8 Night - A Tall Ship's Dream Destination
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, St Johns AG, Antigua, Philipsburg
2026 Sails: Dec 14, More...

7 Night - Wonders of the Caribbean
Starting in Fort-de-France, Antigua, Virgin Gorda, Jost Van Dyke, Gustavia, Deshaies, Marie-Galante, Fort-de-France
2026 Sails: Dec 16, 2027: Jan 13, Jan 27, More...

14 Night - South Caribbean
Starting in Bridgetown, Barbados, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Basseterre, St Kitts and Nevis, Philipsburg, St Maarten, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados
2026 Sails: Dec 17, More...

10 Night - Caribbean Holiday Cruise : Antigua, Martinique & Saint Barthelemy
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown
2026 Sails: Dec 18, More...

18 Night - Caribbean Combination Cruise : San Juan, St. Barts & Curacao
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 18, More...

14 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Road Town (Tortola), British Virgin Islands, La Romana, Dominican Republic, Samana Bay, Dominican Republic, Virgin Gorda, British Virgin Islands, Basseterre, Saint Kitts and Nevis, Philipsburg, Saint Martin, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Dec 18, More...

7 Night - Reverie Under Sail in the Heart of the Lesser Antilles
Starting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Cooper Island, Norman Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Marigot
2026 Sails: Dec 19, 2027: Dec 13, 2028: Jan 31, Feb 28, Mar 27, More...

8 Night - Caribbean Celebration I Cruise
Starting in Charlotte Amalie, St Thomas, St John VI (Cruz Bay), US Virgin Islands, Norman Island, Leverick Bay, Virgin Gorda, Prickly Pear, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, Marigot, Sandy Ground, Gustavia, Charlotte Amalie, St Thomas
2026 Sails: Dec 19, More...

8 Night - Caribbean Celebration Ii Cruise
Starting in San Juan, Gustavia, Sandy Ground, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, Leverick Bay, Virgin Gorda, Cane Garden Bay, Tortola, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 19, More...

14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St Maarten, Gustavia, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Philipsburg, St Maarten
2026 Sails: Dec 19, More...