Wind Surf: 7-Night Caribbean
This 7-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on January 9, 2027, calling at Charlestown Nevis, Terra de Haut, Mayreau Island, and 3 more ports, and returns January 16, 2027. Cabin prices start from $2,642 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.
Cheapest of 7
At $2,642 for a ocean view cabin, this date is the cheapest of the 7 dates from December 2026 to March 2027 in the table below.
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 Jan 9 |
|---|---|---|---|
| Dec 26, 2026 | Gustavia St Barths, Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts | $3,447 | +$805 |
| Jan 9, 2027 | Charlestown Nevis, Terra de Haut, Mayreau Island, Roseau, Basseterre St Kitts, Gustavia St Barths | $2,642 | this sailing |
| Jan 23, 2027 | Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts, Gustavia St Barths | $4,182 | +$1,540 |
| Feb 6, 2027 | Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts, Gustavia St Barths | $3,307 | +$665 |
| Feb 20, 2027 | Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts, Gustavia St Barths | $3,517 | +$875 |
| Mar 6, 2027 | Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts, Gustavia St Barths | $3,167 | +$525 |
| Mar 20, 2027 | Charlestown Nevis, Roseau, Mayreau Island, Terra de Haut, Basseterre St Kitts, Gustavia St Barths | $3,552 | +$910 |
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 Oct 21, 2026.
Other Caribbean (Eastern) departures
Questions about this sailing
How much does this cruise cost per night?
Ocean view cabins start at $2,642 per person for the 7 nights, about $377 a night, with taxes and port fees included.
Is $2,642 a good price for this sailing?
It is $930 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($1,712 on June 12, 2026). It is also the cheapest of the 7 dates from December 2026 to March 2027 on this route shown above.
Which ports does it visit?
It sails round trip from St. Maarten (Philipsburg) and calls at Charlestown Nevis, Terra de Haut, Mayreau Island, Roseau, Basseterre St Kitts and Gustavia St Barths.
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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