Things To Do In Key West: Events
October/November 2018 – Key West Events
Oct. 5, 2018 – Oct. 7,
SoMo Marathon & Half Marathon
This event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events including a 10k and 5k are planned.
Oct. 19, 2018 – Oct. 20,
Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets. Visitors can experience sights, sounds and flavors recalling Key West’s Bahamian heritage. FREE event, noon to midnight both days.
Oct. 19, 2018 – Oct. 28,
39th Annual Key West Fantasy Fest
This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.
Oct. 19, 2018 – Oct. 26,
Key West Burlesque presents: Madame DuJour’s Magical Game Show Experience
Ladies and Gentlemen, come on down! You’re the next contestants on Madame DuJour’s Magical Game Show and Burlesque Experience! An astonishing, interactive event awaits as Key West Burlesque and world renowned magician, Nick Locapo, take to the stage in a production that is one part live Game Show, two parts theatrical burlesque performance, and all parts fun. Each night audience members have a chance to win prizes in the ultimate episode of miraculous amusement on stage at the Waterfront Playhouse. Doors open 7:30 p.m., show starts 8 p.m.
Oct. 21, 2018
Zombie Bike Ride
A pre-Halloween tradition for visiting and local families and groups, the ride typically draws several thousand men, women and children — and even a few pets. Garbed in ragged costumes and frightening face and body makeup, they pedal along the island city’s Atlantic Ocean shore in a deliciously scary spectacle. The wacky event is to begin at 2 p.m. when “Zombieland” opens at Fort East Martello Museum, a reputedly haunted historic site overlooking the Atlantic Ocean at 3501 S. Roosevelt Blvd.
Oct. 22, 2018
Rams Head Productions presents: Michael Franti & Spearhead
Michael Franti is a musician, humanitarian, and filmmaker who is recognized as a pioneering force in the music industry. Franti believes in using music as a vehicle for positive change and is revered for his hi-energy live shows, inspiring music, and worldwide philanthropy efforts. Giving back has always been at the heart of Franti’s mission. He has dedicated his life to spreading the joy of music and positivity to millions of people. Doors open 5 p.m., show starts 6 p.m. at Sunset Green Event Lawn, 3820 N. Roosevelt Blvd.
Oct. 24, 2018
Fantasy Fest Pet Masquerade
The eccentric competition is likely to include canine, feline and avian critters strutting their stuff on an oceanfront stage. “Party animals” can compete for costume prizes and glory. 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? Four categories to enter, $25 each entry; benefits the Lower Keys Friends of Animals.
Oct. 25, 2018
36th Annual Headdress Ball
The Key West Business Guild presents this premier gay and lesbian event of the Fantasy Fest celebration, proudly opens the new Key West Amphitheater at the Truman Waterfront Park. Tom Luna returns as the outrageous EmCee, with Rude Girl rocking out our sound. Randy Roberts opens the show and is joined by some of the best of Key West local talent throughout the contest. Over twenty five contestants will parade their Headdress creations on the amphitheater stage to vie for the $3,000 first prize.
Oct. 27, 2018
Bud Light Fantasy Fest Parade
The madcap merriment of Fantasy Fest is to culminate during the Bud Light Fantasy Fest Parade through Key West’s historic downtown. Tens of thousands of spectators converge to cheer the parade’s elaborately costumed marching groups, dancers in bright feathered costumes and dazzling motorized floats. Join thousands of exuberant partygoers! It doesn’t get any wilder than this! Parade steps off at 7 p.m.; free to spectate.
Nov. 4, 2018 – Nov. 11, 2018
37th Annual Key West World Championship Races
Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.
Nov. 14, 2018 – Nov. 18, 2018
Key West Film Festival
Beth Moyes 305-747-8563
Showcasing films that exhibit excellence in storytelling, the festival’s lineup is to feature screenings and special events hosted at landmark venues throughout Key West, including the San Carlos Institute, Studios of Key West and Key West Theater. The four-day program is to include several films from multiple genres and categories as well as social events with filmmakers, actors and film lovers.
Nov. 16, 2018 – Nov. 17, 2018
The Avett Brothers at the Key West Amphitheater
Known for their live performances that blend bluegrass roots with the fierce fire of a rock show and an emotional, near-gospel spirit, The Avett Brothers are no strangers to major venues: for past summers, they have sold out three nights at Colorado’s legendary Red Rocks Amphitheater. They’re also a staple on the festival circuit, frequenting the likes of Bonnaroo and Shakey Knees. Gates open 6 p.m., shows start 7:30 p.m.
Nov. 21, 2018 – Nov. 25, 2018
International Sand Art Competition
Visitors can watch leading U.S. and international sand sculptors construct and display large-scale creations over Thanksgiving weekend on the Atlantic Ocean beach at the Casa Marina Resort, 1500 Reynolds St. The competiton brings together incredibly talented sand sculptors from all around the world. The sculptors, each using seven tons of sand, have four days to create their works of art with just sand and water. Watch these artists at work, create your own sand castle, have a drink or two and enjoy live island music.