Wind Surf: 7-Night Caribbean
This 7-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on December 26, 2026, calling at St. Barthelemy, Nevis, Roseau, and 3 more ports, and returns January 2, 2027. Cabin prices start from $4,182 per person.
How this date compares
1 of 7 dates
Wind Surf sails round trip from St. Maarten (Philipsburg) to these six ports on 7 dates between December 2026 and March 2027.
Highest of 7
At $4,182 for a ocean view cabin, this date is the highest of the 7 dates from December 2026 to March 2027 in the table below. The lowest is $1,871 on Feb 6, 2027.
St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.
Read more →Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.
Read more →Ocean View cabin
New to these charts? How to read cruise price history
Wind Surf to these six ports on other dates
| Departs | Port order | Ocean view from | vs Dec 26 |
|---|---|---|---|
| Dec 26, 2026 | St. Barthelemy, Nevis, Roseau, Mayreau, Les Saintes, St. Kitts | $4,182 | this sailing |
| Jan 9, 2027 | Nevis, Les Saintes, Mayreau, Roseau, St. Kitts, St. Barthelemy | $2,922 | −$1,260 |
| Jan 23, 2027 | Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy | $3,482 | −$700 |
| Feb 6, 2027 | Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy | $1,871 | −$2,311 |
| Feb 20, 2027 | Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy | $3,727 | −$455 |
| Mar 6, 2027 | Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy | $3,027 | −$1,155 |
| Mar 20, 2027 | Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy | $2,642 | −$1,540 |
Wind Surf, round trip from St. Maarten (Philipsburg), 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 $4,182 per person for the 7 nights, about $597 a night, with taxes and port fees included.
Is $4,182 a good price for this sailing?
It is $1,487 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($2,695 on May 31, 2026). Among the 7 dates from December 2026 to March 2027 on this route shown above, the lowest is $1,871 on Feb 6, 2027.
Which ports does it visit?
It sails round trip from St. Maarten (Philipsburg) and calls at St. Barthelemy, Nevis, Roseau, Mayreau, Les Saintes and St. Kitts.
Are there other dates with the same ports?
Yes. Wind Surf sails this route on 7 dates between December 2026 and March 2027.
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