9 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Nassau (Paradise Island), Samana, San Juan, Jost Van Dyke, British Virgin Islands, Oranjestad, Aruba, Cartagena CO
2026 Sails: Nov 23, More...

5 Night - The Americas & Caribbean
Starting in San Juan, Jost Van Dyke, British Virgin Islands, Oranjestad, Aruba, Cartagena CO
2026 Sails: Nov 27, More...

7 Night - Treasure Islands
Starting in Philipsburg, St Maarten, Road Bay, Anguilla, 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, Gustavia, St Barts, Philipsburg, St Maarten
2026 Sails: Nov 28, Dec 12, 2027: Jan 9, 2028: Jan 22, More...

7 Night - A Tall Ship's Dream Destination
Starting in Philipsburg, St Johns AG, Antigua, Gustavia, 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, Philipsburg
2026 Sails: Nov 29, More...

7 Night - San Juan & the Virgin Islands
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

13 Night - Discover the Vibes of the Caribbean
Starting in Miami, Florida, Nassau, Bahamas, Emerald Bay, Exumas, Bahamas, San Salvador Island, Bahamas, Gordons Beach, Long Island, Bahamas, Grand Turk, Turks and Caicos Islands, San Juan, Puerto Rico, St John VI (Cruz Bay), US Virgin Islands, Nevis, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthelemy, Jost van Dyke, British Virgin Islands, Saint Thomas, US Virgin Islands
2026 Sails: Nov 30, More...

10 Night - Miami to Miami
Starting in Miami, Fl, San Juan, St John VI, Gustavia, St Barthelemy, St Kitts (Basseterre), Jost Van Dyke, British Virgin Islands, Miami, Fl
2026 Sails: Nov 30, More...

17 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Road Town, Gustavia, St Barthelemy, Pointe-a-Pitre, French West Indies, Kingstown, Castries, St Lucia, Fort-de-France, St Kitts (Basseterre), San Juan, Jost Van Dyke, British Virgin Islands, Marigot, St Martin, St Johns, St Thomas, Fort Lauderdale
2026 Sails: Dec 3, More...

7 Night - Cruise from St. Johns to San Juan
Starting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...