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Wind Surf — 7-night Eastern Caribbean
Oceanview · per person
$2,362 58
$4,724 for two
7
nights
6
ports
14
dates

7-Night Eastern Caribbean on Wind Surf

St. Maarten, SX→
Gustavia→
Charlestown→
Roseau, DM→
Mayreau→
Les Saintes→
Basseterre, KN
Priced high — 2% above its 90-day average
Overpaying ~$52/person vs its usual — a cheaper date does better. How scoring works
Wind Surf
Windstar
7 nights
Roundtrip St. Maarten, SX
Tracked daily since Oct 2025

What's special

7 nights round-trip from St. Maarten, SX calling at Gustavia, Charlestown, Roseau, DM, Mayreau, Les Saintes and Basseterre, KN. We've tracked every cabin and departure on this exact route daily since October — so the score and the “vs 90-day average” above compare it to its own history, never a generic fleet number. Pick a date and cabin above to see whether today’s price is actually a good one.

Fares on

Lead price per person, by cabin · tap to compare · updates daily

2% above its 90-day averageOceanview · tracked daily since Oct 2025
$2,300
$2,400
90-day avg $2,310
JulAug

Good to know

Is this a good price?
Not really — Oceanview is currently about 2% above its 90-day average, roughly $52 a person over, scoring 58. A cheaper date scores better — open the date picker to compare.
When is the cheapest time to sail this route?
The shoulder months in the chart above tend to run lower than peak summer. We track every departure daily, so you can see which date is actually cheapest — not just which one is advertised.
Does booking through us cost more?
No. The price is identical whether you use our link or go direct. We make money only if you book — and we’ll tell you to wait if the price isn’t good.

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Prices update multiple times daily · Every score compares Wind Surf to itself, never to other ships · Independent — not affiliated with Windstar.