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 January, 2022
Year: Month:  
November 04 to January 31,  in Key West
Arts Council presents 2021 Members Show ‘Dazzling Horizons’
The Opening Reception will be held Nov. 4, from 5:30 – 7:30 pm at the historic Gato Building, 1100 Simonton St. The exhibition will remain on display through January 2022. Dazzling Horizons - a look forward and a look around - the creativity is inspirational! Our magnificent sunsets, colorful skies, shiny moon, and endless glistening waters encourage us to preserve and enjoy nature.
Contact: 305-295-4369


November 24 to January 01,  in Key West
Key West 'Bight' Before Christmas
Enjoy a free Keys holiday event to celebrate the spirit of the season. ‘Harbor Walk of Lights’ comes alive each evening at dusk, through New Year’s Eve, and runs along water past Greene St., William St., Margaret St., to the Key West Ferry Terminal. Traditional main features will light up that night, including the 20’ Fishing Buoy Tree, a 16’ Nautical Christmas Tree and the original Key West Lobster Trap Tree. Colorful lights and nautical holiday displays include ship’s anchors, tropical birds, tropical fish, pink flamingos, pelicans, manatees, animated sea turtles and dolphins, and even a festive moray eel, along with thousands of lights all around and in lighted palm trees.


December 01 to January 01,  in Key West
Key West Holiday Fest
A merry range of celebrations during Key West's busy holiday season traditionally includes the Harbor Walk of Lights, Holiday Historic Inn Tours and a lighted boat parade with festively lit vessels and good cheer. Other events include the annual hometown holiday parade, festive island lights tours via the Conch Tour Train and Old Town Trolley, seasonal artisan markets and bazaars, and New Year’s Eve “drops” that spoof New York City’s annual Times Square “ball drop.”


December 29 to January 15,  in Key West
Fringe Theater presents: Diva! Live From Hell
The high school drama club president literally kills for a role and finds himself starring in a "flaming hot" cabaret presented nightly -- live from hell. Wickedly fun. Tickets, show dates and times online. Performances begin at 7 p.m., Fringe Theater, 600 White St.


January 01,  in Islamorada
First Day Hike at Long Key State Park
Bring your family and friends and start your new year off on the right foot, active and outdoors! This one- mile guided hike, from 1-2 p.m. on the Golden Orb Nature Trail, is to be exercise-focused. However, there will be educational opportunities along the trail too. Whether you are a first-time visitor to this park, or a regular, we hope that this First Day Hike inspires you to make Long Key State Park an important part of your exercise routine and your life. Please dress for the weather and bring a reusable water bottle, sunscreen, bug spray, and any other items that will make your hike more enjoyable. The park is located at 67400 Overseas Highway.


January 03,  in Key Largo
Orange Bowl Swim Classic
Hundreds of college swimmers from around the country, some who have pursued Olympic gold, are to meet and compete in a popular monthlong winter training session in Key Largo that culminates in the open-to-spectators event. Competition is to begin at 10 a.m. until noon. Free to watch, at Jacobs Aquatic Center, mile marker 99.6 oceanside. The sprint-style meet features several fast-paced swimming events.


January 04 to January 06,  in Islamorada
Islamorada SailFly Tournament
This time of year, the weather is typically ideal for a hot Atlantic sailfish bite. Entrants can compete in one of the toughest and most exciting angling events of the year.
Contact: Randy Towe at 305-394-2667
Email: [email protected]

January 05,  in Key West
ZEN by Karen Moore Malas & Mantras at Sacred Space Key West
Get meditative and creative in the New Year and walk away with a personally designed 108-piece mala bead necklace handcrafted by YOU! Class participants learn about the history, uses and energetic meaning of the natural elements and gemstones through the creation of your very own mala necklace in this fun jewelry-making workshop. Class is from 5:30-7:30 p.m.; price is $138 per person and includes all supplies and a glass of New Year's bubbles! Reserve a spot online.


January 06 to January 09,  in Key West
Key West Literary Seminar
Each year, the Key West Literary Seminar explores a particular literary theme. For “A Seminar Named Desire” we’re interested in literary explorations of the profane and the profound, the inventive, the graphic, and the deeply felt. This will be a unique gathering of some of today’s most acclaimed writers in conversation about the elemental urge at the center of human activity: desire.


January 06 to January 08,  in Key West
Pole Vault in Paradise Competition
Pole Vault in Paradise brings together pole vaulters from age 9 to 75 to compete alongside some of the best pole vaulting elites from around the country. Sponsored by the nonprofit Key West Track & Field Club, the event is to be staged at Higgs Beach. Prize monies for male and female challengers are up for grabs, including additional prize money for any man or woman who breaks the island record.


January 06 to January 27,  in Key West
South of Southernmost by Mark Hedden
South of Southernmost is a photography project that documents the shift Ballast Key’s story. Ballast Key is a backcountry island seven miles west of Key West, south of the Southernmost point. Under the guidance of the Nature Conservancy, the island was donated to the National Wildlife Refuge system, with the intention of it becoming a backcountry research station. View the exhibition in The Studios of Key West’s Sanger Gallery, 533 Eaton St., is open Tue-Sat., 12-4 p.m., free of charge.


January 07 to January 08,  in Islamorada
Fish for Holly Sailfish Tournament
Created to raise money for Keys scholarships and domestic violence initiatives, this memorial tournament honors the late Holly Given, a Keys resident and avid angler. Participants are to gather at Postcard Inn to compete for top male, female and junior angler awards as well top team and fun fish categories.


January 08 to January 09,  in Marathon
The Florida Keys Celtic Festival
Some of America's most celebrated Celtic musical masters are to be featured at the Marathon Community Park, MM 49. The festival also features Irish and Scottish dancing, Highland athletics, Celtic merchandise, food and beverage booths and children's activities. Hours and events schedules TBD.


January 09,  in Key West
Key West Artisan Market Market, 'Preserve Island Life' Edition
From 10 a.m. to 2 p.m. in the parking lot at Sonny McCoy Indigenous Park, 1801 White St., across from White Street Pier and the opposite side of the dog parks by the bocce courts. Each Market is themed and pairs with one or more charities to promote community causes. All artists who show at the event are carefully selected and live and create in the Keys. This week's Market spotlights the City of Key West's efforts to preserve local culture.


January 09,  in Key West
Impromptu Classical Concert Series Celebrates 50 Years: Canada's Junction Trio
Three renowned and visionary young artists have combined their talents to create this eclectic and exciting new piano trio. Violinist Stefan Jackiw, pianist Conrad Tao and cellist Jay Campbell are to be making their first appearance together in Key West, but Tao, who has appeared worldwide as a pianist and composer, will perform here for the second time. All concerts are to take place at 4 p.m., at St. Paul's Episcopal Church, 401 Duval St. Admission is $20 at the door. All students will be admitted free. Due to the ongoing pandemic, facial masks are required and special anniversary face masks will be provided free. Attendees are requested to be Covid-vaccinated and symptom-free. 


January 10,  in Key West
Friends of the Key West Library present Speaker Series: Author Tom Perrotta
Tom’s best sellers include Election and Little Children, both of which were made into Oscar-nominated films, and The Leftovers, which was adapted into a critically acclaimed, Peabody Award-winning HBO series. His other books include Bad Haircut, The Wishbones, Joe College, The Abstinence Teacher, and Nine Inches. His newest novel is Mrs. Fletcher. From 6-7 p.m. at Tropic Cinema, 416 Eaton St.; Covid guidelines include 50 percent seating capacity and masks are recommended.  The lectures are free and open to all.


January 12 to March 09,  in Islamorada
'Keys History & Discovery Center Presents' Lecture Series
Keys History & Discovery Center Presents…lectures cover a range of topics and are offered with both in-person and live virtual participation options. Topics include (Jan. 26) Hemingway and Bimini: The Birth of Sport Fishing at ‘the End of the World’ ; (Feb. 9) Key Limes, Bonefish and Hurricanes: The Lancelot Jones Story; (Feb. 23) A History of Weather Forecasting in the Florida Keys; and (March 9) Florida Loves Manatees. Advance registration is required. Presentations begin at 6 p.m. For in-person participants, doors to Keys History & Discovery Center open at 5:30 p.m. Free for members. Non-members: In person, $10; Virtual, $5.


January 12 to January 29,  in Key West
Waterfront Playhouse presents: Matilda, the Musical
Inspired by the twisted genius of Roald Dahl, the Tony Award-winning Roald Dahl’s Matilda The Musical is the captivating masterpiece from the Royal Shakespeare Company that revels in the anarchy of childhood, the power of imagination and the inspiring story of a girl who dreams of a better life. With book by Dennis Kelly and songs by Tim Minchin, Matilda has won 47 international awards and continues to thrill sold-out audiences of all ages around the world. Performances at 8 p.m., Waterfront Playhouse, 407 Wall St.; visit website for show dates and tickets.
Contact: Box Office 305-294-5015


January 13 to January 14,  in Key West
The Studios of Key West presents: Tom Chapin in Concert
Not many artists can count six decades, 26 albums and three GRAMMYs in their bio, but Tom Chapin is not most artists. The New York Times called Chapin "one of the great personalities in contemporary folk music."  Seeing the multi-talented music man on stage, it's easy to understand why. General admission tickets online; Jan. 13 performance starts 6 p.m. at Hugh's View; Jan. 14 show starts 8 p.m. at Helmerich Theater, both at the Studios of Key West, 533 Eaton St.
Email: [email protected]

January 13 to February 12,  in Marathon
Marathon Community Theater presents: Sunset Village
In Florida's most notorious retirement community, a recent widow is pulled into a senior-citizen Neverland where venereal disease rates are the highest in the nation, and sex, drugs, and rock 'n roll never die.  Edna is starting over in a bizarro Disney version of the twilight of life.  Along the way she finds her voice and purpose with the help of an eccentric cast of new friends that comprise the rowdiest old lady gang since the Golden Girls.  SUNSET VILLAGE is an off-Broadway comedic odyssey from Florida playwright Michael Presley Bobbitt is as life-affirming and heartfelt as it is outrageous. Show dates and times available online.
Contact: Box Office 305-743-0994


January 13 to January 16,  in Key West
Key West Kingfish Mayhem
This the first tournament of the five-leg Kingfish Mayhem Pro Series. In the winter, Key West is the staging ground for King Mackerel before they start their annual migration in the Gulf. Big fish from the 50-70 lb. range are common in these areas, which creates an exciting and competitive environment at the weigh-in. This event has been enhanced by adding tuna, mahi and wahoo, for a four-species tournament. Teams from all around travel to join this world-class event for their shot at claiming King of Key West!


January 14 to January 16,  in Islamorada
10th Annual Baygrass Bluegrass Festival Weekend
A series of three, single-band concerts are planned for the weekend, in a redesigned festival format for 2022. Performances include Hare of the Dawg, from 6-9 p.m. Jan. 14 at Florida Keys Brewing Co.'s beer garden; Belle and the Band Duo play from 2-6 p.m. at the Blue Marlin stage; and Jan. 16, Grass is Dead performs from 6-9 p.m. at Florida Keys Brewing Co. Venues are located in the Morada Way Arts & Cultural District, 81599 Old Hwy. Admission is free, sponsored by Islamorada Community Entertainment.


January 14 to January 17,  in Key West
RokIsland Fest 2022
Staged at the Truman Waterfront Park Amphitheater, the world’s greatest rock bands descend upon the island of Key West for this inaugural 4-day music festival in paradise. Single- and multi-day passes available. Performers include Bret Michaels, Night Ranger, Cheap Trick, Dee Snider, Lita Ford, Bango Tango and more.


January 15 to May 21,  in Key West
Key West Tropical Forest & Botanical Garden Speaker Series
Interested in learning more about the complex and fascinating environmental world of Key West and the Florida Keys? Then join a Speaker Series the third Saturday of each month this spring. Topics include Feb. 19: ‘History of the US Navy in the Keys’ with Dr. Cori Convertito, Curator Key West Art & Historical Society; March 19: ‘The Birds of Key West’ with Mark Hedden, Local Bird Expert; April 16: ‘The Cuban Chugs’ with Dr. John Bratten, University of West Florida; and May 21: ‘Biodiversity and Butterflies’ with Taylor Hun, US Fish & Wildlife Field Technician. Lectures are held in the Nature Chapel at Key West Tropical Forest & Botanical Garden is located at 5210 College Rd., on Stock Island. Free for members, $10 for non-members.


January 15 to January 16,  in Big Pine
18th Annual Nautical Expo
Admission and parking at this event are free, held at the Lower Keys Chamber of Commerce grounds, MM31, Saturday from 8AM to 4PM and Sunday 8AM to 2PM. Find steals and deals on everything imaginable for boating, fishing, diving and more, from dozens of vendors. Crafts, food and beverage, live music and entertainment round out the two-day event.
Contact: 305-872-2411
Email: [email protected]

January 15 to January 16,  in Key West
Key West Half Marathon & 5k Run
Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com.
Contact: Barbara Wright 305-240-0727
Email: [email protected]

January 15,  in Islamorada
38th Annual Art Under The Oaks
Fine art & original crafts, a variety of entertainment, specialty food booths, children's arts & crafts, as well as a raffle of items donated by the artists are part of the annual highlights. San Pedro Church Gardens, 9 a.m. - 4 p.m., Mile Marker 89.5 on Plantation Key in Islamorada. Onsite parking is available for a $5 donation. Additional parking available at Plantation Key Elementary School.
Contact: 305-852-5372 ext 3
Email: [email protected]

January 16,  in Big Pine
Outstanding in the Field at Grimal Grove
A unique and intimate open-air feast is to lure foodies to the Lower Florida Keys’ Grimal Grove and showcase the Keys’ tropical and subtropical fruits and “Floribbean” island-style cuisine. The outdoor gourmet experience is to feature an “endless table” with seating for up to 150. Presented by Outstanding in the Field, an internationally known “traveling restaurant without walls,” it celebrates local farmers and regional cuisines via pop-up dinners at iconic venues. Tickets available online.


January 17,  in Marathon
Florida Keys Concerts Association presents: An Evening of Opera Highlights
Samantha Hankey, mezzo soprano; Weston Hurt, baritone; Amy Owens, soprano; Angel Romero, tenor; Richard Fu, pianist will delight your ears and hearts with wonderful arias and duets from your favorite operas. Tickets $30. Performance begins at 7:30 p.m., Marathon High School Performing Arts Center.


January 17 to January 21,  in Key West
The Southernmost Regatta
This event offers five consecutive days of racing on the picturesque blue waters off Key West, and is open to One Design and ORC Racing / Cruising Keelboats. Enjoy a fun, sustainable event that features high-quality racing and social activities! Event organizers expect to provide two races per day on two courses — a One Design Course and an ORC Course. Also to be offered is one distance race each day for ORC cruisers.


January 18,  in Islamorada
Florida Keys Concerts Association presents: An Evening of Opera Highlights
Samantha Hankey, mezzo soprano; Weston Hurt, baritone; Amy Owens, soprano; Angel Romero, tenor; Richard Fu, pianist will delight your ears and hearts with wonderful arias and duets from your favorite operas. Tickets $30. Performance begins at 7:30 p.m., Coral Shores High School Performing Arts Center.


January 19 to April 20,  in Islamorada
'Dive into Art: FantaSea' Exhibit at History of Diving Museum
This new exhibit and art show is to encompass fantasy elements tied to the ocean: mermaids, pirates, sea monsters and more, as well as literary themes such as fairytales, fantastical poems and epics. The fourth and largest collaborative effort with the Art Guild of the Purple Isles, the exhibit features art made by AGPI members as well as art created by students at eight different Keyswide schools. The student art ranges from sculptural hard cover books to giant story panels. Following the close of the museum’s exhibition, these books are to be on display at Monroe County Libraries as a traveling exhibit.
Contact: 3056649737
Email: [email protected]

January 19,  in Islamorada
History of Diving Museum's Immerse Yourself! Lecture Series
This month’s topic is Sirens and Pirate Wenches: Seafaring Women in Maritime Art & Archeology. Captain Laurel Seaborn is to delve into diving excavations on shipwrecks and her research into seafaring women. The HODM’s Immerse Yourself! Presentation series is scheduled for the 3rd Wednesday of every month at 7p.m. Each month features a guest speaker covering topics from all aspects of the diving industry and the marine environment. Presentations are free, and virtual. Register online.


January 20 to March 24,  in Key West
Southernmost Chamber Music Society 2022 Season
Concerts of the season include a January concert featuring music from the baroque period, with composers like Bach, Handel, Soler and others. February welcomes the Classic and Romantic periods, Mozart, Brahms, Schubert, and others. In March, the French romantic literature. Performance dates: January 20; February 24; March 24. Guest musicians have been invited to join throughout the season, both local and from across the country. Concerts will be on Thursday evenings at 7 p.m., held in the Parish Hall at the rear of the property of St Paul's Episcopal Church, 401 Duval St.
Contact: 305-296-5142
Email: [email protected]

January 20,  in Islamorada
Morada Way Arts & Cultural District presents: Third Thursday Art Walk
Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine, listening to music, and seeing your favorite people! MWACD is a non-profit in the heart of Islamorada, between mile markers 81 and 82, with Morada Way Clay, Jessica Ann Art, Rum Brush, Limelight Studio/Gallery and other partners! Check out Art Walk the third Thursday of each month.


January 20 to April 24,  in Islamorada
Florida Keys History & Discovery Center presents: Carlos Guzmán Exhibition, 'Where the Sea Retreats'
One of Cuba’s most imaginative and creative contemporary painters, Carlos Guzmán combines fantasy and allegory in 22 other worldly paintings and drawings on display at the FKHDC. Guzmán’s work is filled with dreamlike figures in lavish costumes tinkering with strange technologies in a parallel universe. Keys History & Discovery Center is located on the property of the Islander Resort, is open Wed. through Sun., 10 a.m.-5 p.m. An opening reception is to be held Thursday, Jan. 20, from 6-8:30 p.m. during this month’s Morada Way Third Thursday Art Walk .
Contact: 305-992-2237


January 21 to January 23,  in Marathon
Island Boat Show & Festival
Come enjoy a great show with loads of the top boat brands , auction items, food, vendors featuring a variety of merchandise, great fishing seminars presented by local captains... all at a very reasonable $10 admission. The show is to take place 1-5:30 p.m. Friday, 10 a.m. to 5:30 p.m. Saturday and 10 a.m. to 3 p.m. Sunday. Venue at Hawks Cay Resort. Free parking and shuttle service.
Contact: Bob Phelps 239-691-3290


January 21 to January 23,  in Marathon
Sombrero Beach Run Weekend
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 50. Awards are given to overall finishers in the 10k run, 5k run and 5k walk.
Contact: 305-743-4582
Email: [email protected]

January 21 to January 23,  in Islamorada
Cheeca Lodge Presidential Sailfish Tournament
The Presidential is one of the most prestigious offshore tournaments in the Florida Keys, and serves as the second leg of the three-pronged Florida Keys Gold Cup Championship. The FKGC is both an angler tournament as well as a team tournament. Each team must fish aboard the same boat in all three events. At least one angler of each team entered must fish all three events. This format stems from a long history of sailfish tri-fectas. Teams compete to win the coveted Florida Keys Gold Cup Sailfish Tournament trophy.
Email: [email protected]

January 21,  in Key West
Opening Reception of Key West Bicentennial Exhibit at Custom House Museum
Key West Art & Historical Society welcomes the public to a special reception from 5-8 p.m. to celebrate the opening of the 'Key West 200' exhibit at the Custom House Museum, 281 Front Street.  This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822. 


January 21 to December 11,  in Key West
Key West Bicentennial Exhibit at The Custom House Museum
Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. This major exhibition commemorates the 200th anniversary of the first permanent settlement of Key West in 1822 and will be on display in the Bryan and Bumpus Galleries through December 11, 2022. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.


January 22,  in Key Largo
Pops in the Park with Keys Community Concert Band
Some of the best things in life are free, at least in the Florida Keys. Through the dedication and talent of Florida Keys Community Concert Band members and supporters, music enthusiasts can enjoy an entire Pops in the Park season of themed outdoor concerts free, starting at 4 p.m., at Murray E. Nelson Center, mile marker 102 bayside in Key Largo. This month’s theme is “Instant Concert.”


January 22,  in Key West
Historic Key West Cemetery Stroll
Interpreters tell the fascinating stories of the deceased in brief monologues. Among the gravesites to be visited are those of Dr. Fredrick Weedon, Sandy Cornish, George Adderley, Walter Maloney, Elizabeth Merklin, the Waltington plot, the Navarro plot, and the Porter plot. The 90-minute tours depart at 9:30, 9:50, and 10:10 a.m. Wear comfortable shoes and plan to walk over a mile on uneven ground. Bottled water is to be provided. Groups are small; reservations are necessary. A donation of $20/pp to the Historic Florida Keys Foundation is recommended. Proceeds are devoted to cemetery restoration.  Participants may enter the cemetery by either the Windsor Street or Frances Street gate and go to the registration table on Second Ave.
Contact: Reservations 305-304-1453


January 22,  in Big Pine
Paddle for Paws
This event is welcome to you and your four-legged pups to paddle at Cudjoe Key Gardens. Join a leisurely kayak and paddleboard excursion around Cudjoe Key, followed by a rockin’ post-paddle party with food and drink specials, live music and raffles at Mangrove Mama’s to benefit The Florida Keys SPCA Clinic Fund. Well behaved, four-legged pets on a leash are welcome to paddle with their owners and are also welcome at the after party. We recommend bringing your own kayak or paddleboard to the event, however there will be a limited number of kayaks and boards available for use on a first come, first serve basis, donated by Caribbean Kayaking Tours. The entry fee is $25 for Paddle Only, $40 Entry Fee for Paddle & T-Shirt that you can register online.
Contact: 305-743-4800
Email: [email protected]

January 23,  in Key West
Impromptu Classical Concert Series Celebrates 50 Years: Pianist Yekwon Sunwoo
Sunwoo has been hailed for his ‘unfailingly consistent excellence’ by International Piano magazine, and celebrated as ‘a pianist who commands a comprehensive technical arsenal that allows him to thunder without breaking a sweat,’ by the Chicago Tribune. A powerful and virtuosic performer, he also, in his own words, ‘strives to reach for the truth and pure beauty in music.’ All concerts are to take place at 4 p.m., at St. Paul's Episcopal Church, 401 Duval St. Admission is $20 at the door. All students will be admitted free. Due to the ongoing pandemic, facial masks are required and special anniversary face masks will be provided free. Attendees are requested to be Covid-vaccinated and symptom-free. 


January 24,  in Key West
Friends of the Key West Library Lecture Series presents: Author S.A. Cosby
The Friends of the Key West Library’s speaker series will present New York Times bestselling author S.A. Cosby, via Zoom presentation. Mr. Cosby is the author of Razorblade Tears and Blacktop Wasteland. A writer from Southeastern Virginia, Cosby’s fiction has appeared in numerous anthologies and magazines. As in past years lectures are free and open to all, but you must register to receive the presentation link. Presentation begins 6 p.m. ET.
Email: [email protected]

January 24,  in Marathon
Florida Keys Concerts Association presents: Fred Moyer
Always popular with concert audiences in the Keys, Frederick Moyer returns for another of these stunning performances. During more than thirty years as a full-time concert virtuoso, he has appeared as piano soloist with numerous world-renowned orchestras in all parts of the globe. Tickets $30. Performance begins at 7:30 p.m., Marathon High School Performing Arts Center.


January 24 to January 31,  in Key West
Kelly McGillis Classic
Women from countries far and wide will be descending upon Key West for flag football competition, fun and learning. It is anticipated this event is to have the most international countries represented, and organizers are expecting teams from USA, Morocco, Spain, Mexico, India, Jamaica, Honduras, El Salvador, and Sweden.


January 25 to January 29,  in Key West
Mile 0 Fest Key West
Mile 0 Fest Key West is a "must see" boutique destination music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.


January 25,  in Islamorada
Florida Keys Concerts Association presents: Fred Moyer
Always popular with concert audiences in the Keys, Frederick Moyer returns for another of these stunning performances. During more than thirty years as a full-time concert virtuoso, he has appeared as piano soloist with numerous world-renowned orchestras in all parts of the globe. Tickets $30. Performance begins at 7:30 p.m., Coral Shores High School Performing Arts Center.


January 26 to January 27,  in Islamorada
IFC Sailfish Tournament
Presented by the Islamorada Fishing Club, the event this year is the third and final leg of the three-pronged Florida Keys Gold Cup Championship series, attracting teams of elite sport fishermen. A total cash payout for a full field at the IFC Sailfish Tournament could reach $30,000.


January 28,  in Key West
Keys Concerts by Candlelight Presents: Brit Pop to Rock
A unique musical experience, Keys Concerts by Candlelight allows you to enjoy famous works of music by the ambience of candlelight in various locations. The 2022 season of candlelit concerts will feature a series of contemporary music played by a string trio. A set list includes musical selections from The Beatles to Bowie, Queen to Coldplay, Elton John to Ed Sheeran, and many more, played by a chamber music trio of accomplished chamber musicians. Performance starts at 7 p.m., at a surprise Key West location. Tickets and details available online.


January 29,  in Islamorada
Keys Concerts by Candlelight presents: A Night of Brit Pop to Rock by String Trio
A Night of Brit Pop to Rock by Candlelight is the first in a "string" of four monthly concerts taking place in Islamorada this year. Performance starts at 8 p.m., at the Village Square at the Trading Post. Doors open 7 p.m. A set list that includes musical selections from The Beatles to Bowie, Queen to Coldplay, Elton John to Ed Sheeran, and many more, will be played by a chamber music trio of string instruments led by Irie Monte. Tickets online.


January 29,  in Marathon
January Jamboree at Marathon Garden Club
It's expected to be a smorgasbord of tropical plants, "used treasures" as part of a rummage sale, a plant sale and raffle, even baked goods and honey! Attendees can find Keys and South Florida natives, bamboo, palms, heliconias, bromeliads, crotons, orchids and unusual, rare tropicals. Meet plant experts, browse local art vendors. Open from 8:30 a.m. to 3 p.m. at Marathon Garden Club, MM50.
Contact: 305-743-4971


January 30 to January 31,  in Islamorada
Islamorada Bartenders Sailfish Open
Headquartered at the Lorelei Restaurant & Cabana Bar, this fun fishing event is only for actively employed bartenders and restaurant employees. Trophies are awarded to individual anglers as well as the bar a team represents, with the huge perpetual trophy going to the winners along with bragging rights for a year.
Contact: Dianne Harbaugh at 305-522-4868
Email: [email protected]

January 30,  in Big Pine
Spanish Fly Music Festival
Presented by the Jose Wejebe Memorial Foundation, enjoy a family-friendly day of music and activities, auctions and raffles, from 1-6 p.m. at Boondock's Grille and Draft House, mile marker 27.5 on Ramrod Key. Live musical lineup includes Brian Roberts, Ty Thurman, Adrienne Z, John Bartus, and Gunner and the Grizzly Boys.


January 30,  in Key West
Key West Master Chefs Classic
From 4-7 p.m. at Opal Key Resort & Marina, 245 Front St., the reimagined event is to benefit the Monroe Association for ReMARCable Citizens (MARC), and features a cocktail competition and tasting featuring Papa’s Pilar Rum, in addition to a high end auction with one-of-a-kind Key West food experiences. Tickets can be purchased online for $25 per person.
Email: [email protected]

January 31,  in Marathon
Florida Keys Concerts Association presents: Lysander Piano Trio
This incredible trio of Lisa Stepanova (piano), Itamar Zorman (violin) and  Michael Katz (cello) is a winner of the Concert Artists Guild Competition, lauded for its passionate playing and imaginative ideas. Tickets $30. Performance begins at 7:30 p.m., Marathon High School Performing Arts Center.




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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