Sunset Celebration at Mallory Square

#1 most popular of 190 things to do in Key West

Dutchnatasja writes, "In the evening, everybody comes to Mallory Square to watch the sunset. I always…" »

surfninja writes, "This happens every night at sunset. Street performers (like our friend Jonathan) can…" »

Fantasy Fest

#34 most popular of 190 things to do in Key West

katkids writes, "If you are going to be in Key West in October, you won't want to miss Fantasy Fest. …" »

Ramsey writes, "Week before Halloween - any adult's craziest week of the year. Different activities…" »

Speedboat Races

#55 most popular of 190 things to do in Key West

Ramsey writes, "Fast paced and wild, these boats come into town for about a week and race for days - the Championships being the best. Hundreds of boats go out to watch the races and usually cost about $50 for…" »

Historic Hauntings

#60 most popular of 190 things to do in Key West

Tideone writes, "Key West reportedly has its share of ghosts and there is no better place to find out about them than at the Historic Hauntings. Each night a limited number of people take part in a turn of…" »

Hemingway Days Festival

#70 most popular of 190 things to do in Key West

azsunluvr writes, "Ernest Hemingway lived here from 1931 until he died in 1961. This home has the first swimming pool built in Key West. The pool was installed in the late 1930's, at a cost of $20,000. The cost…" »

Pirates in Paradise Festival

#76 most popular of 190 things to do in Key West

Bengunn writes, "Not much to recommend this event to most folks. We arrived at the advertised opening time, in full pirate regalia. Not much going on then, we felt like we were at someone's house too early,…" »

Superboats Grand Prix

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Terra Nova Trading Race

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Underwater Music Festival

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Veterans Day Picnic & Concert

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