Key West in October
Good time to visit
Weather improves noticeably while hurricane risk decreases. Fantasy Fest makes late October particularly lively, though accommodation prices spike during the festival.
Weather
October begins Key West's gradual transition toward comfortable weather. Humidity starts dropping and afternoon storms become less frequent, though temperatures remain warm. Late October brings the first hints of the approaching dry season.
30°C high25°C low10 rain days
Crowds & Cost
moderate crowds
~$190/day average
Events & Festivals
- •Fantasy Fest
- •Key West Poker Run
October Tips
- •Fantasy Fest transforms the island in late October - book way ahead
- •Hurricane season continues through November 30
- •Weather becomes more pleasant for walking tours and outdoor dining
All Months
November through April is peak season for good reason. Temperatures hover in the 70s and 80s, humidity drops, and the trade winds keep things comfortable. But you'll pay peak prices — hotels double their rates and restaurants get crowded.
December through March offers the best weather but brings the biggest crowds. Fantasy Fest in October turns the island into a week-long costume party, but it's not for families. The event draws 75,000 people to an island with 25,000 residents.
May through October is hurricane season, which means cheaper hotels but also means rain, humidity, and the occasional evacuation order. June through August feels like living inside a sauna. But here's the upside — you'll have the beaches mostly to yourself, and locals are more relaxed when the tourist hordes thin out.
Avoid Labor Day weekend and Spring Break unless you enjoy crowds and inflated prices.
Key West Scores
Solo
8/10
Couples
8/10
Families
6/10
Adventure
5/10
Budget
5/10
Luxury
6/10
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