3 Night - San Juan / San Juan
Starting in San Juan, Gustavia, Virgin Gorda, San Juan
2026 Sails: Apr 8, More...

16 Night - Spotlight with Southern Living
Starting in Miami, Cruising the Old Bahama Channel, Cruising the Caribbean Sea, Oranjestad, Willemstad AN, Bonaire (Kralendijk), St Georges, Castries, Gustavia, San Juan, Cruising the Atlantic Ocean, Charleston, Cruising the Atlantic Ocean, New York
2026 Sails: Jun 13, More...

7 Night - St. Maarten to Barbados
Starting in Philipsburg, Gustavia, Carambola Beach, Pointe-a-Pitre, Cabrits (Portsmouth DM), Dominica, Fort-de-France, Port Elizabeth VC (Bequia), Bridgetown
2026 Sails: Oct 14, More...

26 Night - The Americas & Caribbean
Starting in Montreal, Quebec City, Iles-de-la-Madeleine, Quebec, Sydney NS, Nova Scotia, Halifax, Saint John NB, Portland ME, Boston, Newport, Rhode Island, New York, Royal Naval Dockyard, Santo Domingo, Samana, San Juan, Jost Van Dyke, British Virgin Islands, St Johns, Gustavia, St Barthelemy, St Thomas, Fort Lauderdale
2026 Sails: Oct 16, More...

25 Night - Caribbean from Montreal to Miami
Starting in Montreal, Quebec City, Charlottetown, Halifax, Boston, Massachusetts, Cape Cod Canal Transit (Canal Transit), Newport, New York, Miami, San Juan, St John VI, Gustavia, St Kitts, Little Bay, Jost Van Dyke, Miami
2026 Sails: Oct 24, More...

14 Night - An Extended Journey of Maritime Soul & Island Zest
Starting in Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Oct 25, More...

11 Night - Masterpieces at Sea : Gems of the Leeward Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Falmouth Harbour, Les Saintes, Pigeon Island, St Georges, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Oct 28, More...

7 Night - A Journey Into Caribbean Exploration & Island Delights
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Nov 1, More...

14 Night - An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost Van Dyke, Gustavia, San Juan
2026 Sails: Nov 1, More...

7 Night - The Americas & Caribbean
Starting in San Juan, Jost Van Dyke, British Virgin Islands, St Johns, Gustavia, St Barthelemy, St Thomas, Fort Lauderdale
2026 Sails: Nov 4, More...