Get Me There. San Francisco to Cayman Islands
The cheapest round trip from San Francisco to Cayman Islands right now is $598 — Nov 15 → 24, 9 nights, 2 stops.
Best fare
Cayman Islands Nov 15 → 24 · 9 nights · 2 stops
Above typical for this route ($505–$532) — it usually dips lower.
Prices checked on Oct 12
By month
October 2026 $695
November 2026cheapest $598
December 2026 $598
Get the best San Francisco deals by email — most Fridays, free.
Price history
13 weeks tracked · weekly lows
All dates (3 priced)
Nov 15 → 24 9 nights · 2 stops
Dec 6 → 15 9 nights · 2 stops
Oct 30 → Nov 5 6 nights · 2 stops
The Friday Deal Sheet
The week's best deals from San Francisco, most Fridays — free.