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Star Pride — 17-night Eastern Caribbean
Oceanview · per person
$5,785 41
$11,570 for two
17
nights
8
ports
1
date

17-Night Eastern Caribbean on Star Pride

Boston, MA→
Hamilton→
St. George’s, GD→
Gustavia→
Virgin Gorda/prickly Pear→
Cruz Bay→
Basseterre, KN→
St. Maarten, SX→
Great Harbour→
San Juan, PR
Priced high — 6% above its 90-day average
Overpaying ~$328/person vs its usual — a cheaper date does better. How scoring works
Star Pride
Launched 1988
17 nights
Boston, MA → San Juan, PR
Tracked daily since Jul 2026

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

6% above its 90-day averageOceanview · tracked daily since Jul 2026
$5,200
$5,500
$5,800
$6,100
90-day avg $5,457
JulAugSepOct

Good to know

Is this a good price?
Not really — Oceanview is currently about 6% above its 90-day average, roughly $328 a person over, scoring 41. 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 daily · Every score compares Star Pride to itself, never to other ships · Independent, not affiliated with Windstar Cruises.