All Star Legend sailings
Oceanview · per person
$2,420 75
$4,840 for two
14
nights
2
ports
1
date

14-Night Eastern Caribbean on Star Legend

San Juan, PR→
Funchal→
Casablanca→
Lisbon, PT
Good price — 38% below its 90-day average
Roughly $1,486/person below its usual — a good time to book. How scoring works
Star Legend
Launched 1992
14 nights
San Juan, PR → Lisbon, PT
Tracked daily since Aug 2026

What's special

14 nights from San Juan, PR calling at Funchal and Casablanca. 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

38% below its 90-day averageOceanview · tracked daily since Aug 2026
$2,400
$2,900
$3,400
$3,900
90-day avg $3,906
AugSepOct

Good to know

Is this a good price?
Right now, yes — Oceanview is scoring 75 and sits about 38% below what it has averaged on this route over the last 90 days, roughly $1,486 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.

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