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Cruise line	Line / Ship	Built	Stars	Departs	Nights	Ports	Sea days	From	To	Destination	Inside from pp	Inside	Oceanview	Balcony	Suite	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 29, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $6,188 $442 / night Inside unavailable · least expensive available	—	$6,188	$8,344	$9,464	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Dec 6, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $4,928 $352 / night Inside unavailable · least expensive available	—	$4,928	$7,084	$8,400	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Dec 6, 2026	7	5	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,290 $470 / night Inside unavailable · least expensive available	—	$3,290	$4,095	$5,320	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Dec 13, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $4,492 $320 / night Inside unavailable · least expensive available	—	$4,492	$7,264	$9,252	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Dec 20, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $4,900 $350 / night Inside unavailable · least expensive available	—	$4,900	$7,448	—	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Dec 27, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $5,348 $382 / night Inside unavailable · least expensive available	—	$5,348	$7,728	—	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Jan 3, 2027	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $9,744 $696 / night Inside unavailable · least expensive available	—	—	$9,744	—	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Jan 3, 2027	7	5	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $2,940 $420 / night Inside unavailable · least expensive available	—	$2,940	$4,585	—	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Nov 20, 2027	15	13	0	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $4,872 $324 / night Inside unavailable · least expensive available	—	$4,872	—	$6,312	Check prices
Windstar Cruises	Windstar CruisesWind Surf	1989	4	Nov 20, 2027	8	8	0	Philipsburg, Sint Maarten	Philipsburg, Sint Maarten	Caribbean	from $3,080 $385 / night Inside unavailable · least expensive available	—	$3,080	—	$4,040	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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