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60TH KEYWEST ART & CRAFT FESTIVAL FEBRUARY 21 & 22, 2026.This Art Festival is a time-honored tradition dating back to the early 60’s when Old Island Days was a 10-week celebration of special events. The art show has grown to nearly 100 artists from near and far spreading up Whitehead Street and down onto Caroline Street into the beautiful Truman Annex residential gated community. Fine Craftsmen and Artists will be selected to show and sell their original work in beautiful Old Town Key West.
The Key West Art and Craft Festival is Key West’s largest outside art show and is sponsored by the Key West Art Center, a non-profit community arts organization and the oldest art gallery in Key West. This will be the third year the combined art & craft show will be on the Quay in beautiful Truman Waterfront Park in Old Town Key West.
The Truman Annex is a stunning waterfront setting with a beautiful park on the one side and tropical waters on the other. Late February brings lovely weather for this highly anticipated event.
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Event Venue & Nearby Stays
Truman Waterfront, Key West, Florida, United States
Concerts, fests, parties, meetups - all the happenings, one place.









