Calendar of Events

Current Key West Events

• Oct 18, 2019 - Oct 19, 2019 Location: Key West Category: Arts & Culture
• Bahama Village Goombay Festival
• Website
• Held in Key West's historic Bahama Village neighborhood, the lively, family-friendly 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 18, 2019 - Oct 27, 2019 Location: Key West Category: Arts & Culture
• 40th Annual Key West Fantasy Fest
• Website
• 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, 2019 - Oct 25, 2019 Location: Key West Category: Arts & Culture
• Waterfront Playhouse presents: Rocky Horror Picture Show
• Website
• The musical tells the story of a newly engaged couple getting caught in a storm and coming to the home of a mad scientist, Dr Frank-N-Furter, unveiling his new creation, a sort of Frankenstein styled monster in the form of a physically perfect muscle man named Rocky, complete “with blond hair and a tan”. Tickets available online. Showtimes 7 p.m.

• Oct 19, 2019 Location: Key West
• Key West Tropical Forest & Botanical Garden's Native Plant Sale
• 305-296-1504 Website
• The Nursery at the Key West Tropical Forest & Botanical Garden will be offering native trees, shrubs and vines for sale from 9 a.m. to noon. The Garden is located at 5210 College Road on Stock Island.

• Oct 20, 2019 Location: Key West
• Key West Artisan Market: Zombie Pre-Party Edition
• Website
• Browse among culinary, textile, jewelry, wood, artists & crafters, curiosities, live music, craft beer, wine and art and food concessions. From 10 a.m. to 2 p.m., at Higgs Beach. Bring your own bags. A fantastic, family-friendly, free event.

• Oct 20, 2019 Location: Key West
• Zombie Bike Ride
• Website
• 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 begins at 2 p.m. and lasts until 6:30 p.m., as "Zombieland" opens at Fort East Martello Museum, a reputedly haunted historic site overlooking the Atlantic Ocean at 3501 S. Roosevelt Blvd.

• Oct 23, 2019 Location: Key West
• Fantasy Fest Pet Masquerade
• Email Website
• The eccentric competition is likely to include canine, feline and avian critters strutting their stuff onstage at the Key West Amphitheater. "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. Starts 6:30 p.m.

• Oct 23, 2019 - Oct 25, 2019 Location: Key West Category: Arts & Culture
• The White Rabbit’s Wonderland: A Burlesque Parody
• Website
• Take a trip down the rabbit hole into a world of wonder and whimsy! A world where the MarchHare dances with a bare derrière and tea parties are way more tasty when the Mad Hatter is only wearing pasties. “The White Rabbit’s Wonderland” at the Key West Theater, 512 Eaton St. features a hit-list of favorite local performers, international burlesque superstars, amazing aerial acrobats, brings all your favorite Wonderland icons to life. Doors open 7:30 p.m., show starts 8 p.m., age 21 and older.

• Oct 24, 2019 Location: Key West
• 37th Annual Headdress Ball
• Website
• The Key West Business Guild presents this premier gay and lesbian event of the Fantasy Fest celebration, at Key West Amphitheater at the Truman Waterfront Park. Some of the best of Key West local talent highlights the contest.  Contestants parade their Headdress creations on the amphitheater stage to vie for a first-place cash prize.

• Oct 25, 2019 Location: Key West Category: Arts & Culture
• Fantasy Fest Masquerade March
• Website
• Famed as "the locals' parade," the march typically draws high-spirited revelers wearing everything from elaborate masks and costumes to offbeat creations inspired by the festival theme. Begins at the Key West Cemetery at Frances Street entrance but revelers can join the mad march anywhere along the two routes. Start marching at 5:30 p.m.; all are welcome; free admission.

• Oct 26, 2019 Location: Key West Category: Arts & Culture
• Bud Light Fantasy Fest Parade
• Website
• 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.

• Oct 26, 2019 Location: Key West
• Old Island Restoration Foundation presents: Fantasy Fest Porch Party
• Website
• Hosted by the Old Island Restoration Foundation, an all-inclusive $225 ticket includes a full-course, sit down dinner prepared by one of our favorite restaurants, served under the lights in the private backyard garden of the Oldest House Museum in the heart of historic Old Town, steps from Duval St. Our bar will be open all night serving plenty of cocktails, beer and wine. And we’ll have lots of beads! This is an exclusive event with a very limited amount of tickets. Gate opens at 5:00pm; Dinner 5:30pm; Parade Viewing on the Porch 7:00pm

• Oct 27, 2019 Location: Key West
• Visit the Family-Friendly Sheriff's Animal Farm
• Farmer Jeanne Selander 305-293-7300 Website
• Looking for a fun place to take the kids? The Sheriff's Animal Farm is open 1 - 3 p.m. Bring the family and come visit the animals at the farm, including miniature horses, a cow, pigs, goats, bunnies, alligators, tropical birds, Kinkajous, Sloths, a Lemur, Kramer the Emu, a family of Patagonian Cavys, a skunk, an opossum, tortoises and turtles, snakes and many more. It is free of charge, but donations are welcomed because that is how the farm is sustained. The farm is located just off of College Road, on Stock Island, at the Sheriff's Office Headquarters complex. Open the second and fourth Sundays of the month.

• Oct 28, 2019 Location: Key West
• The Allman Betts Band With Special Guest Jd Simo At Sunset Green Event Lawn
• Website
• The sons of Gregg Allman (Devon Allman) and Dickey Betts (Duane Betts) have joined forces to form The Allman Betts Band. The show features new music, songs from their solo projects and classic Allman Brothers and Gregg Allman tunes in honor of the 50th Anniversary of The Allman Brothers Band. Sunset Green Event Lawn is a new multipurpose event space located at 24 North Hotel. Sunset Green will transform into a music venue providing food, drinks, state of the art sound and production creating the ultimate concert experience. Vacation packages are available through 24 North Hotel featuring discounted hotel rates & more. Tickets available online.