Get Me There. San Diego to Cayman Islands
The cheapest round trip from San Diego to Cayman Islands right now is $435 — Sep 24 → 30, 6 nights, 1 stop.
Best fare
Cayman Islands Sep 24 → 30 · 6 nights · 1 stop
Below typical ($454–$473) — this is a good fare.
Prices checked on Aug 14
By month
August 2026 $568
September 2026cheapest $435
October 2026 $435
November 2026 $435
December 2026 $435
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Price history
4 weeks tracked · weekly lows · ↓8% vs 3 wks ago
All dates (5 priced)
Sep 24 → 30 6 nights · 1 stop
Oct 15 → 21 6 nights · 1 stop
Nov 5 → 14 9 nights · 1 stop
Dec 3 → 9 6 nights · 2 stops
Aug 27 → Sep 5 9 nights · 1 stop
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