Star Pride: 7-Night Caribbean
This 7-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on January 3, 2027, calling at St Georges, Bequia, Mayreau, and 2 more ports, and returns January 10, 2027. Cabin prices start from $2,559 per person.
How this date compares
1 of 3 dates
Star Pride sails round trip from San Juan to these five ports on 3 dates between December 2026 and January 2027. In the table below, December 6, 2026 and December 20, 2026 call at them in the same order.
Highest of 3
At $2,559 for a ocean view cabin, this date is the highest of the 3 dates from December 2026 to January 2027 in the table below. The lowest is $1,458 on Dec 6, 2026.
San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.
Read more →Balcony cabin
New to these charts? How to read cruise price history
Star Pride to these five ports on other dates
| Departs | Port order | Ocean view from | vs Jan 3 |
|---|---|---|---|
| Dec 6, 2026 | St Georges, Bequia, Mayreau, Deshaies, Marigot | $1,458 | −$1,101 |
| Dec 20, 2026 | St Georges, Bequia, Mayreau, Deshaies, Marigot | $1,710 | −$849 |
| Jan 3, 2027 | St Georges, Bequia, Mayreau, Deshaies, Marigot | $2,559 | this sailing |
Star Pride, round trip from San Juan, 7 nights. Ocean view cabin, per person, two sharing, taxes and port fees included. Prices checked as of Nov 11, 2026.
Other Caribbean (Eastern) departures
Questions about this sailing
How much does this cruise cost per night?
Ocean view cabins start at $2,559 per person for the 7 nights, about $366 a night, with taxes and port fees included. A balcony starts at $6,541, about $934 a night.
Is $2,559 a good price for this sailing?
It is $709 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($1,850 on August 2, 2026). Among the 3 dates from December 2026 to January 2027 on this route shown above, the lowest is $1,458 on Dec 6, 2026.
Which ports does it visit?
It sails round trip from San Juan and calls at St Georges, Bequia, Mayreau, Deshaies and Marigot, with 1 day at sea.
Are there other dates with the same ports?
Yes. Star Pride sails this route on 3 dates between December 2026 and January 2027.
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