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7 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
7 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Windstar Cruises Wind Surf
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: GUSTAVIA, ST. BARTHELEMY; FALMOUTH HARBOUR, ANTIGUA; SOPER'S HOLE, TORTOLA, BVI; PHILIPSBURG, ST. MAARTEN; PHILIPSBURG, ST. MAARTEN
DepartingInteriorOceanviewBalconySuite
Dec 19, 2026-$2,345-$3,185
7 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
7 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE; SAINT GEORGES, GRENADA; BARBADOS
DepartingInteriorOceanviewBalconySuite
Dec 5, 2026---$3,341
Dec 26, 2026---$5,347
Jan 16, 2027---$5,147
Jan 30, 2027---$4,147
Feb 20, 2027---$5,347
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8 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
8 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Windstar Cruises Wind Surf
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: ST. JOHN'S, ANTIGUA; GUSTAVIA, ST. BARTHELEMY; SOPER'S HOLE, TORTOLA, BVI; PHILIPSBURG, ST. MAARTEN; PHILIPSBURG, ST. MAARTEN
DepartingInteriorOceanviewBalconySuite
Dec 19, 2027-$2,996-$3,956
11 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
11 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; FALMOUTH (ENGLISH HARBOUR), ANTIGUA & BARBUDA; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TERRE-DE-HAUT, ILES DES SAINTES, GUADELOUPE; ARUBA; WILLEMSTAD, CURACAO; BARBADOS
DepartingInteriorOceanviewBalconySuite
Dec 28, 2027---$5,520
13 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
13 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Windstar Cruises Wind Surf
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: GUSTAVIA, ST. BARTHELEMY; SOPER'S HOLE, TORTOLA, BVI; PHILIPSBURG, ST. MAARTEN; PHILIPSBURG, ST. MAARTEN; ROSEAU, DOMINICA; BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY more ...
DepartingInteriorOceanviewBalconySuite
Jan 3, 2028Contact cruise line for pricing & availability
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE; SAINT GEORGES, GRENADA; BARBADOS; RODNEY BAY, SAINT LUCIA; ST. JOHNS, ANTIGUA AND BARBUDA more ...
DepartingInteriorOceanviewBalconySuite
Mar 4, 2028---$7,411
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE; SAINT GEORGES, GRENADA; BARBADOS; CASTRIES, SAINT LUCIA; ST. JOHNS, ANTIGUA AND BARBUDA more ...
DepartingInteriorOceanviewBalconySuite
Jan 16, 2027---$9,364
Feb 20, 2027---$8,464
Mar 6, 2027---$7,064
Feb 5, 2028---$7,596
Feb 19, 2028---$7,596
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
14 Night Eastern Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE; SAINT GEORGES, GRENADA; BARBADOS; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TERRE-DE-HAUT, ILES DES SAINTES, GUADELOUPE more ...
DepartingInteriorOceanviewBalconySuite
Dec 5, 2026---$5,444
15 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
15 Night Caribbean Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Windstar Cruises Wind Surf
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: ROSEAU, DOMINICA; BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY; PHILIPSBURG, ST. MAARTEN; PHILIPSBURG, ST. MAARTEN; ST. JOHN'S, ANTIGUA; GUSTAVIA, ST. BARTHELEMY more ...
DepartingInteriorOceanviewBalconySuite
Dec 12, 2027Contact cruise line for pricing & availability
19 Night European Inland Waterways Cruise from Philipsburg, St Maarten, St Martin/St Maarten
19 Night European Inland Waterways Cruise from Philipsburg, St Maarten, St Martin/St Maarten
Seabourn Seabourn Ovation
Departure Port: Philipsburg, St Maarten, St Martin/St Maarten
OCG Class
Luxury
Cruises to: SOPERS HOLE (FRENCHMANS CAY), BVI; CARAMBOLA BEACH, SAINT KITTS AND NEVIS; TROIS ILETS, MARTINIQUE; SAINT GEORGES, GRENADA; BARBADOS; CASTRIES, SAINT LUCIA; FUNCHAL (MADEIRA), PORTUGAL more ...
DepartingInteriorOceanviewBalconySuite
Mar 18, 2028---$7,327