14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 22, Dec 6, Dec 20, More...

19 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Nassau (Paradise Island), Samana, San Juan, Jost Van Dyke, British Virgin Islands, Oranjestad, Aruba, Cartagena CO, Willemstad AN, Kralendijk, Oranjestad, Aruba, Santa Marta, Panama Canal Transit, Fuerte Amador (Panama City), Puerto Caldera
2026 Sails: Nov 23, More...

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...

28 Night - The Americas & Caribbean
Starting in Fort Lauderdale, Nassau (Paradise Island), Samana, San Juan, Jost Van Dyke, British Virgin Islands, Oranjestad, Aruba, Cartagena CO, Willemstad AN, Kralendijk, Oranjestad, Aruba, Santa Marta, Panama Canal Transit, Fuerte Amador (Panama City), Puerto Caldera, Playa Flamingo, Acajutla, Zihuatanejo, Manzanillo, Puerto Vallarta, San Diego
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...

8 Night - Best of British Virgin Islands & St. Barths Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Sandy Ground, Philipsburg, Gustavia, Charlestown, Nevis, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, Charlotte Amalie, St Thomas
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, More...

8 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, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...

14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Gustavia, Basseterre, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St Georges, Bequia, Mayreau, Les Saintes, Marigot, St Martin, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...