Roughly $206/person below its usual — a good time to book. How scoring works
Star Pride
Windstar
17 nights
Boston, MA → San Juan, PR
Tracked daily since Oct 2025
What's special
17 nights from Boston, MA calling at Hamilton, St. George’s, GD, Gustavia, Virgin Gorda/prickly Pear, Cruz Bay, Basseterre, KN, St. Maarten, SX and Great Harbour. 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
4% below its 90-day averageOceanview · tracked daily since Oct 2025
$5,200
$5,300
$5,400
$5,500
90-day avg $5,440
JulAug
Good to know
Is this a good price?
Right now, yes — Oceanview is scoring 55 and sits about 4% below what it has averaged on this route over the last 90 days, roughly $206 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.
7 NIGHTSNorthern Europe
7 NIGHTSCentral America