustavia
2023 Sails: Feb 18, More...

7 Night - Caribbean from La Romana
Starting in La Romana with stops in St. Lucia, Barbados, Guadeloupe, Antigua, Tortola
2023 Sails: Feb 26, Mar 12, More...