Cheapest and Most Expensive Times to Visit Anguilla
Wondering when it’s cheapest to visit Anguilla? This guide breaks down the most affordable — and most expensive — times to plan your trip.
Cheapest Time to Visit Anguilla
If you’re searching for the cheapest time to visit Anguilla it’s during the late summer and fall off-season, when demand is low and resorts slash rates.
- Late August to Mid-November – Peak hurricane season, but Anguilla sees fewer direct storms than some islands. Hotels offer deep discounts—often 40–60% off—and flight prices drop. Beaches are quiet and restaurants may run off-season specials.
- May to Early June – After the winter rush, prices fall while the weather stays warm and sunny. A great time to enjoy beaches like Shoal Bay and Meads Bay without crowds.
- Early December (Before Holidays) – Short window of lower rates with pleasant weather before the Christmas spike.
Most Expensive Time to Visit Anguilla
If you’re wanting to avoid the most expensive times to visit Anguilla it’s during the dry winter months and holiday periods, when the island sees its highest tourist traffic.
- Mid-December to Mid-April (High Season) – The most expensive time to visit Anguilla. Luxury resorts and villas fill up months ahead, and flight prices from the U.S. and Europe soar.
- Christmas & New Year’s Week – The busiest and priciest time of year, with multi-night minimums and premium holiday rates.
- Easter Week (March or April) – Family travel drives up demand for beachfront hotels and rental villas.
- Festival Del Mar (Late March or Early April) – This popular seafood festival in Island Harbour causes a temporary bump in prices and availability.
Anguilla Seasonal Cost & Demand
| Time Period | Price Level | Best For |
|---|---|---|
| Mid-Dec – Mid-April | 💲💲💲 Highest | Dry season, luxury travel, peak demand |
| Christmas & New Year’s | 💲💲💲 Very High | Holiday week, limited availability |
| Easter Week | 💲💲💲 High | Family vacations, busy beaches |
| Festival Del Mar (Mar/Apr) | 💲💲 High | Local cultural event, seafood lovers |
| May – Early June | 💲 Low | Warm weather, fewer crowds |
| Early Dec | 💲 Low | Pre-holiday calm, affordable rates |
| Late Aug – Mid-Nov | 💲 Lowest | Off-season, hurricane risk, best for big savings |