The Florida Keys & Key West

Calendar of Events

Current Florida Keys Events

Image for Diving With a Purpose, 15 Year Odyssey: Restoring Our Oceans, Preserving Our Heritage
  • Jun 3, 2019 - Dec 31, 2019 Location: Islamorada Category: Arts & Culture
  • Diving With a Purpose, 15 Year Odyssey: Restoring Our Oceans, Preserving Our Heritage
  • Website
  • Multiple groups such as Diving With a Purpose, the Florida Keys National Marine Sanctuary, Biscayne National Park, and more have spent 15 years working together to showcase cultural and natural resources throughout the country. They focus in the protection, documentation, and interpretation of African slave trade shipwrecks and the maritime history and culture of African-Americans. This new exhibit at the History of Diving Museum, mile marker 82.9, highlights several shipwrecks and aircraft and the archaeological processes used to study them.
  • Oct 13, 2019 - Oct 16, 2019 Location: Islamorada Category: Fishing
  • Islamorada All-Tackle Bonefish & Permit Championship
  • Kellie Trotta 561-346-3193 Email Website
  • Dubbed the "Fall All-Tackle," the three-day fishing challenge attracts energized newcomers to face seasoned veterans in a competition that has taken place since 1970. One angler per boat pairs with a licensed captain to vie for division winners' trophies for the three longest bonefish and three longest permit. The field is limited to 25 participants. Festivities kick off Oct. 13 and fishing days are Oct. 14-16. Event is headquartered at Islamorada Fishing Club.
Image for Morada Way Arts & Cultural District's Third Thursday Art Walk
  • Oct 17, 2019 - Sep 17, 2020 Location: Islamorada Category: Arts & Culture
  • Morada Way Arts & Cultural District's Third Thursday Art Walk
  • Third Thursday ArtWalks are held every month throughout the year, offering attendees live music on three stages, performance artists and, of course, original art and hand-crafted jewelry, as well as pottery, sculptures and more! This monthly event, from 6-9 p.m., is a focal point of artistic expression, culinary and cultural awareness to the Upper Keys. Stroll through the Art District, sip some craft beers, eat local food, along a quarter-mile span of the Old Highway between the historical 1935 Hurricane Monument and the iconic Green Turtle Inn and includes the intersecting street now known as Morada Way, between MM 81 and 82.
Image for REEF Fest
  • Oct 17, 2019 - Oct 20, 2019 Location: Key Largo Category: Arts & Culture
  • REEF Fest
  • 305-852-0030 Email Website
  • Join Reef Environmental Education Foundation (REEF) in a celebration of marine conservation. Morning activities include ocean adventures of kayaking, snorkeling and diving, all alongside marine life experts. Afternoons feature free seminars from renowned experts in a variety of marine topics. Evenings boast food, drinks and fun with friends old and new. All events are open to the public.
Image for Boats, Ballads, & Sunset: An Evening with Seth Ennis and Friends
  • Oct 17, 2019 Location: The Lower Keys Category: Arts & Culture
  • Boats, Ballads, & Sunset: An Evening with Seth Ennis and Friends
  • Website
  • A very special evening at Oceans Edge Resort, 5950 Peninsular Ave., with country music star Seth Ennis and his singer-songwriter friends from Nashville. Seth, whose hits include “Call Your Mama” and “Woke Up In Nashville”, will be serenading you along with several special guests right at sunset overlooking the marina. Come down, have a drink, and enjoy some country tunes by the water! This event is presented in partnership with Trosset Outdoors. All tickets must be purchased in advance, $25 pp. Proceeds from this event will support Captains For Clean Water.
Image for Bahama Village Goombay Festival
  • 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.
Image for 40th Annual Key West Fantasy Fest
Image for Coral Head Blues Fest
  • Oct 19, 2019 Location: Marathon Category: Arts & Culture
  • Coral Head Blues Fest
  • Website
  • Kick off the 2019 Fantasy Fest weekend with this newly added music event! Music acts such as Anthony Gomes, Dana Fuchs, Shaw Davis & the Black Ties, Bill Blue Band, Ghost Town Blues Band and Paul Delariers Band are to grace the stage from 11 a.m. to 10 p.m. at Marathon Community Park's amphitheater. Tickets $14 in advance, $19 at gate. Kids age 12 and under $5. Tickets available online.
Image for Key West Tropical Forest & Botanical Garden's Native Plant Sale
Image for Waterfront Playhouse presents: Rocky Horror Picture Show
Image for Key West Artisan Market: Zombie Pre-Party Edition
Image for Zombie Bike Ride
  • 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.
Image for The Perry Hotel Key West’s Fantasy Fest Duck, Duck, Booze Pool Party
  • Oct 21, 2019 Location: The Lower Keys
  • The Perry Hotel Key West’s Fantasy Fest Duck, Duck, Booze Pool Party
  • Website
  • We’re kicking off Fantasy Fest with a pool party like you’ve never seen before – complete with a pool full of rubber duckies, BSB samples, swag, and live music by Key West’s favorite DJ Buggy. Don’t miss the ducky, DJ, and BSB (Brown Sugar Bourbon) takeover at The Perry Hotel. Duck floats, bathing suits, tutus, and creativity are encouraged! This event is free and open to the public, from 12-4 p.m.
Image for The White Rabbit’s Wonderland: A Burlesque Parody
  • 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.
Image for Fantasy Fest Pet Masquerade
  • 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.
Image for Keys History & Discovery Center Presents…Beyond the Sunshine: A Timeline of Florida’s Past
  • Oct 23, 2019 Location: Islamorada Category: Arts & Culture
  • Keys History & Discovery Center Presents…Beyond the Sunshine: A Timeline of Florida’s Past
  • 305-922-2237 Email
  • Join Rick Baker, author, lawyer and former mayor of St. Petersburg, Florida’s fourth largest city, as he shares how lessons learned from Florida’s past should help shape the decisions we make today. Baker will touch on 12,000 years of Florida history in an entertaining, fast-paced and approachable manner. He will walk you through a timeline of the risk takers, entrepreneurs and dreamers who helped to shape a modern Florida. Doors open at 5:30 p.m., lecture begins at 6 p.m. The lecture is at the Keys History & Discovery Center and Islander Resort Conference Center, MM 82. Snacks and a cash bar will be available. Reservations are strongly recommended.
Image for 37th Annual Headdress Ball
  • 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.
Image for Friends of the Key Largo Cultural Center presents: Ocean Life Series
  • Oct 24, 2019 Location: Key Largo Category: Arts & Culture
  • Friends of the Key Largo Cultural Center presents: Ocean Life Series
  • This month's speaker, Dr. Douglas Wartzok, shares underwater acoustics: marine mammals, seismic and sonar. Ocean Life Series events are free and open to the public. Meet and greet at 6:30 p.m., at Murray Nelson Cultural & Government Center, mile marker 102. Lecture series from 7-8 p.m.
Image for Florida Keys Wild Bird Center presents: Owl-O-Ween
  • Oct 25, 2019 Location: Islamorada
  • Florida Keys Wild Bird Center presents: Owl-O-Ween
  • Website
  • From 5-8 p.m, enjoy spooktacular fun for the whole family, while benefiting a local organization committed to protecting Keys wildlife. Activities include fun & educational games, trick-or-treating, face painting, arts and crafts. Drinks and snacks will be served. Donations of $5/pp or $10/family greatly appreciated. Located at Laura Quinn Wild Bird Sanctuary, 93600 Overseas Highway, near mile marker 93 bayside.
Image for Fantasy Fest Masquerade March
  • 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.
Image for Bud Light Fantasy Fest Parade
  • 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.
Image for 'A Screaming Green Halloween' at the Key West Tropical Forest
  • Oct 26, 2019 Location: The Lower Keys
  • 'A Screaming Green Halloween' at the Key West Tropical Forest
  • Website
  • Staged at the Historic Key West Tropical Forest & Botanical Garden, from 10AM – 2PM for children to have a fun and safe 'Trick or Treat.' Arts, crafts, bounce house, games, food and candy stations are to be set up throughout the garden so kids can be in costume, explore the Garden and participate in tricks and the hunt for treats while learning how to save the environment and respect nature! Two costume competitions with prize categories for ages 5 and under & 6–12. Costume judging begins at Noon with prizes awarded for Best Recycled Costume, Best Theme Costume & Most Original Costume. Special attention given to costumes made of recycled materials. The Garden is located at 5210 College Road on Stock Island.
Image for Old Island Restoration Foundation presents: Fantasy Fest Porch Party
  • 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
Image for Visit the Family-Friendly Sheriff's Animal Farm
  • 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.
Image for The Allman Betts Band With Special Guest Jd Simo At Sunset Green Event Lawn
  • 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.
  • Oct 31, 2019 Location: Key West
  • Annual Halloween Conch Train
  • Ms. Bennett 305-294-1296 or 305-517-6611 Email
  • Come One, Come All Aboard! The Christian Education Department invites the public to ride the Conch Tour Train, providing safe environment and treats, for an $8 donation pp. Presented by Cornish Memorial A.M.E. Zion Church. Boarding time 5:45 p.m. at 702 Whitehead St.
Image for Free Fish Identification Class wth REEF
  • Oct 31, 2019 Location: Key Largo Category: Arts & Culture
  • Free Fish Identification Class wth REEF
  • Website
  • Want to improve your fish identification knowledge? Join us each month for a free fish identification class in REEF's Interpretive Center, led by REEF volunteers Carlos and Allison Estape. Each month, on the last Thursday, Carlos and Allison share insights on Tropical Western Atlantic fish identification and behavior. Class is free and open to the public. Set for 7 PM at REEF Interpretive Center, 98300 Overseas Hwy, near mile marker 98 in the median.
The Keys to Sustainable Travel

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