Get Me There. Oakland to Anguilla
The cheapest round trip from Oakland to Anguilla right now is $846 — Oct 15 → 22, 7 nights, 2 stops.
Best fare
Anguilla Oct 15 → 22 · 7 nights · 2 stops
In the typical range for this route ($846–$927).
Prices checked on Aug 15
By month
August 2026 $1108
September 2026 $937
October 2026cheapest $846
December 2026 $1593
Get the best Oakland deals by email — most Fridays, free.
Price history
4 weeks tracked · weekly lows · ↓9% vs 3 wks ago
All dates (4 priced)
Oct 15 → 22 7 nights · 2 stops
Sep 12 → 18 6 nights · 2 stops
Aug 30 → Sep 5 6 nights · 2 stops
Dec 3 → 9 6 nights · 2 stops
The Friday Deal Sheet
The week's best deals from Oakland, most Fridays — free.