3 Night - Cruise Roundtrip from St Thomas (Charlotte Amalie)
Starting in Charlotte Amalie, St Thomas, Norman Island, Gustavia, Charlotte Amalie, St Thomas
2026 Sails: Apr 4, More...

7 Night - British & French Islands Discovery Cruise
Starting in Philipsburg, Sopers Hole, Tortola, Norman Island, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Gustavia, Terre De Haut, Iles des Saintes, Mayreau, Bridgetown, Barbados
2026 Sails: Nov 14, 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 - 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...

7 Night - St. Barths & Caribbean Gems Cruise
Starting in Charlotte Amalie, St Thomas, Philipsburg, Simpson Bay, 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: 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 - Reverie Under Sail in the Heart of the Lesser Antilles
Starting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Cooper Island, Norman Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Marigot
2026 Sails: Dec 19, More...