2026 Dates - JUNE 3rd - 7th CELEBRATE ONE HUMAN FAMILY The Key West Pride event is one of the largest and most popular LGBTQ celebrations in the United States. Full of vibrant energy, spectacular events, and fun Key West activities, this is an event not to be missed whether you're a member of the LGBTQ […]
A GLOBAL MOVEMENT FOR OUR CORAL REEFS! To celebrate World Oceans Day every year, Coral Restoration Foundation mobilizes thousands of ocean lovers in Florida and around the world to take action to restore our planet’s disappearing coral reefs. Coral reefs are a vital part of our planet’s life support system, providing food and coastal protection […]
JUNE 8-21, 2026 Join us for our 2026 summer solstice celebration For two weeks, the Sunset Celebration transforms into a vibrant Solstice Festival filled with live entertainment, local art, interactive experiences, island-inspired food, and local non-profit organizations. Celebrate the season with nightly festivities, community traditions, and unforgettable sunsets in the heart of Key West.
DEL BROWN 2026 TOURNAMENT July 12 - 15, 2026 Celebrate a Fly Fishing Legend: Del Brown The Del Brown Permit Tournament is an exclusive and prestigious fly fishing tournament. This annual event is dedicated to the man who made permit fishing with a fly rod famous: the late Del Brown, who caught 513 permit on a fly […]
Hemingway Days 7/21/26 - 7/26/26 Key West’s Most Whimsical Tribute to Papa Hemingway Welcome to the Key West’s most iconic and whimsical tribute to one of the greatest literary figures of the 20th century, Ernest Hemingway. Held annually in sunny Key West, this event celebrates Hemingway’s life in Key West and enduring legacy in a […]
Key West Rum Fest 2026 — August 10–16 The Florida Keys' Key West Rum Fest returns August 10–16, 2026, with a week of global rum tastings, live music, culinary events, and island excursions. Proceeds benefit MARC Inc., a Keys-based nonprofit serving adults with developmental disabilities. Set against the backdrop of Key West's tropical island culture, […]
Experience the ultimate girls' weekend at Key West Womenfest Key West Womenfest is an annual end-of-summer festival celebrating lesbians and attracting thousands of women from around the globe. September 2 - 6th, 2026 Five Days of Celebration in Paradise! Get ready to turn up the volume and celebrate bold, brilliant, and iconic women through the […]
2026 JAFF SCHEDULE Preliminary schedule — subject to change All information / data courtesy of the event organizers. Please visit their link for tickets and updates where applicable. (Information subject to changes and errors and omissions.) Full schedule & tickets on sale May 1 April 28 for package holders April 30 for badge holders WEDNESDAY, […]
October 1 – 5, 2026 · Grand Tasting: Saturday, October 3, 3–8pm Southernmost Beach Resort, 1319 Duval Street, and venues across the island Key West oktoBREWfest is an island-wide beer festival hosted by the Key West Sunrise Rotary of the Conch Republic and the Southernmost Beach Resort. It's a fully nonprofit event, with proceeds going […]
October 15 – 23, 2026 Waterfront Playhouse, Mallory Square, 407 Wall Street The Waterfront Playhouse opens its season with an encore presentation of Hedwig and the Angry Inch, staged as a live concert event. The Obie Award–winning rock musical has a book by John Cameron Mitchell and music and lyrics by Stephen Trask. It premiered […]
October 16 - 25, 2026 2026 Theme: Musical Icons & Iconic Musicals Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in 1979 by a small group of Key West locals, the party was created to bring visitors to the island in what was a typically quiet, but beautiful season. It worked. […]
Key West Headdress Ball Thursday, October 22, 2026 · Coffee Butler Amphitheater at Truman Waterfront Park Doors 6:30pm · Show 8:00pm The Key West Business Guild presents the 43rd Anniversary Headdress Ball, one of the most anticipated nights of Fantasy Fest. Legendary Key West entertainer Randy Roberts returns as host, with music by WEOW's RudeGirl. […]
