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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

  • Grammy-nominated Chicago-based Lincoln Trio is made up of Desiree Ruhstrat, violin, David Cunliffe, cello, and Marta Aznavoorian, piano, and was chosen to celebrate the Abraham Lincoln Bicentennial celebration with President Barack Obama. They will delight sophisticated music lovers, young admirers of contemporary programs and students......

  • Tournament anglers are to compete to catch the most inches of snook and redfish on fly in a challenge where 1 inch equals one point. Awards are to be given to the grand champion and runner-up, and to the anglers who catch the largest snook......

  • Florida Keys Community Concert Band Presents its 2019-2020 season at Islamorada Founders Park, Bayside, MM 87, Plantation Key. Performances are outdoors; no chairs provided. Starts at 4:00 p.m. Admission free for all concerts....

  • Join us for a colorful and much acclaimed historical tour on the islands of Islamorada.  Enjoy an enlightening trolley ride through time. First tour starts at 10 a.m. from the Whale Harbor Restaurant, 83413 Overseas Highway.  A monitor is located at the front of the......

  • A cast of great singers with piano accompanist, will delight your ears and heart with wonderful arias and duets from your favorite operas.  FLKCA’s opera highlights evenings are among the most highly anticipated events of the season. Performance at Island Community Church. Performance 7:30 p.m.......

  • This week’s topic, Above & Beyond: JFK and the Florida Pilots During the Cuban Missile Crisis, is to be presented by Author Michael Tougias. Doors open at 5:30 p.m., with cash bar and snacks. Lecture is 6-7 p.m., including time for questions. Lecture series runs......

  • “Buckles and Boots” means a casual flair for the evening, from 6:30 p.m. until 10 p.m. at the Islander Resort Conference Center, Islamorada, mile marker 82. Tickets for the cocktail party are $250 per couple or $150 per person. This year, the special guest speaker......

  • Third Thursday ArtWalks are held every month throughout the year, offering attendees live music, food 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......

  • Celebrate the 85th anniversary of the Florida Park Service with fun activities all day. Free Entry into the park and activities all day include breakfast and lunch by Craig’s Food Truck, raising money for the Friends of the Islamorada Area State Parks, native plant giveaways,......

  • Featuring delicious fresh seafood samplings from top restaurants, libations, local craft beers, local fine artist, family fun activities and continuous music. A family and dog friendly event. Proceeds benefit Moose charities. Event is held from 11 a.m. to 5 p.m. at the Islamorada Moose Lodge, 81573......

  • Music, art, food and fun complement this annual art show with nearly 100 artists and crafters, live music and a “Taste of the Islands” foodie competition. Free admission, festival hours are 10 a.m. to 5 p.m. at Founder’s Park, mile marker 87 bayside on Plantation......

  • This music and art festival features local and guest artists performing on the shores of Florida Bay at the ICE Amphitheater at Founders Park, mile marker 87 on U.S. 1. Attendees can savor the sounds from 11 a.m. to 8 p.m. from the hammock-like performance......

  • The Upper Keys competition is one of dozens of fishing events held each year whose proceeds benefit the Cystic Fibrosis Foundation....

  • Florida Keys Community Concert Band Presents its 2019-2020 season finale at Islamorada Founders Park, Bayside, MM 87, Plantation Key. Performances are outdoors; no chairs provided. Starts at 4:00 p.m. Admission free for all concerts....

  • For those who have always wanted to fish one of the classics, but couldn’t wrangle an invitation, this is an old-school, ‘downtown Islamorada’ kind of tournament. True to the Herman Lucerne spirit of inclusiveness, the Tarpon Cup includes both a Guided and Unguided division. Limited......

  • A tournament honoring the memory of Nick Sheahan, a Florida Keys student, funds from this event benefit a namesake community scholarship fund. Hosted at Tavernier Creek Marina, cash prizes and $25,000 to the angler with the dolphin that beats the state record. Hosted at Tavernier......

  • Special flies, skillful, accurate casts and a bit of luck are the recipe to win this prestigious challenge limited to 25 anglers. Competitors use a tournament-furnished tippet not greater than 16-pound test. Eligible tarpon must weigh at least 70 pounds to score weight points....

  • “The Connections Project: A Mosaic of the Keys” is a large-scale mural created each year out of nearly 400 individual 6-inch-square canvases painted or adorned by local artists and arts supporters. The 2020 mural travels the Keys for public viewing. Feb. 27- March 5 at......

  • Keys History & Discovery Center Presents lecture series continues through May. Tonight’s featured topic is ‘Underwater World: Exploration, Research & Discovery’ with Dr. Tom Potts, FIU Aquarius. Doors open at 5:30 p.m., program begins 6 p.m. Non-members: $10, includes light appetizers. A cash bar is......

  • Join a colorful and much acclaimed historical tour, Saturdays, on the islands of Islamorada. Enjoy an enlightening trolley ride through time. First tour starts at 10 a.m. from the Whale Harbor Restaurant, 83413 Overseas Highway. A monitor is located at the front of the trolley......

Middle Keys

  • A cast of great singers with piano accompanist, will delight your ears and heart with wonderful arias and duets from your favorite operas.  FLKCA’s opera highlights evenings are among the most highly anticipated events of the season. Performance at Marathon High School Performing Arts Center,......

  • Each month is a new topic! This month is Fishing Artificial Reefs, with Captain Chris Johnson of Sea Squared Charters. From 6:30 – 8:30 p.m., at Faro Blanco Resort & Yacht Club, 1996 Overseas Hwy. Admission is free....

  • Power, sex, ambition, greed…. It’s just another day at the office in this classic satire of big business. Big business means big laughs in this delightfully clever lampoon of life on the corporate ladder. This musical is filled with potent dangers such as the aggressively......

  • Each year, several hundred racing circuit runners are attracted by a weekend filled with sunshine and athletic fun. Stocked with food, drinks, music and entertainment, the running event is to be staged Saturday at Sombrero Beach at the end of Sombrero Beach Road, mile marker......

  • One of the middle Keys’ signature family events, delicacies from the waters of the Florida Keys highlight this annual munch-fest at Marathon Community Park, mile marker 49 oceanside. Sponsored by Organized Fishermen of Florida and Marathon Chamber of Commerce. Live music, vendor booths, sweets, treats......

  • A field of 1,500 runners participate in the annual foot race across the longest of the 42 bridges that help comprise the Florida Keys Overseas Highway. Sponsored by the Marathon Runners Club. Bridge is to be closed from 6:45 a.m. to 9 a.m....

  • To celebrate Earth Day, join Otherside Boardsports & Keys Cable Adventure Park for a festival of Earth-centric activities and events serving up good food, music and vibes! Artisan cocktails with fresh, 100-percent organic pressed juices, local food & eats, eco-conscious and Earth-inspired pop-up apparel shops,......

  • A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. With a field of 60-69 boats, the first-place cash......

  • For enthusiastic tarpon anglers, silver kings mean springtime. This high-energy, three-evening tournament mandates that teams fish with a different captain each evening. Teams also rotate among the three major bridge channels in Marathon, so any potential “hot spots” are shared among all anglers....

  • Ethan Siegel is in love. Tonight he’s going to ask Alice’s parents for permission to marry her. There’s just one hitch. Ethan and Alice broke up two years ago—and she’s in a serious relationship with someone else. But Ethan is undaunted. An irresistible comedy about......

  • This is a fun and festive one day fishing tournament for the heaviest dolphin. New and seasoned anglers are welcome! Over $8,000 in cash and prizes have been awarded in past events. All registration fees are tax deductible as allowable by law and will be......

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

Lower Keys

  • An impressive collection of artwork and extraordinary sculpture by world-renowned artists Bill Mack and Gary Welton will be on exhibition, through March 1 at Key West Gallery, 601 Duval St. Bill Mack, artist of Presidents, Celebrities and Luminaries, premiers his Hollywood Collection. Mack will be making......

  • Feel like running across a bridge in the Florida Keys without waking up early or breaking a sweat? From 10AM to 2PM, join zany-dressed participants for the world’s only Zero K across one of the shortest bridges in the Keys. The event is free to......

  • Whether at the solo piano, with a 12-piece ‘big band’ or an 80 piece orchestra, Tesh’s ability to create a unique journey for concert fans with music and storytelling has taken him from the Red Rocks Amphitheater and the Coliseum in Rome to Carnegie Hall......

  • Come learn about the benefits of reducing our carbon footprint and becoming more sustainable in our community. Please ride your bike and BYOB (bring your own bag). Enjoy a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-here......

  • Part of TSKW Old Town New Folk Series. Tom Rush’s shows are filled with the rib-aching laughter of terrific storytelling, the sweet melancholy of ballads and the passion of gritty blues. Although he’s known for his live performances, Rush’s albums are also legendary; The Circle......

  • Based on the smash-hit movie; a heartwarming, uplifting adventure of three friends, Tick, Bernadette and Adam, played by Christopher Peterson, Dave Bootle and Connor Cook, searching for love and friendship and end up finding more than they ever could have ever dreamed of. With a......

  • An island tradition for over 50 years, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make “music” with fluted conch shells. Contest located in the garden of the Oldest House, 322 Duval......

  • Masterworks III boldly integrates the old classical music and the new, bringing together in one evening two preeminent composers of different eras: Ellen Zwilich’s world premiere Concerto for Cello and Orchestra, featuring renowned GRAMMY® Award-winning cellist Zuill Bailey; and Mendelssohn’s Symphony No. 5, known as......

  • Natalia Kazaryan, pianist and Impromptu’s 2020 “Rising Star”, has performed at a number of prestigious venues across Europe. She has received top prizes from the Eastman Young Artists International, Kosciuszko Foundation Chopin, and the New York piano competitions as well as the Concours FLAME and......

  • Make your way to Sunset Green Event Lawn for what is sure to be an epic night of live music with a rock legend! Enjoy a good old-fashioned lunch-bucket rock & roll show that includes signature hits like “Get A Haircut”, “I Drink Alone”, “One......

  • Key West Artisan Market reminds you to ‘Spring Forward’, set your clocks and don’t miss the market, conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean.  Please ride your bike and BYOB (bring your own bag). Enjoy......

  • A charity flats-and-fly-only tournament with a twist – in addition to catch and release, anglers earn extra points for tagging their caught fish. Held at the Key West Yacht Harbor Marina on Stock Island....

  • The Tony Award®-winning revival that exhilarated Broadway is now on tour across North America. With a soul-raising, Grammy-winning® score of jazz, gospel, ragtime and blues, The Color Purple is an unforgettable and intensely moving revival of an American classic. Showtimes 8 p.m., Tennessee Williams Theater,......

  • Witness the evolution of a script by one of Key West’s singular talents. Writer/Director Mike Marrero, whose provocative comedy Alligator Alley premiered at The Studios last year, presents a public table reading of his latest script, and then a lightly produced show a week later.......

  • Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and interior design that complements each. February and March tours are offered 10 am to 4 pm each day. Transportation between homes is not provided. This......

  • It’s back! A Fabulous evening, featuring the cast of Pricilla Queen of the Desert, pulling their favorite songs out of a trunk and sharing them with you! Showtime 7 p.m....

  • Come do some sampling of some tasty Keys-based products and a full selection at the bar. If beer’s not your thing we’ve got bloody’s, mimosas along with a full bar and multiple food trucks and stalls offering eat-here or take-away.  Please ride your bike and......

  • A James Joyce professor journeys to Dublin to find his “almost love of a lifetime” from 35 years ago. A shift in time provides him more than just an opportunity to reminisce. If you could go back, would you? Performance 7 p.m. at BCG at......

  • This show is a must-see for any Sinatra fan! A multimedia extravaganza for the eyes and ears! Tony Sands has incorporated stunning graphics that entice you the moment the stage lights dim, and the music begins. The show starts with Sinatra’s early days with Tommy......

  • Join the Florida Keys SPCA to benefit the homeless animals of the Lower Keys!  Their biggest celebration of the year is at the Key West Golf Course that includes dinner, a live & silent auction, entertainment, complimentary wine & beer with cash liquor bar.  VIP......