Get Me There. San Francisco to Cayman Islands
The cheapest round trip from San Francisco to Cayman Islands right now is $532 — Oct 30 → Nov 5, 6 nights, 2 stops.
Best fare
Cayman Islands Oct 30 → Nov 5 · 6 nights · 2 stops
In the typical range for this route ($506–$532).
Prices checked on Sep 22
By month
September 2026 $799
October 2026cheapest $532
November 2026 $532
December 2026 $532
Get the best San Francisco deals by email — most Fridays, free.
Price history
10 weeks tracked · weekly lows
All dates (4 priced)
Oct 30 → Nov 5 6 nights · 2 stops
Nov 12 → 18 6 nights · 2 stops
Dec 3 → 9 6 nights · 2 stops
Sep 24 → 30 6 nights · 1 stop
The Friday Deal Sheet
The week's best deals from San Francisco, most Fridays — free.