8 Night - Sun, Sea, and Serenity
Starting in Philipsburg, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Saint-Pierre, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Feb 27, Mar 26, More...

14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island and Vieques Island, Puerto Rico, St John VI, US Virgin Islands, Jost van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, St Thomas, US Virgin Islands
2026 Sails: Feb 28, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Prickly Pear Cays, Anguilla, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Falmouth Bay, English Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Feb 28, More...

11 Night - A VIP Sailing Event
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Philipsburg
2026 Sails: Mar 6, More...

7 Night - Caribbean Yachting Discovery
Starting in St Johns AG, Antigua, Gustavia, Saint Barthelemy, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Barbuda, Antigua and Barbuda, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, St Thomas, US Virgin Islands
2026 Sails: Mar 7, More...

7 Night - Windward Islands
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Terre De Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
2026 Sails: Mar 7, Mar 21, More...

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...

10 Night - Grenada to Antigua
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Saline Bay, Mayreau, Grenadines, Carriacou / Paradise Beach, Grenada, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Fort-De-France, Martinique, Terre De Haut, Iles des Saintes, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2026 Sails: Mar 11, More...

7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla, Marigot, Saint Martin
2026 Sails: Mar 14, Mar 28, More...

7 Night - Windward & Leeward Islands Cruise
Starting in Charlotte Amalie, St Thomas, Prickly Pear, Sandy Ground, Gustavia, Falmouth Bay, Terre De Haut, Iles des Saintes, Le Marin, Bridgetown, Barbados
2026 Sails: Mar 15, More...