All Wind Star sailings
Oceanview · per person
$7,961 57
$15,922 for two
18
nights
13
ports
1
date

18-Night Southern Caribbean on Wind Star

Barbados, BB→
Bequia→
St. George’s, GD→
Kralendijk, BQ→
Curacao, CW→
Aruba, AW→
Cartagena→
San Diego, CA→
Colon→
Panama Canal Transit→
Fuerte Amador→
Isla Parida→
Puerto Jimenez→
Quepos→
Puerto Caldera
Priced high — 19% below its 90-day average
Roughly $1,885/person below its usual — a good time to book. How scoring works
Wind Star
Launched 1986
18 nights
Barbados, BB → Puerto Caldera
Tracked daily since Aug 2026

What's special

18 nights from Barbados, BB calling at Bequia, St. George’s, GD, Kralendijk, BQ, Curacao, CW, Aruba, AW, Cartagena, San Diego, CA, Colon, Panama Canal Transit, Fuerte Amador, Isla Parida, Puerto Jimenez and Quepos. 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

19% below its 90-day averageOceanview · tracked daily since Aug 2026
$7,900
$9,800
$11,700
$13,600
90-day avg $9,846
AugSepOct

Good to know

Is this a good price?
Right now, yes — Oceanview is scoring 57 and sits about 19% below what it has averaged on this route over the last 90 days, roughly $1,885 a person. We only call a price good when its own history says so.
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.

Other Wind Star itineraries

All routes & dates

View every Wind Star sailing & deal

Prices update daily · Every score compares Wind Star to itself, never to other ships · Independent, not affiliated with Windstar Cruises.