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Florida Keys Events Calendar

Florida Keys Events

The Official Florida Keys and Key West Web Site is your Premier Travel Guide to the Florida Keys: Key Largo, Islamorada, Marathon, Lower Keys, Key West. Accommodations, Real Estate, Diving & Snorkeling, Fishing & Boating, Museums & Tours, Restaurants & Bars, Theaters & Art Galleries, Events and more. Brought to you by the Monroe County Tourist Development Council.

Upper Keys

  • Bring the entire family between 5:30 and 7:30 p.m. for a night of haunted exhibits, trick-or-treating through the museum, kids activities and a costume contest with prizes. The costume contest will be at 6:15 p.m. MM 82.9 bayside....

  • Join the I.Care team at Florida Keys Brewing Co. at 6 p..m. for the Underwater Critter Costume Party. Come dressed as your best jellyfish, shark, sea turtle, brain coral or other underwater critter to win some fabulous prizes. There’s also a raffle with more prizes.......

  • This month’s Immerse Yourself presentation is virtual. Sign up to hear from Tim Thomas, Monterey Bay area historian. He takes participants through the fascinating history of Monterey Bay’s Japanese abalone divers, who used traditional methods as well as diving helmets to hunt for abalone in......

  • Remember loved ones who have passed during Islamorada’s annual Dia de los Muertos celebration. Dress in bright colors, incorporate flowers into your costume and paint your face in the style of a traditional sugar skull. Begin with a kid-friendly sugar skull-making workshop at Florida Keys......

  • The forecast for December 1 calls for snowballs in Founder’s Park as Snow Mountain returns to the 19th annual Holiday Fest celebration. Kids will need their mittens to play on the icy mound made of 30 tons of snow. The annual holiday tree will be......

  • Stop in at each of five participating boutiques between noon and 6 p.m. to build your winning poker hand for a chance at the grand prize of $250 in gift cards. The boutiques are: Otherside Boardsports, Evolve, Heed, Mrs. Monroe and the Banyan Tree. Entry......

  • Join Surfrider Foundation for a morning mangrove cleanup at 10:30 a.m. followed by celebratory drinks for purchase at Robbie’s beach bar at 12:30 p.m. Bring your own paddleboard or kayak or rent one for free from Robbies, located at MM 77.5 bayside....

  • Visit Dolphins Plus Marine Mammal Responder’s free open house from 10 a.m. to 2 p.m. for activities, demonstrations, tours, kids activities, food trucks and more. There will also be a birthday celebration for dolphin “Tug,” who is turning seven years old. The organization provides a......

  • Key Dives is hosting a FREE 2-tank dive for participants in a marine debris cleanup in honor of World Cleanup Day. The only charges will for be for nitrox or any dive gear that is needed. Funding to support this marine debris cleanup dive is......

  • Full moon yoga on the beach with instructor Lacey Devin on the north end of the beach at Islander Resort, MM 82 oceanside. Open to the public. $15 per person....

  • Take a Sunday stroll on the Old Highway while enjoying the creative offerings of local and regional artists and vendors accompanied by lots of tasty bacon. Try a wide range of bacon-based treats and other dishes. Islamorada Moose Lodge, at MM 81 oceanside....

  • This month’s free historical presentation focuses on the history of Cuba connected with Florida, with special emphasis on the Florida Keys and Key West, presented by Rafael Peñalver, president of Key West’s San Carlos Institute. He came to the United States in 1961 at age......

  • Enjoy six rounds of family-friendly bingo with hosts Shelby and Tori, with proceeds to go to ‘Friends of the Pool’ for the organization’s restoration projects to save Alligator Lighthouse. $10 to play and $5 for each additional card. Bingo starts at 7 p.m. Find the......

  • Each year anglers compete for honors in the fly, general tackle, and artificial divisions for snook, redfish, bonefish, tarpon and permit with tournament activities at the Cheeca Lodge & Spa. Each year several war heroes are invited to compete in honor of Veterans Day. Proceeds......

  • People and pups are invited to Islamorada Beer Company for a fun-filled Happy Hour event from 6 to 8 p.m. Raffles and retail items are to be available, with proceeds benefiting MarrVelous Pet Rescues and Adoptions. 82229 Overseas Highway oceanside....

  • Dan Furmanik performs his second to last Coconut Cowboy concert of the year July 19 in the beer garden at Islamorada Brewing Co., 82229 Overseas Hwy., 5:30 to 8:30 p.m....

  • The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture......

  • .Monroe County is celebrating its bicentennial this year. Dr. Corey Malcom, lead historian at the Monroe County Public Library’s Florida Keys History Center, reviews the last 200 years of eventful Keys history, including pirates and pioneers, railroad workers and more. He’ll be joined by artist......

  • Historian Dr. John Nordt will show an audio-visual presentation on the history of Elliot Key, the northernmost home of the Florida Keys, as well as Biscayne Bay, Key Biscayne, Coconut Grove, and the upper Keys in the late 19th century. He’ll discuss several unique characters......

  • Float in the pool at La Siesta Resort while watching Moana, the tale of an adventurous seafaring young girl on a mission to save her people. The I.CARE (Islamorada Conservation and Restoration Education) team will be there with information and a short film on their......

Middle Keys

  • Celebrate Fall at Crane Point Hammock and Nature Trail Sunday afternoon from 4 to 7:30 p.m. with games, hayrides, a puppet show and fall treats. Adult beverages are to be available for purchase. $10 adults, $5 kids, age 3 and under free. 5550 Overseas Highway......

  • Warriors on the Water and Two Conch Charters present the first annual Sword Fest tournament — the ultimate swordfish battle. Cash payouts increase with the number of entry fees. With 30 boats, first place for heaviest swordfish pays $10,000. The tournament benefits Warriors on the......

  • Let’s do the Time Warp again! The cult classic interactive stage musical plays Thursday, Friday and Saturday nights through Oct. 21 with showtimes at 8 p.m.; along with one Sunday matinee on Oct. 15 at 3 p.m. This is an 18+ only show — IDs......

  • The audience is invited to go shopping for a murderer in MTC’s newest interactive mystery event. Attendees team up in groups of 8 to search out clues. Prizes are to be awarded at the end of the night. Dress in your best 80s attire if......

  • Join a knowledgeable state park ranger on the signature Mangroves Matter one-and-a-half hour, relaxed pace paddling tour. Rent a kayak or paddleboard from the ranger station, or bring your own. Learn about the unique ecosystem of the Florida Keys with emphasis on the vital role......

  • Pigeon Key holds its first-ever Movie By the Sea evening, showing the movie “Fifty First Dates!” Tickets are pre-order ONLY. Purchase movie tickets along with a round-trip train ride for $25, or a walk/bike ticket for $15. Trains leave the depot at 7:15 and 8:10......

  • Enjoy a comedy musical journey through the decades at this Cabaret Night concert featuring jazz standards, comedy, parodies, stories and sarcasm featuring vocalist Jaimie Roberts and pianist Randy Roberts. 18 plus only; $35. Doors and concessions open at 7 p.m., show starts at 8 p.m.......

  • Play bingo with host JJ Mills. If you dress in your best 1960s Beach Party costume, you can battle it out on the runway for the best costume prize. Costumes are welcomed but not required. 18 and over only; $10 entry. Doors and concessions open......

  • Dr. Seuss’ best-loved characters collide and cavort in an unforgettable musical caper. Horton the Elephant, the Cat in the Hat and all of your favorite Dr. Seuss characters spring to life onstage in Seussical Jr., a fantastical musical extravaganza. All of the theatre’s summer camp......

  • Hawk’s Cay Resort on Duck Key presents the next “Keys to Country” concert and resort package starring Craig Morgan & Friends appearing live on Sept. 3rd. Headliner Morgan’s signature hits include “Redneck Yacht Club,” “Bonfire,” Almost Home,” “Wake Up Loving You,” and more. Other artists......

  • The Tackle Box presents its June free fishing seminar all about fishing for, and catching, mahi-mahi. Doors and concessions open at 5:30 p.m., seminar starts at 6 p.m. There will also be door prizes and a 50/50 raffle. Located at Marathon Community Theatre, 5101 Overseas......

  • Come in your best Underwater/Aquatic costume and battle it out on the runway with a prize awarded for the best costume. Costumes are welcomed but not required to attend. Play bingo with host JJ Mills. Doors and concessions open at 4 p.m. Admission $10, includes......

  • Dress in your best all-white outfit and dance the night away to music by DJ Fiji. Pre-book $20 tickets online or pay at the door. Doors and concessions open at 8 p.m. Ages 21 and up only....

  • Join world-renowned muralist and fine artist Wyland, along with local artist and educator Shannon P. Wiley, as they recreate murals at Crane Point Hammock. Special admission price of $10 for adults and children get in free. Free food and drinks will be available. 11 a.m.......

  • Cash and prizes are awarded to the top four places based on largest dolphin by weight. Final registration and captain’s meeting on June 16th at Two Conchs Sportfishing, 11499 Overseas Highway, Marathon. Fishing on Saturday, June 17, followed by an awards banquet at Florida Keys......

  • The third annual BrewBQ takes place Friday and Saturday at Marathon Community Park, mile maker 49, featuring mouth watering barbecue and and plenty of craft beer to wash it down. Highlights include the amateur BBQ cooking competition along with vendors, live music, kids’ games and more. Friday......

  • Learn tips and techniques for catching the “silver king,” the tarpon! Free to attend. Doors open at 5:30 p.m. with concessions available. Seminar 6 to 8:30 p.m. Marathon Community Theatre, 5101 Overseas Highway, oceanside....

  • A four-day concert series featuring a variety of artists direct from the world of country music and talent from Sony Music Publishing Nashville. Exclusive to Isla Bella resort guests....

  • This unique team tournament in the heart of tarpon season, with two to four anglers per team/boat, allows anglers to fish three of the four nights with three different captains at three different bridges: Bahia Honda, Long Key and the world-famous Seven Mile Bridge. Proceeds......

  • Get your running shoes ready for the 42nd Annual Seven Mile Bridge Run. A bucket list adventure for the field of 1,500 runners who participate, the annual foot race provides the experience of running over blue water as athletes cross what is believed to be......

Lower Keys

  • Celebrate the biggest night of powerboat race week with Boats and Boots, a show with some of the hottest musicians in Key West, including Cliff Cody, the Key West Kings, the Wolf Love Band and Sam Carlson. General admission $25; VIP including dinner and private......

  • This exuberant street party is the official kick-off for the annual Fantasy Fest costuming extravaganza with the action taking place noon to midnight both days. Find the main entertainment stage Key West’s Bahama Village neighborhood at the corner of Petronia and Fort streets. Popular musicians......

  • Families of all ages are invited to explore Fort East Martello for free from 11 am. to 2 p.m. There will be a guided art program in making paper kites inspired by the late Cuban American folk artist Mario Sanchez. The program is free and......

  • Party at the Parrot on Halloween night with the Empire Strikes Brass band, bringing jam, rock and R&B to the Parrot stage. Shows at 9 and 11 p.m. with the party carrying on until 12:30 p.m....

  • The Wailers perform one night only on Thursday, Oct. 19. Doors open at 7; show at 8 p.m. Tickets $53 to $73. 512 Eaton St....

  • Key West Burlesque presents the sexy, swashbuckling spectacular starring all of your favorite Key West Burlesque performers at Key West Theater, Oct. 23rd through 27th. Doors open at 7; show at 8 p.m. 21 and over only. Tickets $45 to $100. 512 Eaton St....

  • Get ready to laugh and have a blast with the whole family or a couple of pals at Paint and Sip night with Key West artist, character and life-of-the-party, Lance Berry. Your $40 ticket includes your first drink, plus all the art supplies and instruction......

  • This popular annual celebration features some of the Key West’s finest artisans, musicians and choirs, food and libations, and a holiday light show designed by Key West High School’s Conch 5 Studios, which will be projected on the face of the Custom House. The bazaar......

  • The 26th annual Key West Paddle Classic is a 12-mile open-water distance race around Key West that is open to paddlers on stand-up and prone paddleboards, outrigger canoes, surf skis, kayaks, pedal-craft kayaks, row and dory boats. Events are headquartered at Higgs Beach, 1000 Atlantic......

  • The deviously delicious Broadway and Hollywood sci-fi smash musical Little Shop of Horrors comes to Waterfront Playhouse for a three-week run. Tickets range from $40 to $75. Showtimes at 8 p.m. along with an additional 2 p.m. matinee on Dec. 9. 407 Wall St....

  • Kick off Fantasy Fest at the Fun & Furryous Royal Coronation event to see who becomes the King and Queen of Fantasy Fest 2023! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves. Each $100-per person ticket includes reserved seating,......

  • Find one of a kind gifts, unique handmade items, exquisite art and awesome people along with delicious culinary delights, yummy beverages and the views you won’t find at any mall make this a can’t-miss shopping event. Find this holiday shopping extravaganza featuring local vendors from......

  • Come to the island paradise of Key West for the Big Gay Key West gay men’s social event with exclusive access to four beautiful, welcoming resorts: Island House, New Orleans House, Alexander’s Guesthouse and Equator Resort. Enjoy reciprocal access to all of the guesthouses, which......

  • Hosted by Tom Dustin, Comedy Key West presents Jim Florentine. Florentine has been making audiences laugh for nearly 25 years with six stand-up comedy albums, appearances on The Howard Stern Show and on his own Sirius XM show and through voice over and film appearances.......

  • Kevin Farley, brother of late comedian Chris Farley, brings his brand of “positive” stand-up comedy to Comedy Key West for three nights. Doors open 7:30 p.m.; showtime 8:30 p.m. Single tickets $30. 218 Whitehead St....

  • The next Happy Hour with the Historian, presented by Key West Art and Historical Society at Comedy Key West, takes place from 5 to 6 p.m. on Thursday the 14th. Attendees receive a complimentary drink and are treated to a short presentation titled Clear Havanas:......

  • Gather on the Harbor Walk plaza at Greene and Elizabeth St. to best see the official lighting of the 2023 Key West “Harbor Walk of Lights” with lights and creative displays reflecting the “Maritime History of Key West.” The Key West “Harbor Walk of Lights”......

  • Explore the market every Thursday from 2 to 7 p.m. at the Truman Waterfront for fresh produce grown in Homestead, beautiful orchids & native Florida plants, artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and much more. You’ll find......

  • This fun Happy Hour historical lecture takes place at Comedy Key West, located at 218 Whitehead St. from 5 to 6 p.m. The topic is “Henry Flagler: A Man Whose Vision Changed Florida.” Enjoy a complimentary cocktail with your $15 ticket. The presentation focuses on......

  • The popular Wet Paint Comedy Hour hosted by artist Lance Berry is back by popular demand at Comedy Key West, located at 218 Whitehead St. This fun-filled evening starts with doors opening at 6:30 and the event starting at 7 p.m. Berry guides attendees through......