7 Night - Jewels of the Windward Islands
Starting in Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, St Georges, Bequia, Bridgetown
2026 Sails: Nov 27, More...

14 Night - Exotic Caribbean in Depth
Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, 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
2026 Sails: Nov 28, More...

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...

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...

7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Guadeloupe (Antilles), Martinique (Antilles), St Kitts (Antilles), Antigua (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic
2026 Sails: Nov 30, More...

8 Night - Western Caribbean from Pointe a Pitre
Starting in Guadeloupe (Antilles), Martinique (Antilles), St Kitts (Antilles), Antigua (Antilles), Tortola, British Virgin Islands, Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles)
2026 Sails: Dec 2, More...

13 Night - South Caribbean
Starting in Bridgetown, Barbados, Saint Georges, Grenada, 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, Pointe-A-Pitre, Guadeloupe, Castries, St Lucia, Bridgetown, Barbados
2026 Sails: Dec 2, More...

10 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Road Town, Gustavia, St Barthelemy, Pointe-a-Pitre, French West Indies, Kingstown, Castries, St Lucia, Fort-de-France, St Kitts (Basseterre), San Juan
2026 Sails: Dec 3, More...

17 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Road Town, Gustavia, St Barthelemy, Pointe-a-Pitre, French West Indies, Kingstown, Castries, St Lucia, Fort-de-France, St Kitts (Basseterre), San Juan, Jost Van Dyke, British Virgin Islands, Marigot, St Martin, St Johns, St Thomas, Fort Lauderdale
2026 Sails: Dec 3, More...