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Cruise line	Line / Ship	Built	Stars	Departs	Nights	Ports	From	To	Destination	Inside from pp	Inside	Oceanview	Balcony	Suite	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Dec 19, 2026	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $3,010 $430 / night Inside unavailable · least expensive available	—	$3,010	—	$3,850	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Dec 26, 2026	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $3,815 $545 / night Inside unavailable · least expensive available	—	$3,815	—	$4,655	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 2, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,068 $362 / night Inside unavailable · least expensive available	—	$5,068	—	$6,076	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 9, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,684 $406 / night Inside unavailable · least expensive available	—	$5,684	—	$6,720	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 16, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $6,468 $462 / night Inside unavailable · least expensive available	—	$6,468	—	$7,532	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 23, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $6,720 $480 / night Inside unavailable · least expensive available	—	$6,720	—	$7,756	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 30, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,796 $414 / night Inside unavailable · least expensive available	—	$5,796	—	$7,140	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 9, 2027	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $4,095 $585 / night Inside unavailable · least expensive available	—	$4,095	—	$4,725	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Jan 23, 2027	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $4,935 $705 / night Inside unavailable · least expensive available	—	$4,935	—	$5,600	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 6, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $6,412 $458 / night Inside unavailable · least expensive available	—	$6,412	—	$7,756	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 13, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,292 $378 / night Inside unavailable · least expensive available	—	$5,292	—	$6,636	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 20, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,740 $410 / night Inside unavailable · least expensive available	—	$5,740	—	$6,804	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 27, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,796 $414 / night Inside unavailable · least expensive available	—	$5,796	—	$6,860	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 13, 2027	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $3,080 $440 / night Inside unavailable · least expensive available	—	$3,080	—	$3,920	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Feb 27, 2027	7	7	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $3,570 $510 / night Inside unavailable · least expensive available	—	$3,570	—	$4,410	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Mar 6, 2027	14	12	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $5,628 $402 / night Inside unavailable · least expensive available	—	$5,628	—	$6,692	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Dec 19, 2027	8	8	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $2,960 $370 / night Inside unavailable · least expensive available	—	$2,960	—	$3,920	Check prices

Prices are indicative, sourced from third-party data feeds, and not guaranteed — they may differ from the cruise line's current fare. Always confirm the final price directly with the cruise line or a travel agent before booking. How our pricing works

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