Get Me There. Oakland to Cayman Islands
The cheapest round trip from Oakland to Cayman Islands right now is $543 — Nov 13 → 19, 6 nights, 2 stops.
Best fare
Cayman Islands Nov 13 → 19 · 6 nights · 2 stops
Above typical for this route ($515–$529) — it usually dips lower.
Prices checked on Oct 12
By month
October 2026 $672
November 2026cheapest $543
December 2026 $552
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Price history
12 weeks tracked · weekly lows
All dates (3 priced)
Nov 13 → 19 6 nights · 2 stops
Dec 10 → 16 6 nights · 2 stops
Oct 30 → Nov 5 6 nights · 2 stops
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