16 Night - An Extended Journey Through Caribbean Rhythms and Festive Island Nights
Starting in Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 20, More...

16 Night - Leeward Island Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Road Bay, Anguilla, Carambola Beach, Saint Kitts and Nevis, Marigot, St Martin, Terre-de-Haut, Iles des Saintes, Guadeloupe, Fort-De-France, Martinique, Rodney Bay, Saint Lucia, Roseau, Dominica, Little Bay, Montserrat, St Johns AG, Antigua, Great Harbour, Jost van Dyke, British Virgin Islands, Miami, Florida
2026 Sails: Dec 20, More...

14 Night - Caribbean Roundtrip from San Juan
Starting in San Juan, Jost Van Dyke, Little Bay, Castries, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...

7 Night - Western Caribbean from Santo Domingo
Starting in Santo Domingo, Dominican Republic, Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic
2026 Sails: Dec 21, More...

7 Night - San Juan / San Juan
Starting in San Juan, Marigot, Terre-De-Haut (Marina Day), Portsmouth DM, Sandy Ground, Virgin Gorda, San Juan
2026 Sails: Dec 21, More...

14 Night - Holiday Season with Your Toes in the Sand
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2026 Sails: Dec 21, More...

7 Night - Western Caribbean from Fort De France
Starting in Martinique (Antilles), Martinique Bay, Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic, Martinique (Antilles)
2026 Sails: Dec 23, More...

7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...

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

7 Night - History and Culture Visiting Caribbean Jewels
Starting in Marigot, Prickley Pear Cays, Gustavia, Charlestown, Nevis, Falmouth Bay, Barbuda, Les Saintes, Pointe-a-Pitre
2026 Sails: Dec 26, 2027: Jan 23, Feb 20, Mar 20, Dec 20, 2028: Jan 10, Feb 7, Mar 6, Apr 3, More...