Star Pride: 7-Night Caribbean
This 7-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on December 20, 2026, calling at St Georges, Bequia, Mayreau Island, and 2 more ports, and returns December 27, 2026. Cabin prices start from $3,671 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 January 3, 2027 call at them in the same order.
Highest of 3
At $3,671 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 $2,656 on Jan 3, 2027.
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
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Star Pride to these five ports on other dates
| Departs | Port order | Ocean view from | vs Dec 20 |
|---|---|---|---|
| Dec 6, 2026 | St Georges, Bequia, Mayreau Island, Deshaies, Marigot | $2,691 | −$980 |
| Dec 20, 2026 | St Georges, Bequia, Mayreau Island, Deshaies, Marigot | $3,671 | this sailing |
| Jan 3, 2027 | St Georges, Bequia, Mayreau Island, Deshaies, Marigot | $2,656 | −$1,015 |
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 Oct 21, 2026.
Other Caribbean (Eastern) departures
Questions about this sailing
How much does this cruise cost per night?
Ocean view cabins start at $3,671 per person for the 7 nights, about $524 a night, with taxes and port fees included. A balcony starts at $5,386, about $769 a night.
Is $3,671 a good price for this sailing?
It is $2,094 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($1,577 on June 20, 2026). Among the 3 dates from December 2026 to January 2027 on this route shown above, the lowest is $2,656 on Jan 3, 2027.
Which ports does it visit?
It sails round trip from San Juan and calls at St Georges, Bequia, Mayreau Island, 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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