7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Philipsburg, St Maarten, Les Saintes, Mayreau, Bequia, Soufriere, San Juan
2026 Sails: Feb 27, 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 - Caribbean Yachting Hideaways
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, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Feb 28, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Croix, US Virgin Islands, Roseau, Dominica, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 28, Mar 7, Mar 14, Mar 21, Mar 28, Apr 4, Apr 11, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Castries, Saint Lucia, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Feb 28, Nov 7, Dec 12, 2027: Jan 16, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Tortola, British Virgin Islands, St Johns AG, Antigua, Bridgetown, Barbados, St Lucia, Saint Lucia, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2026 Sails: Mar 1, Mar 8, Mar 15, Mar 22, Mar 29, Apr 5, More...

7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Maarten, Antigua, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 1, More...

5 Night - San Juan / San Juan
Starting in San Juan, Marigot, Gustavia, Virgin Gorda, St Thomas, San Juan
2026 Sails: Mar 1, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Willemstad AN, Curacao, Oranjestad, Aruba, Tortola, San Juan, Puerto Rico
2026 Sails: Mar 1, More...

7 Night - A Journey Into Tropical Utopia & Spanish Legacy with Art Deco Flair
Starting in San Juan, St Johns AG, Antigua, Road Bay, Spanish Town (Virgin Gorda), Charlotte Amalie (Saint Thomas), Miami
2026 Sails: Mar 2, More...