7 Night - Cruise from St Maarten (Philipsburg) to Bridgetown
Starting in Philipsburg, Saba, Gustavia, Deshaies, Terre De Haut, Iles des Saintes, Rodney Bay, Soufriere Bay, Mayreau, Bridgetown, Barbados
2027 Sails: Nov 28, More...

7 Night - Windward Islands
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St Kitts (Morning), South Friars Bay (Beach), St Kitts (Afternoon), Terre De Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
2027 Sails: Dec 4, 2028: Jan 15, Jan 29, Feb 12, Feb 26, Mar 11, More...

17 Night - Hidden Yacht Harbor Holiday
Starting in Bridgetown, Barbados, Rodney Bay, Saint Lucia, Scarborough, Trinidad and Tobago, Willemstad AN, Curacao, Kralendijk, Bonaire, Bridgetown, Barbados, Saint Georges, Grenada, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Pierre, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Road Bay, Anguilla, Philipsburg, Sint Maarten
2027 Sails: Dec 11, More...

8 Night - Caribbean from St Maarten (Philipsburg) to Willemstad
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Tobago Cays, St Vincent and the Grenadines, St Georges, Kralendijk, Willemstad AN, Curacao
2027 Sails: Dec 12, More...

7 Night - Cruise from Bridgetown to St Thomas (Charlotte Amalie)
Starting in Bridgetown, Barbados, Port Elizabeth VC, Bequia, Soufriere Bay, Terre De Haut, Iles des Saintes, Gustavia, Marigot, White Bay, Jost van Dyke, Charlotte Amalie, St Thomas
2027 Sails: Dec 12, More...

6 Night - San Juan / San Juan
Starting in San Juan, Canouan, Soufriere, Terre-De-Haut (Marina Day), Virgin Gorda, San Juan
2027 Sails: Dec 14, More...

21 Night - Bonaire, Curacao & Southern Caribbean Holiday
Starting in Bridgetown, Barbados, Saint Georges, Grenada, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Pierre, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Road Bay, Anguilla, Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Road Bay, Anguilla, Falmouth (English Harbour), Antigua and Barbuda, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Oranjestad, Aruba, Willemstad AN, Curacao, Kralendijk, Bonaire, Bridgetown, Barbados
2027 Sails: Dec 18, More...

10 Night - Caribbean Yacht Harbor Holiday
Starting in Bridgetown, Barbados, Saint Georges, Grenada, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Pierre, Martinique, Terre-de-Haut, Iles des Saintes, Guadeloupe, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Great Harbour, Jost van Dyke, British Virgin Islands, Road Bay, Anguilla, Philipsburg, Sint Maarten
2027 Sails: Dec 18, More...

11 Night - Windward Islands Christmas Cruise
Starting in Bridgetown, Barbados, Rodney Bay, St Lucia, Cabrits, Cabrits, Dominica, Terre De Haut, Iles des Saintes, Beach, Martinique, Kingstown, St Vincent (Morning), Admiralty Bay, Bequia (Afternoon), Charlestown Bay, Canouan, Grenadines, Tobago Cays, Grenadines, Charlotteville, Tobago, St Georges, Grenada, Soufriere, St Lucia, Bridgetown, Barbados
2027 Sails: Dec 18, More...

9 Night - Antigua to Antigua Christmas Cruise
Starting in St Johns AG, Gustavia, St Barts, 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, Cabrits, Dominica, Terre De Haut, Iles des Saintes, Deshaies, Guadeloupe, St Johns AG
2027 Sails: Dec 18, More...