The Lodging Association of the Florida Keys and Key West

Keys Events

Florida Keys & Key West Events Information, Accommodations of the Florida Keys. Plan your Island vacation around an event or holiday.
Events calendar provided by www.fla-keys.com.

Events in the Florida Keys for February, 2025
Year: Month:  
January 16 to February 08,  in Marathon
Marathon Community Theater: Always a Bridesmaid
This comedy follows four Southern high school friends who vow serve as bridesmaids in each other's weddings, no matter what. Fast forward to 30 years later, they are still determined to honor their vow and navigate the challenges of love and marriage as bridesmaids through multiple weddings. Showtimes at 8 p.m. 5101 Overseas Hwy.


January 22 to February 08,  in Key West
Waterfront Playhouse: The Angel Next Door
The wonderfully funny script by Paul Slade Smith captures the joy and wit of 1940s screwball comedies. Brace yourself for what a critic called "a perfect storm of comedic chaos, irresistible charm and rapid-fire banter." Showtimes 8 p.m. plus a 2 p.m. matinee on Feb. 1. 407 Wall St. at Mallory Square.


January 27 to February 02,  in Big Pine
Winter Star Party
Astronomers and astrophotographers from around the globe gather in the Lower Florida Keys to enjoy 180-degree viewing of the Southern Cross and other constellations, comets and stars during the Winter Star Party.


January 28 to February 22,  in Key West
Red Barn Theatre: Ms Holmes & Ms Watson, Apt. 2B
Fast-paced and wildly entertaining, this take on Sir Arthur Conan Doyle’s famous sleuth and sidekick re-examines the classic adventure stories you love through a bold new female lens. Shows at 7:30 p.m. 319 Duval St.


January 29 to February 02,  in Marathon
Cirque Ma'Ceo by Cavallo Equestrian Arts
Experience the magic with this emotionally charging, up close and personal experience. Step into the exclusive, custom designed Italian Big Top theater and settle back in brand-new, state of the art seating. The world of Ma’Ceo is proud to showcase mesmerizing acrobatic feats, aerial dancing, and exotic horses. Come feast your senses on the beauty and mystery through the adventure of Cirque Ma'Ceo. Showtimes vary. San Pablo Catholic Church, 550 122 Street Ocean.


January 31 to February 01,  in Islamorada
Swamp Guides Ball Fishing Tournament & Auction
In this annual all-release competition, organized by the Florida Keys Fishing Guides Association, anglers target three species – bonefish, redfish and snook. The tournament benefits the Florida Keys Fishing Guides Foundation and the Guides Trust Foundation, organizations that provide funds to people in the local fishing industry in times of need. Guides are welcome to register and fish as anglers. Tournament activities take place at Safe Harbor Angler House, mile marker 80.5 bayside. The online auction is open to all, not just registered anglers.


January 31 to February 02,  in Islamorada
Islamorada Women's Sailfish Tournament
This challenge has female anglers facing off in Islamorada against the famous tail-dancers for trophies and prizes. The tournament kick-off takes place Friday evening at Safe Harbor Angler House, MM 80.5 bayside. Fishing takes place Saturday and Sunday, with the awards ceremony at 6:30 p.m. Sunday. Men may serve as captains and mates.


February 01,  in Islamorada
Winter Festival
This huge indoor yard sale takes place from 9 a.m. to 4 p.m. at Coral Isles Church, mile marker 90 oceanside. Enjoy live music while shopping for plants, recycled jewelry and all sorts of items from over 40 vendors. There will be a fun Kid Zone to keep youngsters entertained. Visiting Drepung Gomang monks are to offer pet blessings throughout the day.


February 02,  in Marathon
Florida Keys Aquarium Encounters: Ground Conch Day
Early birds seeking to witness an "Only in the Florida Keys" experience may attend the "Ground Conch Day" festivities from 7 to 8:30 a.m. on Groundhog Day at Florida Keys Aquarium Encounters. Florida Keys dignitaries are to gather to join in the festivities as onlookers watch to see whether a resident conch living in a shallow water tank at the aquarium will see its shadow. Like with Punxsutawney Phil, whether or not the conch sees its shadow predicts either an early spring if it doesn't see its shadow, or six more weeks of winter if it does. However, in the Florida Keys, winter is quite pleasant with sunshine and warm days with no ice or snow.


February 02,  in Big Pine
Spanish Fly Music Festival
The 7th annual Spanish Fly Music Festival takes place at Boondocks Grille & Draft House, mile marker 27.5 on Ramrod Key, from 1 to 6 p.m. The live music lineup includes John Bartus, Michelle Travis, Adrianne Z, Jesse and Jill, and Gary Hempsey. The live auction, one of the biggest in the Florida Keys, raises money for the foundation honoring Jose Wejebe that provides fishing trips for those facing life-impacting challenges.


February 02,  in Islamorada
Marine Mammals & Mimosas
The Marine Mammals and Mimosas fundraising brunch takes place at The Oasis beachfront property in Islamorada, 82703 Old Hwy., from 11 a.m. to 3 p.m., with an optional VIP afterparty at The Protect Center, 82748 Overseas Hwy. Enjoy lively music, a mouthwatering brunch menu, auction items and mimosas. Tickets support the Marine Mammal Responder Hospital Construction Fund.


February 03,  in Key West
Key West Library Speaker Series: Special Pre-Gala Talk
The February 3rd Speaker Series guest, appearing in advance of the annual Friend's Gala Fundraiser, is Ann Cleeves in conversation with Roberta Isleib/Lucy Burdette.Cleeves is the best-selling author behind two hit TV series - the BBCs Shetland and ITVs Vera. Her latest crime novel is The Dark Wive in the Vera Stanhope series. This Speaker Series talk is the only ticketed event in the series. Gala and Talk tickets for non-members and free Talk-only tickets for everyone will be available on Jan. 1.


February 04,  in Key West
Studios of Key West: Will Kimbrough in Concert
William Adams Kimbrough is an American singer-songwriter, multi-instrumentalist and producer based in Nashville, Tenn. Kimbrough’s songs have been recorded by Jimmy Buffett, Little Feat, and Jack Ingram, among others. Most recently, their co-written song “Bubbles Up” became Buffett’s first posthumous single and a viral hit. He performs in concert Feb. 4 at 7 p.m. at the Studio's Helmerich Theater and Feb. 5 at 6 p.m. on the Hugh's View rooftop. 533 Eaton St.


February 04 to February 05,  in Islamorada
Poor Girl's Sailfish Tournament
This regional tournament raises money to spay and neuter feral cats in the Upper Keys. Trophies are awarded to the first-, second- and third-place teams, grand champion and runner-up grand champion anglers as well as for the largest dolphin fish, kingfish and tuna, among others. Tournament activities take place at the Islander Resort, mile marker 82 oceanside.
Contact: Sharon Ellenwood 305-664-2012


February 04,  in Key West
Mel Fisher Maritime Museum Lecture Series: The Amistad
Scholar, artist and activist Dinizulu Gene Tinnie will discuss the history and significance of the Cuban slaving schooner Amistad. Seized by captured Africans onboard while enroute to a Caribbean plantation, it was intercepted in August 1839 off the coast of Long Island, New York by the U.S. brig Washington. Tinnie will delve into the intricacies of this important event and its relevance to the maritime slave trade. He will also discuss his role as the co-director of an ambitious project to build a full-scale replica of a 19th century slave ship including a virtual, digital version. Doors open at 6 p.m., program at 6:30 p.m. Open seating with no reservation required. 200 Greene St.


February 05 to February 08,  in Marathon
Connections Project: A Mosaic of the Keys Pop-Up at Marathon Community Theater
The Florida Keys Council of the Arts Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. View this year's artful mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians at Marathon Community Theater from 6:30 to 7:45 p.m.


February 06,  in Key West
Studios of Key West: First Thursday Open House
Studios of Key West invites all to visit during First Thursday Open House, where art, conversation and community come alive after hours. Wander through the galleries showcasing the newest exhibitions, sip drinks under the stars at the Hugh's Rooftop terrace, and explore the creativity in the third-floor artist studios. Take in the vibrant energy, connect with fellow art lovers, and discover hidden gems at Books & Books. Mingle, marvel, or make memories!


February 06,  in Key West
Key West Theater: Massacoustics - 25 Years of Key West
The Massacoustics formed in 2000 with brothers Andrew Thompson on guitar and vocals and Matthew Thompson on drums, bass and vocals). They've performed their own brand of writer rock all over the world, but have a long history in Key West. 1 a mass


February 06 to February 08,  in Big Pine
Cuda Bowl
Lower Keys shallow water, all release spin and fly flats tournament for barracuda. The event is held the Friday and Saturday before Super Bowl Sunday annually. Tournament events held at South of the Seven, 17075 Overseas Hwy., Sugarloaf Key.


February 06,  in Key West
Key West Theater: Ben Harrison
Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.


February 07 to February 08,  in Islamorada
Keys Kids Sailfish Tournament
The 2nd annual Keys Kids Sailfish Tournament for anglers age 16 and younger begins with a kickoff meeting on Friday, Feb. 7 and fishing on Saturday, Feb. 8. More details to come closer to the tournament date. Sponsored by Tackle Center of Islamorada.


February 08,  in Islamorada
2025 George Poveromo SaltWater Sportsman National Seminar Series
The Seminar Series featuring George Poveromo along with teams of top national and regional angling authorities follows a “No Holds Barred” format that requires experts to reveal their prime fishing spots, the best times to fish them and the best baits and lures to use! Attendees receive five hours of fishing instruction, plus chances to win prizes and a Florida Keys fishing trip. Staged at Coral Shores High School Performing Arts Center, mile marker 89.9 in Tavernier, 9 a.m. to 3 p.m.


February 08,  in Islamorada
Dive Into Art & Music Grateful Dead Experience Concert
Join the History of Diving Museum for a benefit concert, art exhibit and special musical tribute to musician, artist and avid diver Jerry Garcia of the Grateful Dead. Rainbow of Sounds, a beloved Grateful Dead Experience Concert band, is set to bring a night of timeless tunes and joyful vibes to the stage in support of the History of Diving Museum. Concertgoers will enjoy a stellar musical performance but while contributing to a cause that educates and inspires future generations about the evolution of diving technology and underwater adventure. 5:30 to 9 p.m. at Safe Harbor Angler House, mile marker 80.5 bayside.


February 08,  in Key West
Coffee Butler Amphitheater: The Gipsy Kings Featuring Nicholas Reyes
Nicolas Reyes has been the leader and co-founder of the Gipsy Kings for well over 30 years. In the past three decades, the group has dominated the World Music charts and sold more than 14 million albums worldwide. Doors open at 6:30 p.m.; show at 8 p.m. 21 E. Quay Rd.


February 08,  in Key Largo
Share the Love Black Tie Affair
Experience an elegant evening at Playa Largo Resort & Spa while raising money for Wesley House Family Services. Tickets include an open bar, hors d'oeuvres, dinner and dancing. Bid on items in live and silent auctions including amazing trips, art and jewelry. 6 p.m., 97450 Overseas Hwy.


February 09,  in Key West
Sheriff’s Animal Farm Open House
Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds and many more. Visits are free of charge, but donations of cash or fresh produce are always welcomed. Stock Island Detention Center, 5501 College Rd.


February 09,  in Key West
Conch Republic Polar Plunge
All brave souls are welcome for the 15th Annual Southernmost Conch Republic Polar Plunge, a cherished tradition benefiting the programs of Samuel’s House supporting the homeless in Key West. Take the plunge into the cool Atlantic Ocean waters at Higg's Beach in front of Salute Restaurant, 1100 Atlantic Boulevard at 12 p.m. (noon) on Super Bowl Sunday. Your $50 registration includes an event T-shirt, a cool symbol of your support.


February 09,  in Key West
Impromptu Classical Concerts: Dover Quartet
Named one of the greatest string quartets of the last 100 years by BBC Music Magazine, the two-time Grammy nominated Dover Quartet is one of the world’s most in-demand chamber ensembles. The quartet is the Ensemble in Residence at the Curtis Institute of Music and holds additional residencies at Northwestern University and the Walton Arts Center’s Artosphere festival. 4 p.m. at St. Paul's, 401 Duval St.


February 10,  in Key West
Galentine's Luncheon
Grab your best gal pal, wear your finest pink outfits and gather at Key West Yacht Club, 2315 N. Roosevelt Blvd., for a "Galentine's Day" Luncheon. Enjoy music, signature cocktails, lunch, a dessert buffet and a fabulous auction, all to benefit the programs of Wesley House Family Services.


February 10,  in Key West
Studios of Key West: Boston Globe Spotlight Journalist Mike Rezendes
Pulitzer Prize-winning journalist Mike Rezendes was one of the Boston Globe‘s “Spotlight” team which exposed the Roman Catholic clergy sexual abuse scandal. Now a member of the Global Investigative Team at the Associated Press, he comes to Key West to talk to Stephen Kitsakos, Artistic Advisor, about his work as an investigative journalist, screenwriter and Jimmy Breslin’s biographer. 6 p.m. in Helmerich Theater, 533 Eaton Street.


February 10 to February 24,  in Key West
Key West Library Speaker Series: Mondays at 6 p.m.
Authors in the Key West Library Speakers series appear on Mondays through March. February's featured speakers are: February 10: Ellen T. White and Leslie Tinsley. White is author of Key West: Paradise Found and Tinsley is author of more than 70 titles on American crafts and Key West Cottages and Gardens. February 17: Cheryl Lu-Lien Tan, author of Sarong Party Girls and A Tiger in the Kitchen. February 24: Michael Ruhlman, author of cookbooks and non-fiction narratives; and Ann Hood, author of memoir and fiction titles. Free to attend, no registration required. Talks take place in the library's Palm Garden, 700 Fleming St. at 6 p.m.


February 11,  in Key West
Mel Fisher Maritime Museum: Santa Clara Insider Tour
An informal tour of the Mel Fisher Maritime Museum’s recently installed exhibition, 'Uncovering the Santa Clara,' led by Corey Malcom, Ph.D. The tour will provide a behind-the-scenes look at the museum’s conservation lab, wet storage and visible permanent collection storage, all spotlighting artifacts from Santa Clara. The program is sold out, please sign up for the waitlist. 6:30 to 7:30 p.m. 200 Greene St.


February 11,  in Islamorada
Matecumbe Historical Trust: Submerged Cemetery at Fort Jefferson, Dry Tortugas
Guest speaker Joshua Marano, an archaeologist with South Florida National Parks presents information about the recent discovery of the archeological remains of a now-submerged yellow fever hospital and cemetery at Fort Jefferson in Dry Tortugas National Park, and how the discovery led to interesting research questions. Islamorada Library, 81830 Overseas Hwy, bayside. 6 to 7 p.m. Free.


February 12,  in Key West
Studios of Key West: Full Moon Love Stories with Libby York
Celebrated vocalist Libby York and her accomplished accompanists, perform classic love songs under a rising full moon on the Hugh's View rooftop. Whether you’re burning with love, lust, or romantic dismay, York will lift your heart as you watch the Snow Moon rise over the best view in town. 6 p.m., 533 Eaton St.


February 13 to February 17,  in Key West
Presidential Families Weekend
A series of special events takes place over Presidents' Day Weekend at the Harry S. Truman Little White House beginning on Thursday, Feb. 13 with a "Happy Hour at Harry's." On Sat. Feb. 15, there is a discussion panel with presidential descendants. Presentations of the one-man play "Give 'Em Hell, Harry!" take place Sunday and Monday. There will also be a traditional President's Day cookout on Monday, Feb. 17 from 11:30 a.m. to 1:30 p.m. with picnic-style food available for purchase. Find more event information and ticket sales online. 111 Front Street, Key West.


February 14,  in Key West
Key West Outdoor Movies: Valentine's Date Night
Key West Outdoor Movies presents a romantic film (to be named) at the parade grounds at Fort East Martello, 3501 S. Roosevelt Blvd. The grounds open at 5 p.m. with free admission. Food and drink will be available for sale by vendors onsite, and there will be free popcorn and activities for all. Bring low chairs or a blanket. The movie starts at dusk.


February 14 to February 15,  in Key West
Old Island Restoration Foundation: February Home Tours
Key West is home to what is considered the largest predominantly wooden historic district in the United States. One weekend a month in February and March, five distinctive homes and their gardens open, revealing a range of architectural gems, eclectic art, transformed cigar-makers cottages, shipbuilders’ craft, re-imagined Victorian mansions, and the stories behind the facades. Home tour tickets provide entry to 5 homes at your self-guided pace during the Friday-Saturday tour dates. All tickets for sale online. Your receipt will be your ticket to enter the home. If you prefer to have a physical ticket, you can pick one up at the Oldest House Museum gift shop, 322 Duval St., the week before the tour date.


February 14,  in Key West
South Florida Symphony: Don Juan with Berlioz and Johan Strauss
Celebrate love in all its dramatic, erotic, poetic, scandalous, and insatiable forms with R. Strauss’ swashbuckling escapade Don Juan and his touching Four Last Songs (featuring soprano Amy Shoremount-Obra). Plus, Berlioz’ tumultuous King Lear Overture and the world’s most famous waltz – J. Strauss II’s gorgeous The Blue Danube.


February 15,  in Key West
Key West Tropical Forest & Botanical Garden: Rum Infused Scavenger Hunt
This second annual Rum Infused Adult Scavenger Hunt is a fun way to enjoy the beauty and natural wildlife of the garden. Teams can be created for the scavenger hunt with points given for the most items identified within one hour. A silent auction and raffle is to raise funds for the capital campaign for construction of a new educational facility at the garden. Don’t forget your pirate and mermaid costumes for the costume competition, and yes there will be rum tastings and libations all evening! Music by John Bartus. 5 to 9 p.m. 5210 College Rd.


February 15 to February 16,  in Key West
Florida Keys Seafood Festival
The 19th annual Florida Keys Seafood Festival takes place Saturday from 11 a.m. to 8 p.m. and Sunday from 11 a.m. to 5 p.m. at Truman Waterfront Park, located at the end of Southard Street. Everything Florida Keys seafood is on the menu, including fish baskets and platters, grilled spiny lobster, peel and eat Key West pink shrimp, smoked fish dip, Bahamian conch chowder and more. Attendees can enjoy adult beverages, live music, great shopping and art and a children's eco discovery zone.


February 15,  in Islamorada
The Hale Gallery: Artist "Pasta" Pantaleo's P25 Collection Opening Reception
Be the first to see the new P25 Collection by Islamorada's legendary artist, Roberto "Pasta" Pantaleo. View his fabulous collection of new paintings and enjoy refreshments and entertainment at The Hale Gallery at Ocean Sotheby's International Realty, mile marker 81.8 bayside, beginning at 5:30 p.m.


February 15 to March 31,  in Islamorada
The Hale Gallery: P25 Collection - New Artwork by Roberto "Pasta" Pantaleo
View the exciting new collection of paintings by Islamorada's legendary artist, Roberto "Pasta" Pantaleo. The works are to be on display through March 31 at The Hale Gallery at Ocean Sotheby's International Realty, mile marker 81.8 bayside from 10 a.m. to 4 p.m. Monday through Friday.


February 15,  in Key West
The Turtle Hospital: Sea Turtle Release in Key West
The public is invited to watch a sea turtle release Saturday from Higg’s Beach behind Salute’ restaurant, 1000 Atlantic Blvd. Help cheer for “Luna Diana”, a gorgeous 270 pound loggerhead sea turtle returning to her ocean home. The turtle was rescued last month when she was found with a boat strike injury, struggling at the surface off Key West. Treatment at The Turtle Hospital included wound care, antibiotics, fluids, and vitamins. Luna Diana is strong and healthy and ready to return to sea! The Turtle Hospital ambulance will arrive at Higg’s beach with the marine turtle at 11:10 a.m. with release at 11:30 a.m


February 15,  in Key West
6th Annual Pup Crawl
Don't miss this tail-wagging good time for people and their furry friends, all to support the Florida Keys SPCA. Make your way from bar to bar and engage in fun activities at each location, gathering pet toys and treats along the way. There are to be contests with prizes, a mini pool party for pets, whipped cream treats for dogs, and drinks for humans. Register in advance online, or at Hank's Hair of the Dog Saloon or Tattoos & Scars from 12:30 to 1 p.m. on Feb. 15. Then stroll to all participating bars in any order from 1 to 5 p.m. -- Hanks, General Horseplay, Island Dogs Bar, Retro Room, Tattoo's & Scars and Shots & Giggles. Get the full schedule of events with registration.


February 15,  in Key West
Tropic Cinema: Movies Under the Stars - The Princess Diaries
Don't miss the monthly free Movies Under the Stars screening - this month, the movie is The Princess Diaries. The film will be presented free for all, outdoors on Eaton Street. Bring chairs or blankets for seating. Concessions are to be available in the theater lobby. The film begins a half hour after sunset. 416 Eaton St.


February 15,  in Big Pine
Run with Deer 5K Run/Walk
Run or walk this fun 5k through Key deer habitat on Big Pine Key and support the Florida Keys Wildlife Society, the group that raises funds for all Florida Keys National Wildlife Refuges. The race starts and ends at Big Pine Community Park, 31009 Atlantis Dr. Participants are encouraged to dress as Key deer or other native wildlife! Awards will be given to the 5k top overall male and female winners; top masters male and female; the first and second in each age group; and to the top three overall male and female walkers. $40 to run or walk for age 14 and over; $15 for 13 and under.


February 15,  in Key Largo
Garden Club of the Upper Keys: Garden Walk
Tour the gardens at this year's selection of private homes at your own pace using your own transportation between 10 a.m. and 4 p.m.. Garden club members are to be on hand at each location to aid in plant identification. Before, during or after your garden tours, stop by the Francis Tracy Garden Center, mile marker 94 bayside, for an art show and plant sale. Tickets, in advance through 2/14, $32; and $35 per person the day of the event. Tickets Saturday available at Francis Tracy Garden Center and at the featured gardens.


February 16,  in Key West
Key West Theater: Debbie Gibson
Legendary singer, songwriter and theatrical performer Debbie Gibson is a celebration of passion, innovation, and community. Embrace the opportunity to explore the world of music with her. Doors open at 7 p.m.; show at 8 p.m. 512 Eaton St.


February 17,  in Key West
Coffee Butler Amphitheater: Willie Nelson & Family
With a seven-decade career, Willie Nelson has earned every conceivable award as a musician and amassed reputable credentials as an author, actor, and activist. He continues to thrive as a relevant and progressive musical and cultural force. The iconic entertainer returns for a show Feb. 17 at 7 p.m. with family members and featured artist Randall King at Coffee Butler Amphitheater, 21. E. Quay Rd.


February 17,  in Key West
Key West Theater: Garrison Keillor Tonight
Garrison Keillor Tonight is an evening of stand-up, storytelling, audience song, and poetry. One man, one microphone. There are sung sonnets, limericks and musical jokes, and the thread that runs through it is the beauty of growing old.


February 18,  in Key West
Mel Fisher Maritime Museum Lecture Series: Treasure Coins with Carol Tedesco
Carol Tedesco, author of "Treasure Coins of the Nuestra Señora de Atocha & the Santa Margarita" and other shipwreck-related books and archaeological "mystery" articles, is to speak on silver coins and other intriguing artifacts. She will discuss the similarities and differences in Spanish Colonial shipwreck cargoes based on year, geography and twists of fate. Open seating. No reservations required. Doors open at 6 p.m., program at 6:30 p.m. 200 Greene St.


February 18 to March 01,  in Key West
Fringe Theater: Goodnight Oscar
There's a fine line between genius and insanity - and tonight, that line is on TV. It’s 1958 and Jack Paar hosts the hottest late-night talk show on television. It's the sweeps, so tonight's guest is wild card Oscar Levant. Just where does entertainment end and exploitation begin? Smart. Funny. Riveting. 7 p.m. at 600 White St. at the Armory.


February 19,  in Islamorada
History of Diving Museum: Immerse Yourself Presentation
Mike and Georgann Wachter have been diving around the world since the mid 1970s but particularly enjoy the pristine and perfectly preserved shipwrecks that lie in the fresh waters of the Great Lakes. This has resulted in the discovery of over 60 wreck sites, and books including Erie Wrecks and Lights, Erie Wrecks East, Erie Wrecks West, and a Lake Erie shipwreck chart with over 360 GPS shipwreck coordinates.


February 20,  in Islamorada
Morada Way Third Thursday Art Walk
The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. This Thursday, enjoy a holiday-flavored edition of the art walk with Keys-inspired fine artists, vendors, residents, and visitors congregating on Morada Way in Islamorada. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82 at 151 Morada Way.


February 21,  in Key West
Key West Art & Historical Society: Let's Disco, a Night of Glitter, Glam & Groove!
This fundraiser for the Key West Art & Historical Society is the ultimate night to dance, sip and feast in true 70s style! Get ready for a vibrant and high-energy event where the beats are hot, the drinks are flowing at our open bar, and the food is just as fabulous as the fashion. It’s a throwback celebration packed with nonstop fun and retro glamour as well as a fantastic silent auction. 6 to 9 p.m. at Fort East Martello Museum, 3501 S. Roosevelt Blvd.


February 21 to February 23,  in Marathon
Sombrero Beach Run Weekend
Stocked with food, drinks, music and entertainment, the running event is to be staged Saturday, Feb. 22 at Sombrero Beach at the end of Sombrero Beach Road, mile marker 50. Awards are given to overall finishers in the 10k run, 5k run and 5k walk. Those completing the event’s 15k challenge receive special gifts. Celebrations and beach activities Friday through Sunday fill the weekend.
Contact: 305-743-4582
Email: [email protected]

February 21 to February 22,  in Key West
Key West Garden Club: Garden Tours
Take a peek behind five gardens gates of private Key West homes. The Key West Garden Club hosts annual tours of select, beautiful and diverse gardens. Find tickets in advance at keywestgardenclub.com or purchase at any one of this year's garden venues.


February 21,  in Key West
Key West Theater: A Totally Rad Island Affair
Rock out to music from the 1980s with The Durtbags from 6:30 to 8 p.m. and DJ Chaka from 8 to 10 p.m. Doors open at 5:30 p.m. Enjoy games, dancing, and bid on awesome silent auction items. Proceeds go toward funding field trips, recreation areas and teacher appreciation programs at Sigsbee Charter School. 512 Eaton St.


February 21,  in Key West
Studios of Key West: Anne McKee Fine Art Auction
The Studios hosts the annual Anne McKee Auction now celebrating its 31st year. The Anne McKee Artists Fund supports an array of visual, literary & performance artists whose creative contribution adds to the quality of life throughout the Florida Keys. Proceeds fund grants exclusively benefiting Keys artists.


February 22 to February 23,  in Key West
Key West Art & Craft Festival
The Key West Craft Show and Old Island Days Art Festival are now combined to create the Key West Art & Craft Festival. The event includes artist demonstrations, a patron comfort station with valet package check, upscale food trucks, plenty of seating, and fun events and activities for children. The location for the combined show is along the Quay at Truman Waterfront Park, 100 Southard Street.


February 22 to February 23,  in Islamorada
Gigantic Nautical Market
You’ll find bargains on everything nautical including clothing, fishing and diving gear, boats, motors, furniture for your boat and home, original artwork and much more. There’s fun for the entire family. Gates open at Founders Park at mile marker 87 bayside at 8 a.m. Saturday and 9 a.m. Sunday. There will be 18 food trucks spread around the park. Parking is available at Coral Shores High School with free shuttle service to the park.


February 22 to February 23,  in Key West
Connections Project: A Mosaic of the Keys Pop-Up at Key West Art & Craft Festival
The Florida Keys Council of the Arts Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. View this year's mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians from 10 a.m. to 4 p.m. at the Key West Art & Crafts Festival at Truman Waterfront Park at the end of Southard St.


February 23,  in Big Pine
Lower Keys Rotary: Old Wooden Bridge Kids Fishing Tournament
Don't miss this opportunity to take the kids fishing! Kids age 5 to 12 fish for free with the use of free rods and bait. Please do not bring your own rod and reel. Arrive to register between 8:30 and 9:30 a.m. Fishing takes place from 10 a.m. to noon at Old Wooden Bridge Marina, 1791 Bogie Rd. Volunteers from FWC and the Monroe County Sheriff's Department will be on hand to help the kids, and there's free food, too!


February 23,  in Key West
Impromptu Classical Concerts: Avery Gagliano
Avery Gagliano, pianist, is Impromptu’s 2025 “Rising Star”. Having made her debut at Carnegie Hall at the age of just 20, 22-year-old, Gagliano is an artist with ‘distinctive young talent’. Avery came to international acclaim as the First Prize and Best Concerto Prize winner at the 2020 National Chopin Piano Competition, and as the only American semifinalist at the 18th International Chopin Competition in 2021. 4 p.m., St. Paul's, 401 Duval St.


February 23,  in Key West
Sheriff's Animal Farm Open House
Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds and many more. Visits are free of charge, but donations of cash or fresh produce are always welcomed. Stock Island Detention Center, 5501 College Rd.


February 23,  in Key West
Schooner Wharf Bar: Wrecker's Cup Race
Set your sails for the 40th annual Wrecker's Cup Race series. Sailing vessels of all sizes are welcome to join the regatta. A captain's meeting is to be held Sat. night, Feb. 22, with the race beginning Sunday, Feb. 23 at 1 p.m. An awards ceremony is to follow Sunday evening at 7 p.m. Spectators can view the action on a big screen at the bar, located at 202 William St.


February 25,  in Key West
Mel Fisher Maritime Museum Lecture Series: Stories from the Golden Crew
Enjoy a panel discussion with members of Mel Fisher’s Golden Crew moderated by Carol Shaughnessy. Panelists include Tom Ford, Syd Jones, Andy Matroci and Vince Trotta. Shaughnessy will initiate and guide a lively exchange of memories as experienced by some of the key figures who worked the famed Atocha’s “main pile,” recovering priceless historic artifacts from the wreck site. Open seating. No reservation required. Doors open at 6 p.m., program at 6:30 p.m. 200 Green St.


February 26,  in Key West
Key West Theater: Ben Harrison
Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.


February 26 to March 22,  in Key West
Waterfront Playhouse: La Cage Aux Folles
This classic of American musical theatre is an important story about family, tolerance, love, and understanding. 407 Wall St. at Mallory Square.


February 28,  in Key West
Coffee Butler Amphitheater: Beach Boys
See the band whose songs forever changed the musical landscape, The Beach Boys, on the Endless Summer Gold Tour at Key West's Coffee Butler Amphitheater at Truman Waterfront Park, 21 Quay Rd. Doors open at 6 p.m.; show at 7:30 p.m .


February 28 to March 02,  in Key West
Key West Orchid Festival
The Annual Key West Orchid Festival takes place at West Martello Fort and is open to the public with free admission. Enjoy the beautiful orchids grown by locals in the show area and vote for your favorite. Find orchids and orchid supplies for sale. There will be food vendors and raffles of gorgeous blooming orchids. 10 a.m. to 4 p.m. daily. 1100 Atlantic Ave. at Higgs Beach.


February 28,  in Islamorada
Swords & Tails - A Seaside Soiree
The College of the Florida Keys presents the 13th annual Swords & Tails - A Seaside Soiree. The event takes place at the Islander Resort, mile marker 82, from 6 to10 p.m. This fun evening includes food, drinks, a DJ, dancing and a virtual silent auction. The theme is pirates and mermaids - which will you be? Costumes are encouraged! The event is a fundraiser for the CFK Foundation.




The Lodging Association of the Florida Keys and Key West
818 White St.
Suite 8
Key West, FL 33040
  305-296-4959 phone
305-296-1408 fax
[email protected]

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