With high temperatures hovering between the mid-70s°F and lower-90s°F year-round, is there really a bad time to visit Key West? For those seeking a tropical island paradise and the warm vibes that come with it, there isn’t.
Waters spanning the blue color spectrum, international culinary delights and an aquatic underworld like no other are guarantees for any Key West adventure. But to avoid crowds, maximize your money and minimize your chances of a weather-related encounter, there are optimal times for a visit. Here's how to plan the perfect Key West trip.
For folks needing or wanting a reprieve from their normal frigid climates, winter is a dreamy – and popular – time for a vacation. Snowbird season, as it's known, traditionally happens between October and May, when folks from the northern states leave their often freezing-cold towns to reside in sunny Florida, and peaks between January and March, when Key West averages just three to four days of rain per month and daily temperatures hover in the mid- to upper-70s.
The Key West Food & Wine Festival, one of the area's biggest annual events, typically falls at the end of January, giving the masses another reason to visit early in the year.
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Summer in South Florida is not a joke. It’s swampy, it’s humid, it’s hot and you should come prepared to sweat and sweat some more. For some people, this may be a deterrent and for others, a steamy delight. The hottest time of year is between June and August, with average temps floating in the upper-80s to low-90s.
The Atlantic hurricane season also kicks off June 1 and runs through the end of November; you’ll certainly want to pack some rain gear, but you'll be rewarded with generally cheaper hotel rates and quieter beaches than snowbird season.
Typically the heart of hurricane season, September and October are widely regarded as off-season in Key West. Still, this time can be hit or miss for any community along the Eastern US and Gulf of Mexico shores – you could go years without a hurricane-related event, or several could affect a specific area in a single year alone.
That inconsistency can result in stellar deals on accommodations and activities in the Florida Keys – just keep a close eye on the weather, opt for travel insurance and be flexible with your plans if need be.
Key events: Key West Literary Seminar, Key West Food & Wine Festival.
Key events: Old Island Days Art Festival.
Key events: Conch Shell Blowing Contest, Tennessee Williams Birthday Celebration, St Patrick’s Day Bar Stroll, Bicentennial Heritage Festival.
Key events: Conch Republic Independence Celebration, 7 Mile Bridge Run, Florida Keys Seafood Festival (typically held in January; postponed and rescheduled for April 2023).
Key events: Key West Songwriters Festival, Queen Mother Festival.
Key events: Key West Pride Week, Mango Fest.
Key events: Hemingway Days Festival, Key Lime Festival, Underwater Music Festival.
Key events: Key West LobsterFest, Tropical Heat.
Key events: Womenfest, Key West BrewFest.
Key events: Fantasy Fest, Goombay Festival.
Key events: Race World Offshore Key West Championships, Key West Film Festival.
Key events: BeLighted Bike Ride, Key West Hometown Holiday Parade, Key West Lighted Boat Parade, New Year’s Eve.
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