15 Night - Christmas Caribbean Style
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Charlestown, Nevis, Chatham Bay / Union Island, Soufriere, Saint-Pierre, Terre-De-Haut, Iles Des Saintes, St Johns AG, Antigua, Gustavia, Philipsburg
2025 Sails: Dec 20, More...

7 Night - Leeward Islands Celebration Cruise
Starting in Philipsburg, Sandy Ground, Charlestown, Nevis, Gustavia, Prickly Pear, St John VI (Cruz Bay), US Virgin Islands, San Juan
2025 Sails: Dec 20, More...

7 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, St Johns AG, Soufriere, Gustavia, St John VI, San Juan
2025 Sails: Dec 21, More...

15 Night - Happy Sunny Holidays
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Charlestown, Nevis, Terre-De-Haut, Iles Des Saintes, Soufriere, Chatham Bay / Union Island, St Georges, Saint-Pierre, Gustavia, Philipsburg
2025 Sails: Dec 21, More...

7 Night - Tropical New Year's Ii Cruise
Starting in San Juan, White Bay, Jost van Dyke, Gustavia, Sandy Ground, St John VI (Cruz Bay), US Virgin Islands, Charlotte Amalie, St Thomas
2025 Sails: Dec 28, More...

15 Night - An Extended Journey Into Shimmering New Dawns and Caribbean Secrets
Starting in Miami, New Year Fireworks Sju, Jost Van Dyke, Deshaies, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami
2025 Sails: Dec 29, More...

14 Night - Discover the Yachting Islands of the Caribbean
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua, Barbuda, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthelemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jan 3, More...

7 Night - Caribbean Yachting Hideaways
Starting in San Juan, Puerto Rico, Culebra Island, Puerto Rico, St John VI, US Virgin Islands / Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthelemy, Little Bay, Montserrat, St Johns AG, Antigua
2026 Sails: Jan 3, More...

16 Night - An Extended Journey Between Idyllic & Volcanic Isles
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown
2026 Sails: Jan 3, More...

7 Night - British Islands Discovery Cruise
Starting in Charlotte Amalie, St Thomas, St John VI (Cruz Bay), US Virgin Islands, Prickly Pear, Sandy Ground, Gustavia, Charlestown, Nevis, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Jan 3, More...