Get Me There. Oakland to Anguilla
The cheapest round trip from Oakland to Anguilla right now is $549 — Dec 13 → 20, 7 nights, 2 stops.
Best fare
Anguilla Dec 13 → 20 · 7 nights · 2 stops
Below typical ($727–$881) — this is a good fare.
Prices checked on Oct 20
By month
October 2026 $804
December 2026cheapest $549
Get the best Oakland deals by email — most Fridays, free.
Price history
14 weeks tracked · weekly lows↓37% vs 3 wks ago
All dates (2 priced)
Dec 13 → 20 7 nights · 2 stops
Oct 22 → 29 7 nights · 2 stops
The Friday Deal Sheet
The week's best deals from Oakland, most Fridays — free.