14 Night - Journeys - Southern Caribbean
Starting in Port Canaveral (Orlando), Fl, St Thomas, US Virgin Islands, Antigua, Dominica, Barbados, Grenada, St Maarten, St Kitts, San Juan, Puerto Rico, Port Canaveral (Orlando), Fl
2026 Sails: Nov 29, More...

7 Night - Grenadines & Windwards Yachting
Starting in Bridgetown, Barbados, Speightstown, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Nov 29, Dec 27, 2027: Jan 23, Feb 20, Mar 20, More...

21 Night - Eastern Caribbean : Antiqua, St. Lucia and Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 29, More...

12 Night - Eastern Caribbean : Barbados, St. Lucia & St. Kitts
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Nov 29, More...

12 Night - Southern Caribbean with Aruba
Starting in Fort Lauderdale, Florida, Aruba, Curacao, St Lucia, Barbados, Dominica, St Maarten, Fort Lauderdale, Florida
2026 Sails: Nov 30, More...

14 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Virgin Gorda, British Virgin Islands, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Road Town (Tortola), British Virgin Islands, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Dec 4, 2027: Feb 12, More...

13 Night - Caribbean Combination Cruise : San Juan, Antigua & St. Lucia
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, San Juan
2026 Sails: Dec 5, More...

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 5, Dec 26, 2027: Jan 23, Feb 20, Mar 6, More...

14 Night - Yachtsman's Caribbean in Depth
Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6, More...