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Wind Surf — 23-night Eastern Caribbean
Oceanview · per person
$4,508
$9,016 for two
23
nights
8
ports
1
date

23-Night Eastern Caribbean on Wind Surf

Lisbon, PT→
Funchal→
Vancouver, BC→
Gustavia→
St. John’s, AG→
Deshaies→
Road Bay→
Sopers Hole→
Virgin Gorda / Prickly Pear→
St. Maarten, SX
Tracking this price
Right about its usual price for this cabin. How scoring works
Wind Surf
Windstar
23 nights
Lisbon, PT → St. Maarten, SX
Tracked daily since Oct 2025

What's special

23 nights from Lisbon, PT calling at Funchal, Vancouver, BC, Gustavia, St. John’s, AG, Deshaies, Road Bay, Sopers Hole and Virgin Gorda / Prickly Pear. 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

Good to know

Is this a good price?
Not really — Oceanview is currently about 0% above its 90-day average, scoring null. 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.

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