14 Night - Southern Caribbean : Abc & Windward Islands Holiday
Starting in Fort Lauderdale, Florida, Key West, Florida, Oranjestad, Aruba, Charlotteville, Trinidad and Tobago, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 22, More...

7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Grenada, Castries, Saint Lucia, Fort-de-France, Martinique
2026 Sails: Dec 26, More...

7 Night - South Caribbean
Starting in Pointe-A-Pitre, Guadeloupe, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Castries, Saint Lucia, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe
2026 Sails: Dec 27, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 27, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Grenada, Castries, St Lucia, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Roseau, Dominica, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, St Lucia, Bridgetown, Barbados
2026 Sails: Dec 29, More...

7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, More...

14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 3, Feb 14, Mar 14, More...

7 Night - Southern Caribbean with Barbados and St. Kitts
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 3, Feb 14, Mar 14, More...

5 Night - Eastern Caribbean with St. Kitts
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados
2027 Sails: Jan 3, More...

16 Night - An Extended Journey Through Enchanting Islands & Lush Landscapes
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Basseterre, San Juan, St Maarten / Philipsburg, Terre-De-Haut, St Georges, Grenada, Castries, Puerto Plata, Dominican Republic, Miami
2027 Sails: Jan 5, More...