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
2025 Sails: Nov 22, Dec 6, Dec 20, 2026: Jan 3, Jan 17, Jan 31, Feb 14, Feb 28, Mar 14, Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, More...

5 Night - Anguilla & St. Barths Getaway Cruise
Starting in Charlotte Amalie, St Thomas, St John VI (Cruz Bay), US Virgin Islands, Philipsburg, Gustavia, White Bay, Jost van Dyke, Charlotte Amalie, St Thomas
2025 Sails: Nov 24, More...

8 Night - Pirate Islands and Sailors' Haunts
Starting in Philipsburg, Gustavia, Road Bay (Sandy Ground), North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, White Bay, Jost Van Dyke, Philipsburg
2025 Sails: Dec 4, More...

21 Night - Australia Intensive Holiday Cruise : Perth, Adelaide & Sydney
Starting in Singapore, Celukan, Bawang, Bali, Benoa, Bali, Perth (Fremantle), Margaret River (Busselton), Adelaide, Kangaroo Island (Penneshaw), Eden, Sydney AU (White Bay), Australia, Sydney AU, Sydney AU (White Bay), Australia, Sydney AU, Melbourne
2025 Sails: Dec 14, More...

15 Night - Christmas Caribbean Style
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Charlestown, Nevis, Chatham Bay / Union Island, Soufriere, Saint-Pierre, Terre-De-Haut, Iles Des Saintes, St Johns AG, Antigua, Gustavia, Philipsburg
2025 Sails: Dec 20, More...

7 Night - Tropical New Year's Ii Cruise
Starting in San Juan, White Bay, Jost van Dyke, Gustavia, Sandy Ground, St John VI (Cruz Bay), US Virgin Islands, Charlotte Amalie, St Thomas
2025 Sails: Dec 28, More...

16 Night - Australia & New Zealand Cruise : Sydney, Milford Sound & Wellington
Starting in Melbourne, Eden, Sydney AU (White Bay), Australia, Milford Sound, Dunedin, Christchurch, Wellington, Picton, Napier, Gisborne, Tauranga, Bay of Islands, Auckland
2026 Sails: Jan 4, 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: Jan 11, Nov 29, More...

11 Night - Jamaica to Antigua
Starting in Montego Bay, Jamaica, Port Antonio, Jamaica, Santo Domingo, Dominican Republic, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2026 Sails: Jan 17, More...

7 Night - St. Barths & Caribbean Gems Cruise
Starting in Philipsburg, Falmouth Bay, Charlestown, Nevis, Terre De Haut, Iles des Saintes, Saba, Gustavia, White Bay, Jost van Dyke, San Juan
2026 Sails: Jan 18, More...