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...

7 Night - Southern Caribbean New Year's Cruise
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Castries, Saint Lucia, St Johns AG, Antigua and Barbuda, San Juan, Puerto Rico
2026 Sails: Dec 26, 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...

7 Night - Caribbean Roundtrip from La Romana
Starting in La Romana, Catalina Island, Cabo Rojo, Puerto Plata, Dominican Republic, Grand Turk, Arroyo Barril (Samana), La Romana
2026 Sails: Dec 27, More...

13 Night - Discover the Grenadines & Windwards Islands
Starting in Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 27, 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...

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...