12 Night - Eastern Caribbean - New York
Starting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, New York City, Ny
2026 Sails: Dec 23, More...

7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Charlotte Amalie, St Thomas, San Juan, Puerto Rico
2026 Sails: Dec 26, More...

7 Night - Treasure Islands
Starting in Philipsburg, St Maarten, Gustavia, St Barts, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Road Bay, Anguilla, Philipsburg, St Maarten
2026 Sails: Dec 26, 2027: Mar 20, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2026 Sails: Dec 26, More...

7 Night - Classic Caribbean
Starting in Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten
2026 Sails: Dec 26, More...

14 Night - Western Caribbean from Casa De Campo / La Romana
Starting in La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana, Castries, St Lucia, Bridgetown, Barbados, Pointe-a-Pitre, Basseterre, Tortola (Road Harbour), La Romana
2026 Sails: Dec 27, More...

15 Night - An Extended Journey Through Island Joys & Volcanic Majesty
Starting in Miami, Puerto Plata, Dominican Republic, Isla Catalina, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Jost Van Dyke, Basseterre, Charlotte Amalie (Saint Thomas), San Juan, St Maarten / Philipsburg, St Johns AG, Antigua, Little Bay, Tortola / Road Town, Miami
2026 Sails: Dec 27, More...

8 Night - A Journey of Sparkling Skies & Bright Beginnings
Starting in Miami, Puerto Plata, Dominican Republic, Isla Catalina, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Jost Van Dyke, Basseterre, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 27, More...

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, Basseterre, Saint Kitts / Nevis, Bridgetown, Barbados, St Lucia, Saint Lucia, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 27, 2027: Feb 7, More...

7 Night - San Juan to San Juan
Starting in San Juan, St John VI, St Kitts (Basseterre), Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 27, More...