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 Gems In Depth
Starting in Philipsburg with stops in Sopers Hole , Road Bay, Terre-de-Haut, Carambola Beach, Fort-de-France, Saint Georges, Bridgetown, Bequia, Trois Ilets, Basse-Terre, Charlestown, St. Johns
2023 Sails: Feb 11, Feb 25, More...

7 Night - Classic Yachtsman's Caribbean
Starting in Philipsburg with stops in Sopers Hole , Road Bay, Terre-de-Haut, Carambola Beach, Fort-de-France, Saint Georges, Bridgetown
2023 Sails: Feb 11, Feb 25, More...

7 Night - Treasure Islands Roundtrip from St. Maarten
Starting in Philpsburg, St. Maarten; with stops in Road Bay, Anguilla; White Bay, Jost van Dyke (B.V.I.); Sopers Hole - Tortola, British Virgin Islands (BVI); Sailing Sir Francis Drake Channel; The Bight - Norman Island, British Virgin Islands (BVI); Spanish Town - Virgin Gorda, British Virgin Islands (B.V.I); Beach, Captains Best, British Virgin Islands (B.V.I); Basseterre, St. Kitts; South Friars Bay - Beach, St. Kitts; Gustavia, St. Barts; Philpsburg, St. Maarten
2023 Sails: Feb 11, Feb 25, Dec 2, Dec 16, 2024: Jan 13, Jan 27, Feb 10, Feb 24, Mar 9, Mar 23, 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 - St. Maarten to Bridgetown - Wind Surf
Starting in St. Maarten with stops in Basseterre, Gustavia, Little Bay, Les Saintes, Roseau, Pigeon Island, Bridgetown
2023 Sails: Feb 25, More...

14 Night - St. Maarten to Bridgetown - Wind Surf
Starting in St. Maarten with stops in Basseterre, Gustavia, Little Bay, Les Saintes, Roseau, Pigeon Island, Bridgetown, Castries, The Pitons, Anse Mitan, Mayreau, St. George's, Bequia
2023 Sails: Feb 25, More...

14 Night - Netherlands Antilles, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique, Guadeloupe, Saint Lucia, Barbados, Grenada, Saint Vincent and The Grenadines
Starting in Philipsburg with stops in St. John's, Basseterre, Roseau, Fort de France, Pointe-a-Pitre, Castries, Bridgetown, Saint George, Kingstown
2023 Sails: Feb 28, Mar 14, More...

7 Night - Classic Yachtsman's Caribbean
Starting in Philipsburg with stops in Sopers Hole , Road Bay, Carambola Beach, Terre-de-Haut, Fort-de-France, Saint Georges, Bridgetown
2023 Sails: Mar 11, More...