7 Night - Eastern Caribbean with St. Barths
Starting in Marigot, Saint Martin, Marigot, Saint Martin / Prickly Pear Cays, Anguilla / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 20, 2027: Jan 16, Feb 13, Mar 13, More...

16 Night - An Extended Journey of Sparkling Skies & Dramatic Natural Beauty
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, Tortola / Road Town, 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), St Maarten (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, 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...

15 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), St Maarten (Antilles), St Kitts (Antilles), Tortola, British Virgin Islands, 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...