16 Night - Caribbean Christmas Cruise : Barbados, St. Lucia & St. Thomas
Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, 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 12, More...

7 Night - Spanish & British Caribbean Delight Cruise
Starting in San Juan, Fajardo Bay, St John VI (Cruz Bay), US Virgin Islands, Philipsburg, Gustavia, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Charlotte Amalie, St Thomas
2026 Sails: Dec 12, More...

7 Night - St. Barths & Caribbean Gems Cruise
Starting in Charlotte Amalie, St Thomas, Philipsburg, Gustavia, Falmouth Bay, Charlestown, Nevis, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 12, More...

7 Night - Cruising the Leeward Islands
Starting in Marigot, Saint Martin, Marigot, Saint Martin, Anguilla, Virgin Gorda / Norman Island, British Virgin Islands, Norman Island / Jost van Dyke, British Virgin Islands, Anegada, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 13, 2027: Jan 9, Feb 6, Mar 6, Apr 3, More...

7 Night - Vibes of the Virgin Islands
Starting in Saint Thomas, US Virgin Islands, St John VI, US Virgin Islands, Virgin Gorda / Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, Sandy Ground, Anguilla / Philipsburg, Sint Maarten, Saint Martin, Philipsburg, Sint Maarten (Saint Martin) Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Saint Thomas, US Virgin Islands
2026 Sails: Dec 13, Dec 20, Dec 27, 2027: Jan 16, Jan 30, Feb 20, Feb 27, Mar 6, Mar 27, More...

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...

10 Night - Carribean Christmas 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 Holiday 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, St Kitts and Nevis, Philipsburg, St Maarten, Catalina Island, Dominican Republic, La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Dec 18, More...