7 Night - Leeward Islands
Starting in Philipsburg, St Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles Des Saintes, Cabrits, Dominica, Terre-De-Haut, Iles Des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 5, Dec 19, 2027: Jan 2, Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, More...

9 Night - Pirates Islands and Sailors' Haunts
Starting in Philipsburg, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Dec 6, More...

15 Night - Holiday Season with Your Toes in the Sand
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2026 Sails: Dec 21, More...

8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, Saint-Pierre, Soufriere, Cabrits, Charlestown, Nevis, Road Bay (Sandy Ground), Philipsburg
2027 Sails: Jan 11, Jan 25, More...

7 Night - Grenada to Antigua
Starting in St Georges, Grenada, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, Soufriere, St Lucia, Beach, Martinique, Cabrits, Dominica, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, St Johns AG
2027 Sails: Feb 27, More...

11 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, Saint-Pierre, Port Elizabeth VC / Bequia, Chatham Bay / Union Island, Soufriere, Cabrits, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2027 Sails: Mar 5, Mar 15, More...

7 Night - Antigua Roundtrip
Starting in St Johns AG, Gustavia, St Barts, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Terre De Haut, Iles des Saintes, Beach, Martinique, Cabrits, Dominica, Deshaies, Guadeloupe, St Johns AG
2027 Sails: Mar 6, Mar 20, More...