7 Night - Classic Yachtsman's
Starting in St Johns AG, Terre De Haut, Iles des Saintes, Cabrits, Dominica, Beach Stop, Martinique, St Georges, Grenada, Tobago Cays, Grenadines, Marigot Bay, St Lucia (Morning), Soufriere, St Lucia (Afternoon), Bridgetown, Barbados
2026 Sails: Nov 28, More...

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...

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...

21 Night - Eastern & Western Caribbean : Leeward Islands & Mexico
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Roseau, Dominica, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Mahogany Bay, Roatan, Honduras, Belize City, Belize, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 1, More...

9 Night - Antigua, St. Lucia & St. Kitts
Starting in Fort Lauderdale, Florida, Basseterre, St Kitts and Nevis, Castries, St Lucia, Roseau, Dominica, St Johns AG, Antigua, Fort Lauderdale, Florida
2026 Sails: Dec 3, More...

14 Night - Circle Caribbean
Starting in Fort Lauderdale, Florida, St Maarten, St Kitts, Martinique, Dominica, St Lucia, Trinidad, Trinidad and Tobago, Aruba, Curacao, Fort Lauderdale, Florida
2026 Sails: Dec 3, 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 - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique
2026 Sails: Dec 5, 2027: Feb 27, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, St Johns AG, Antigua, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique
2026 Sails: Dec 5, 2027: Feb 27, 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...