Get Me There. Oakland to Cayman Islands
The cheapest round trip from Oakland to Cayman Islands right now is $540 — Nov 12 → 18, 6 nights, 2 stops.
Best fare
Cayman Islands Nov 12 → 18 · 6 nights · 2 stops
Above typical for this route ($512–$527) — it usually dips lower.
Prices checked on Oct 20
By month
October 2026 $862
November 2026cheapest $540
December 2026 $540
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Price history
14 weeks tracked · weekly lows
All dates (3 priced)
Nov 12 → 18 6 nights · 2 stops
Dec 3 → 9 6 nights · 2 stops
Oct 30 → Nov 5 6 nights · 2 stops
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