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Active: Visits Cruz Bay, St. John Star Pride Clear all

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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 8, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $4,228 $302 / night Inside unavailable · least expensive available	—	$4,228	$6,160	$8,232	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 15, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $4,200 $300 / night Inside unavailable · least expensive available	—	$4,200	$6,608	$7,980	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 22, 2026	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $5,208 $372 / night Inside unavailable · least expensive available	—	$5,208	$7,476	$8,764	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	Nov 29, 2026	7	7	0	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,745 $535 / night Inside unavailable · least expensive available	—	$3,745	$5,250	$5,740	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 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	Dec 27, 2026	7	7	0	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,745 $535 / night Inside unavailable · least expensive available	—	$3,745	$5,075	—	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	$17,836	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Jan 10, 2027	7	7	0	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $5,215 $745 / night Inside unavailable · least expensive available	—	$5,215	$7,385	$11,340	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Mar 6, 2028	21	14	3	Oranjestad, Aruba	San Juan, Puerto Rico	Caribbean	from $5,852 $278 / night Inside unavailable · least expensive available	—	$5,852	$9,828	$14,868	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Mar 13, 2028	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,808 $272 / night Inside unavailable · least expensive available	—	$3,808	$5,684	$9,016	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Mar 20, 2028	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,808 $272 / night Inside unavailable · least expensive available	—	$3,808	$6,048	$9,352	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 1, 2027	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,808 $272 / night Inside unavailable · least expensive available	—	$3,808	$6,552	$9,856	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 8, 2027	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,808 $272 / night Inside unavailable · least expensive available	—	$3,808	$6,356	$9,660	Check prices
Windstar Cruises	Windstar CruisesStar Pride	1988	4	Nov 15, 2027	14	11	2	San Juan, Puerto Rico	San Juan, Puerto Rico	Caribbean	from $3,808 $272 / night Inside unavailable · least expensive available	—	$3,808	$6,384	$9,716	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