The lives of two mob hit men, a boxer, a gangster's wife, and a pair of diner bandits intertwine in four tales of violence and redemption. Director: Quentin Tarantino Doors open at 6pm, show starts at 7pm at the Key West Theater https://youtu.be/s7EdQ4FqbhY

A contest of epic proportions, where YOU choose your favorite dish and the winner of these Hungry Games. Key West High School Students team up with our local celebrity chefs for the tastiest event in town.

Join the Coldwell Bank Schmidt Charitable Foundation Bike Ride.

Imagine running through the southernmost island in the United States while enjoying a break from the ordinary.  The Southernmost Marathon & Half / Key West Running Festival promises just that- 26.2, 13.1, 6.2 or 3.1 miles of ocean and gulf views, as well as iconic Key West landmarks. The Marathon Course is USATF certified. Join us this fall […]

Key West Montessori Charter School proudly hosts our annual One Human Race 5k and family fun run. This year's race is going to be bigger and more exciting than ever! The first of the year's 5k season kicks off with a fun and spectacular Colorful Run. All proceeds from 5k sponsorships and entry fees, go […]

Florida Keys Healthy Start Coalition is excited to announce our newest program, in partnership with the Key West Art & Historical Society:  Littles on the Lighthouse Lawn. Families are invited to come enjoy playing on the beautiful lighthouse lawn and develop friendships with other local children and parents.                             Meets the 2nd Saturday morning of the month […]

Inclusive paddle event for Special Olympics athletes and Stand Up Paddlers nationwide! Family fun for the weekend in beautiful Key West — everyone is invited! The 2017 SUP Invitational will include a weekend of family fun in Key West, including activities for paddlers and non-paddlers of all ability levels. Proceeds from all events will benefit […]

ROYAL CORONATION Presented by the Casa Marina, A Waldorf Astoria Resort It’s one final caucus with the candidates for King & Queen of Fantasy Fest! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves, hosted by J.B. McLendon! General admission is a suggested $10 donation at the door; VIP reserved […]

Born from the collective minds of We-Cycle the Zombie bike ride is now a beloved Fantasy Fest tradition. 2pm Fort East Martello Zombieland opens at the historic and haunted Fort East Martello (3501 S. Roosevelt Blvd.) If you haven’t yet registered for the ride, you CAN register at the Fort. T-shirts and merch are available […]

Be super, be evil, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk, or fly to the finish line. The first 400 to register get a puzzle piece finisher medal with the famous 90 Miles To Cuba buoy! Only offered this year. Race starts and […]

REFUEL with us at the Southernmost Luau after you conquer the SUPER, EVIL, AWESOME, Heroes and Villains Run/Walk 5K. Enjoy a Key West style pig roast with your toes in the sand and a drink in your hand. Southernmost Beach Resort, 1405 Duval St.; 6:30 PM; $35 includes one drink per person. Buffet includes Roast […]

Beach Bash: Blast from the Past on South Beach located at the Southernmost Beach Cafe, 1405 Duval Street. Join Patrick and the Swazyees in taking you back to the time of surfing, sun-bathing, and beach blanket bingo. Put on your favorite beach attire, sport your boldest bikini, or don your newest tie-dye. Grab your flip […]

Meet-n-greet with the 2017 award-winning poster artist. Get up close and personal while having a lively libation or two. WineO will have wine by the glass specials all night long. WineO located at La Concha Hotel & Spa, 430 Duval St. 305-296-2991. 5 PM; posters for sale.

For the 9th Annual TUTU Party - we will be celebrating the glory of the TuTu and all of its wonderment! Doors open at 7PM for PROM, $20 Wristband Admission; Waterfront Brewery 201 William St. 305-440-2270

Let us take you back to a groovy time full of Tom Collins, Pink Squirrels and Greyhounds; when the bikini became every woman’s new purchase, mini-skirts crept into closets and good ol’ Rock and Roll was heard from every radio station and record player in the United States. Dress in your favorite vintage swimsuit, psychedelic […]

Come celebrate the incomparable queen of basically everything, CHER, from 5-8pm! Come dressed as your favorite Cher from any of her famous decades. We'll have Cheraoke (Yes...Cher Karaoke hosted by Randy Roberts!). Themed cocktails, Cher trivia and a Cher look-alike contest (with PRIZES). Don't miss it! Rum Row at The Gates Hotel, 3824 N. Roosevelt […]

You will see a magic carousel of frisky pets and playful owners, all delightfully disguised, stroll, dance and even skateboard across a stage in a fun frolic for fame and fortune! Think you and your furry, feathered or slithery friend have the perfect outfit? 4 categories to enter-$25 each entry; benefits the Lower Keys Friends […]

Whether you wear the halo of an ANGEL or prefer devilish HORNS, GET WET & WILD at Dante's for a chance to win BIG $$$! Free body painting, live music, great giveaways, fantastic food, drink specials and our one of a kind stage in the CENTER of the POOL! The party starts at noon and […]

Haunted History: Robert the Doll Returns to Islamorada, at Keys History & Discovery Center Doors open at 5pm, with lecture starting at 6pm. Cost is $25 for non-museum members, which includes museum admission, light appetizers and cash bar. Free for museum members. All lectures are at Keys History & Discovery Center, 82100 Overseas Highway, MM […]

A dazzling event from 5-9 p.m., at the corner of Caroline and William streets, at Key West Waterfront Brewery. Artists, craftsmen, model makers and creative types are encouraged to participate, making floats no larger than 18 inches! Proceeds benefit the MARC house. Up to $2,000 in prizes.

The title says it all! Island House Resort for Men, “The Best Gay Resort in the World", invites all of you boyz for an EPIC all-male, clothing-optional pool party! All body types are embraced and absolutely NO costumes needed! Relive the parties of the infamous Playboy Mansion, only this time it’s just for men! Each […]

Duval Street's mile-long eater-tainment extravaganza features arts and crafts, food vendors, lively libations and costumed frivolity; Noon to 10 PM.

The BIGGEST dance party in the street during Fantasy Fest 2017. Get your groove on while dancing and drinking on Duval St. Live DJs, Boys, Beads and Booze, Drag Queens, celebrities and MORE; Join the party at 724 Duval St./801 Duval St. 305-294-9354; 1 PM; FREE.

TIME TRAVEL UNRAVELS Past ..future…Present let your mind wander! This year’s Fantasy Fest theme, Time Travel Unravels, takes your imagination to anywhere on the time-space continuum. There are limitless possibilities!!! Let your inspiration guide you as you cultivate your costumed revelry into the past colonial era , roman empire, Italian renaissance …or catapult your creativity […]

https://youtu.be/O3XyJbf73Xw A family event featuring food, rides, games, arts and crafts and a costume contest for children located at Bayview Park. Truman Ave. and Eisenhower Dr.; Noon to 5 PM;