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, 2020
Year: Month:  
November 01 to February 09,  in Key West
Key West Art & Historical Society presents: A Literary History of Key West Exhibit
This exhibit concentrates on a handful of writers who have found the tranquil and accepting character of Key West a perfect place to pen their novels, tomes, plays and poems. It presents a cross-section of authors that span many genres and time periods. The mission of the KWAHS is to preserve the culture of the Florida Keys through exhibiting and displaying regional art, architecture and history for the purpose of educating the community and visiting public.


January 16 to February 08,  in Marathon
Marathon Community Theater presents: Four Old Broads
In this laugh-out-loud comedy, retired burlesque queen Beatrice Shelton desperately needs a vacation--and a Sassy Seniors Cruise may be just the ticket if she can convince her best friend, Eaddy Mae Clayton, to stop praying and join her. Unfortunately, things haven’t been pleasant at Magnolia Place Assisted Living since Nurse Pat Jones was hired. A mystery unfolds, hilarity ensues at a Miss Magnolia Senior Citizen Pageant. Will the four old broads make it to their cruise ship? Show dates online; showtimes 8 p.m.; Sunday matinee 3 p.m.


January 16 to February 01,  in Key West
Waterfront Playhouse presents: Glass
Two legendary figures of the American Theatre, Tennessee Williams and actress Laurette Taylor, meet backstage before the opening night of The Glass Menagerie in Chicago to exchange best wishes. When an unopened bottle of scotch is discovered in her dressing room, sparks ignite as they are both challenged to face down a common demon. Showtimes 8 p.m.


January 26 to February 02,  in Key West
Key West Food & Wine Festival
Top chefs and restaurateurs display culinary creativity and the Keys' indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively "Old Town Uncorked," neighborhood wine strolls, food and wine pairings, intriguing seminars, winemaker dinner series and a grand tasting.
Contact: 800-474-4319
Email: [email protected]

January 28 to February 01,  in Key West
Third Annual Mile 0 Fest Key West
Mile 0 Fest Key West is a "must see" 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 28 to February 08,  in Key West
The Studios of Key West presents: Prime Time
This new musical follows a female TV executive in the 1970s fighting to keep her variety show afloat, her star husband in check and temptation at bay. Under the direction of Murphy Davis, the script takes off, propelled by commanding performances and a whiff of classic TV nostalgia. Shows Tue-Sat Jan 28-Feb 1 & Feb 4-8, 8 p.m.


January 30 to February 01,  in Key West
Cuda Bowl
Shallow water flats anglers and guides are invited to hook-up and fight their barracuda rivals. Event is to be headquartered at Hurricane Hole Marina, Stock Island. Prizes and trophies are to be awarded for top angler and guide in light tackle spin and fly divisions.
Contact: Loren Rea 305-360-6969
Email: [email protected]

January 31 to February 01,  in Islamorada
Swamp Guides Ball
Sponsored by the Florida Keys Fishing Guides Association, this all-release event offers team and individual awards to anglers for bonefish, redfish and snook. Anglers fish the shallows of the Florida Keys and the saltwater fringes of the Everglades. Social events are to be headquartered at the Lorelei Restaurant & Cabana Bar.


February 01,  in Big Pine
11th Annual Original Stock Island Shrimp Boil at the Perry Hotel - a Key West Food & Wine Festival Event
From 12-2 p.m., enjoy an exclusive traditional Stock Island Shrimp Boil with authentic Key West Shrimp, dockside at the award-winning Perry Hotel’s new event lawn. Pairs perfectly with a variety of wines. This waterfront venue has plenty of parking and offers breathtaking views of the state-of-the-art Stock Island Marina. Roundtrip trolley transportation also provided from Mallory Square to the Perry Hotel for the event. Tickets $100 per person, purchase online.


February 03 to February 08,  in Key West
Elizabeth Bishop Birthday Celebration
The celebration honors the life and work of Elizabeth Bishop, a former U.S. Poet Laureate, and features the first public viewing of the Key West home she owned from 1938 to 1946. Among attractions are lectures, discussions, a documentary film screening and readings by speakers including Thomas Travisano, author of “Love Unknown: The Life and Worlds of Elizabeth Bishop.” Saturday, Feb. 8, is the 109th anniversary of Bishop's birth.


February 03 to February 06,  in Marathon
Wings of Freedom Tour 2020
Experience World War II history across the United States! Visit and explore the legendary B-24 Liberator heavy bomber and see the B-25 Mitchell and P-51 Mustang on the ground. Admission: $10 Adults / $5 Children 12 and under. World War II veterans admitted for free. Reservations for ground tours are not needed. Fly a mission aboard the B-24 or B-25 for a donation of $475 per person for the B-24, $425 for the B-25. Spaces are limited. Daily event hours are: Feb. 3, noon to 4:30 p.m.; Feb. 4 & 5 9 a.m. to 4:30 p.m.; Feb. 6 9 a.m. to noon.


February 03,  in Marathon
Florida Keys Concert Association presents: The Dash Duo, with Kassia Ensemble String Quartet
Founded in 2010, the Dash Duo, husband and wife trumpeters, has delighted audiences across the United States with their virtuoso performances. Joined by the Kassia Ensemble String Quartet, performance is at Marathon High School Performing Arts Center, at 7:30 p.m. Tickets online.


February 04,  in Islamorada
Florida Keys Concert Association presents: The Dash Duo, with Kassia Ensemble String Quartet
Founded in 2010, the Dash Duo, husband and wife trumpeters, has delighted audiences across the United States with their virtuoso performances. Joined by the Kassia Ensemble String Quartet, performance is at Island Community Church, at 7:30 p.m. Tickets online.


February 04,  in Marathon
'First Tuesday' Free Fishing Seminar Series
Each month is a new topic! This month is Reef Top to Bottom, 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.
Contact: 305-743-5305
Email: [email protected]

February 04 to February 05,  in Islamorada
Poor Girls Sailfish Tournament
This regional charity competition raises monies to spay and neuter feral cats in the Upper Keys. Trophies are awarded to 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.


February 05,  in Islamorada
Keys History & Discovery Center presents: Winter Lecture Series
This week’s topic, Bad Guys, Bullets and Boat Chases presented by Author and retired law enforcement officer Bob Lee. Doors open at 5:30 p.m., with cash bar and snacks. Lecture is 6-7 p.m., including time for questions. Book signing to follow. Reservations should be made in advance. Lecture series runs October through May.
Contact: Reserve 305-922-2237
Email: [email protected]

February 05,  in Key Largo
Delicate Balance of Nature Lecture Series: Light, Color & Vision in the Underwater World
Dr. Lorian Schweikert, Postdoctoral Fellow at Florida International University’s Department of Biological Sciences, will address the unique nature of light and vision in the underwater environment. Her talk will reveal why marine animals have specialized vision, and how that information might benefit the angler, the engineer, and the scientist. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Email: [email protected]

February 06 to February 07,  in Key West
Fringe Theater presents: Ma Rainey's Black Bottom, A Reading with Music
Ambition and music collide when legendary blues singer, Ma Rainey, brings her band together for a recording session.  An American Masterpiece. 1984 NY Drama Critics' Circle Award winner. Performance 7 p.m., VFW Post 168, 803 Emma St. Fringe Theater is Key West's community-focused theater providing unique opportunities for people to see and do theater. 
Contact: 305-731-0581
Email: [email protected]

February 06,  in Big Pine
Bubbles & Bids at the Perry Hotel Key West
Enjoy happy hour from 6-8 p.m. while shopping a silent auction to benefit the Domestic Abuse Shelter of the Florida Keys. Win items like gift baskets, gift certificates for restaurants, water activities, and more, while supporting a great cause!


February 06 to December 31,  in Key West
Tropic Cinema's Cinematheque Series
The Tropic's Cinematheque Series brings the finest in international, independent, arthouse and documentary cinema to the island of Key West every Thursday night. Screenings are at 6:30 p.m.


February 07,  in Key Largo
Ocean Life Lecture Series
This month's lecture is presented by marine ecologist Dr. Ligia Collado-Vides, sharing the vital ecosystems of macroalgal blooms: the causes, impacts and challenges. Held at the Murray Nelson Center, MM 104. A meet and greet begins 6:30 p.m., lecture at 7 p.m.


February 07 to April 03,  in Key West
First Fridays on Fleming
Key West boutique owners in “The Fabulous 500 Block of Fleming Street” have kicked off a monthly First Fridays on Fleming 6-9 p.m. block party to encourage local buying. First Fridays on Fleming showcase boutiques, galleries and eateries in the 500 block of Fleming Street with events such as jewelry trunk shows, art openings, book signings, tastings and libations. Participants include The Roost Bar and Liquor Store, La Rubia Authentic Panama Hats, Key West Island Books, Key West Local Luxe Jewelry, Amanda Johnson Fine Art, Sea Store Antiques, Assortments Menswear, Island Antiques, Duck & Dolphin Antiques, Clemente’s Trolley Pizzaria, La Petite Grignote French Bakery, Thirsty Mermaid Seafood and Jean Pierre Klifa Resort Wear. First Fridays are scheduled Feb. 7, March 6 and April 3.
Contact: 305-304-9001


February 07 to February 09,  in Islamorada
Islamorada Women's Sailfish Tournament
In this light-tackle challenge, awards await the grand champion team (boat), first runner-up and second runner-up team, captain and mate. Other awards are presented for the high-point angler; outstanding catch; largest tuna, dolphin fish; kingfish; and hard luck. Proceeds benefit Keys charities.
Contact: Tammy Gurgiolo 305-240-9337
Email: [email protected]

February 08,  in Big Pine
Fifth Annual 'Putts for Paws' Miniature Golf Tournament
This is an event that's family- and pet-friendly! Staged at Boondocks Grille & Drafthouse, mile marker 27 from 12-4 p.m., this is a favorite event of the year to raise some funds for the Florida Keys SPCA shelter animals. Teams of two golfers compete against each other for a grand prize stay-cation package at Faro Blanco Resort and Yacht Club with dinner for two at the Lighthouse Grille valued at over $1,000.
Contact: 305-743-4800
Email: [email protected]

February 09,  in Islamorada
Islamorada Moose Lodge Annual Bra Walk
Join us on our march against cancer! From 10 a.m. - 4 p.m. The walk/ registration begins at The Whistle Stop from 10 a.m. - 12 noon. Entry fee is $25 and includes your poker hand. This is a “poker/pub run” style event where you will draw cards at additional locations. Finish line festivities will be held at the Islamorada Moose Lodge with music, food, libations, auctions, raffles, and more! Don your best bras! Prizes will be awarded for best bra woman and man, best couple, best team and also for the best winning poker hand. Proceeds benefit the Cancer Foundation of the FL Keys.


February 09,  in Key West
Key West Artisan Market: Love is in the Air Edition
Find everything you need for your sweeties including wine & champagne by the bottle, beautiful jewelry, gifts and all the makings for a romantic dinner. Enjoy a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers; fresh produce, artisan cheeses, local seafood, honey, pickles and so much more. From 10 am to 2 pm at Clarence H. Higgs Memorial Beach. The market is conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean.


February 09 to February 10,  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 the year.
Contact: Dianne Harbaugh 305-522-4868
Email: [email protected]

February 09,  in Key West
Impromptu Classical Concerts presents: Canellakis-Brown Duo
Canellakis-Brown Duo. Pianist and composer Michael Brown and cellist Nicholas Canellakis have been hailed as “a pair of adventurous young talents” by Time Out New York and lavishly praised by the New York Times as ‘two outstanding musicians who are captivating audiences with innovative programs that combine masterpieces from the standard repertoire with original compositions and arrangements.” The two highly acclaimed artists continue to pursue solo careers with performances in such venues as the Lincoln Center and Alice Tully Hall. All Impromptu Classical Concerts are at 4:00 PM at St. Paul’s Episcopal Church, 401 Duval St. in Old Town.


February 09,  in Key West
South Florida Symphony presents Beethoven 250th Anniversary Celebration
In honor of the 250th anniversary of Beethoven’s birth is this special presentation of his epic Symphony No. 9, with a full choir and the famous Ode to Joy finale. Also on the bill is Schumann’s beloved Piano Concerto, featuring audience favorite, Svetlana Smolina on piano. Performance 6:30 p.m., Glynn R. Archer Center for the Performing Arts.


February 10,  in Marathon
Florida Keys Concert Association presents: Canellakis/Brown Duo
Cellist Nicholas Canellakis and pianist/composer Michael Brown combine masterpieces from the standard repertoire with original compositions and arrangements.  Hailed as “a pair of adventurous young talents” (Time Out New York), these artists with the Chamber Music Society of Lincoln Center have been captivating audiences with their superb musicianship and thrilling performances. Performance at Marathon High School Performing Arts Center, 7:30 p.m. Tickets online.


February 10,  in Key West
Monday Night Movie Classics: Unlikely Love Stories
The February series of Monday Night Classics is highlighting unlikely love stories — and John Huston’s iconic riverboat adventure is one of the all-time greats. “The African Queen” stars Humphrey Bogart in his Oscar-winning portrayal of Charlie Allnut, the slovenly, gin-swilling captain of a tramp steamer called the African Queen, which ships supplies to small East African villages during World War I. Katharine Hepburn plays Rose Sayer, the maiden-lady sister of a prim British missionary, Rev. Samuel Sayer (Robert Morley). When Germans invade and Samuel dies, Allnut offers to take Rose back to civilization. She can’t tolerate his drinking or bad manners; he isn’t crazy about her imperious, judgmental attitude — but it does not take long before their passionate dislike turns to love, even as they’re devising a plan to destroy an invading German gunboat. Showtime 6:30 p.m. at Tropic Cinema, 416 Eaton St.


February 11,  in Islamorada
Florida Keys Concert Association presents: Canellakis/Brown Duo
Cellist Nicholas Canellakis and pianist/composer Michael Brown combine masterpieces from the standard repertoire with original compositions and arrangements.  Hailed as “a pair of adventurous young talents” (Time Out New York), these artists with the Chamber Music Society of Lincoln Center have been captivating audiences with their superb musicianship and thrilling performances. Performance at Island Community Church. Performance 7:30 p.m. Tickets online.


February 12 to February 15,  in Key West
Waterfront Playhouse presents: Lady Day at Emerson's Bar and Grill
The time is 1959. The place is a seedy bar in Philadelphia. The audience is about to witness one of Billie Holiday’s last performances, given four months before her death. More than a dozen musical numbers are interlaced with salty, often humorous reminiscences to project a riveting portrait of the lady and her music. Showtimes 7 p.m.


February 12,  in Key Largo
Delicate Balance of Nature Lecture Series: The Geologic History of the Florida Keys
Dr. Donald F. McNeill, research scientist in the University of Miami’s Dept. of Marine Geosciences, will give a presentation on the geologic formation of the Florida Keys. His talk will draw on his experience as director of the exploration of the subsurface geologic history of the Florida Keys. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Email: [email protected]

February 13,  in Key West
The Studios of Key West presents: Johnsmith
Part of TSKW Old Town New Folk Series. For thirty-plus years, Johnsmith has shared his music across America and abroad. With faded jeans, blue eyes, and an infectious smile, audiences get the sense of a man who simply loves life, his family and friends, and sharing songs and stories. Showtime 8 p.m., 533 Eaton St. Tickets $55 Preferred, $40 General ($10 discount for members - advance only)


February 13 to May 01,  in Islamorada
Connections Project 2020: A Mosaic of the Keys
“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. Until approx. Feb. 25 at Our Place in Paradise Gallery, 88711 Overseas Highway in Tavernier; Feb. 27- March 5 at Ocean Sotheby’s Roberto Russell Gallery, 81888 Overseas Highway in Islamorada; March 6-17 at Marathon’s Shady Palm Art Gallery, 2888 Overseas Highway; March 19-April 1 at Royal Furniture, 6001 Overseas Highway; April 3-23 at Big Pine’s Artists in Paradise Gallery, 221 Key Deer Blvd.; April 23 - May 1 at Royal Furniture, 3326 N. Roosevelt Blvd.; final exhibition begins May 1 at Key West’s Gato Building, 1100 Simonton St.


February 14,  in Key West
Champagne & Aphrodisiacs Valentine's Day Sunset Sail aboard Schooner America 2.0
From 4:45 - 6:45 p.m., enjoy an evening of romance aboard Schooner America 2.0 featuring six champagnes expertly paired with six delicious hors d'oeurves sure to entice. This unique two-hour sail is a perfect way to celebrate Valentine's Day with your loved one! Tickets available online.


February 14 to February 15,  in Big Pine
Reef Revival Ecotourism Experience
Participants in the Friday workshop learn about corals, their diseases and impacts on coral reefs, followed by how to fragment and plant corals to help revive them. Dive in the afternoon Friday and again Saturday morning with experienced staff to practice what you have learned. Show your love for the planet, join this unique, new coral revival experience and make a difference. Proceeds go to Mote Marine Laboratory to sustain the program and keep efforts focused on revival of the Florida Keys reefs. Open to certified divers. Sign up online with Captain Hook's Dive Center, Big Pine Key.


February 14,  in Key West
Oh My Gods and Goddesses: A Heavenly Burlesque Show
Key West Burlesauqe presents a burlesque show of epic proportion! This ”one night only” production will transport you out the earthly realm and into the kingdom of celestial and supreme beings. Key west burlesque favorites Tatah DuJour and Moana Amour are joined by a cast of local and nationally touring burlesque and variety performers who portray immortal deities with a wink and a smile! Doors open 7:30 p.m., show start 8 p.m., at the Key West Theater, 513 Eaton St.


February 14,  in Key West
Tennessee Williams Theater presents: Mandy Patinkin
Mandy Patinkin in Concert: DIARIES, presents the acclaimed actor / singer / storyteller in his most electrifying role: concert performer. “Mandy Patinkin is in the business of showstopping,” raves The New Yorker, and that’s exactly what he does in this powerful, passionate evening of song. DIARIES is a marriage of many of Mandy’s favorite Broadway and classic American tunes, along with selections from his newest recordings on Nonesuch Records, Mandy Patinkin Diary January 2018 and Mandy Patinkin Diary April/May 2018. From Randy Newman to Stephen Sondheim, from Harry Chapin to Rufus Wainwright, Mandy Patinkin takes you on a dazzling musical journey you’ll never forget. Showtime 8 p.m., Tennessee Williams Theater, 5901 College Rd.


February 14 to February 15,  in Key West
60th Annual Key West Home Tours
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. Tickets are $35 in advance and $45 on tour days. Proceeds benefit the foundation's Oldest House Museum, grant and scholarship programs.
Contact: 305-294-9501
Email: [email protected]

February 15,  in Key Largo
'Fabulous at Forty' Upper Keys Garden Walk 2020
Visit island garden styles not otherwise available for viewing with this self guided tour of gardens located in Plantation Key and Key Largo. Stroll through the Francis Tracy Garden Center grounds, MM94 while enjoying the complimentary tea party, vendors of all types, an art show, plant sales, artisan wares and educational exhibits. From 10AM to 4PM, rain or shine, event is presented by the Garden Club of the Upper Keys.
Email: [email protected]

February 15,  in Marathon
Fourth Annual ALR Coral Head Music Festival
Nationally recognized bands including Confederate Railroad and the Outlaws along with Keys favorites are to perform for an all-day music fest. ALL proceeds benefit charities, including Project: Vet Relief, Relay for Life, Wesley House Family Services and other local charities. The jam-packed musical charity event is to be held at the Marathon Community Park Amphitheater, from 12 p.m. to 10 p.m. Presented by American Legion Riders.
Email: [email protected]

February 15,  in Key West
Discovery Saturday Educational Series: Love is in the Air (and Water)
Kids in kindergarten through fifth grade are invited to join the free, fun-filled Discovery Saturday at the Florida Keys Eco-Discovery Center from 10-11 a.m., hosted by the Key West Aquarium. This month’s children’s program will include lessons and activities about marine species reproduction. Free admission, free parking. Discovery Saturday is held the third Saturday of every month. Pre-registration is recommended. The Florida Keys Eco-Discovery Center is located at 35 East Quay Road on the Truman Annex waterfront in Key West.


February 15,  in Big Pine
Florida Keys National Wildlife Refuges Nature Center Grand Opening
On Big Pine Key, the new Florida Keys National Wildlife Refuges Nature Center is holding its official grand opening to showcase more than 1,800 square feet of exhibition space highlighting the Keys’ four national wildlife refuges: the National Key Deer, Great White Heron, Key West and Crocodile Lake refuges. The National Key Deer Refuge was established in 1957 to protect and preserve the diminutive Key deer and other Keys wildlife resources. Located at 30587 Overseas Highway near mile marker 30.5, the center is open 10 a.m. to 3 p.m. Monday through Saturday and also includes an on-site Florida Keys Nature Store.
Contact: 305-872-0774


February 16,  in Key West
Key West Artisan Market: For the Birds Edition
Meet the volunteers of the Key West Wildlife Center and discover how you can support this organization. Donations help fund wildlife rescue and rehabilitation programs. From 10 am to 2 pm at Clarence H. Higgs Memorial Beach. The market is conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean. Enjoy live music, a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-in or take-away. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers. 


February 17,  in Key West
Willie Nelson At Key West Amphitheater
With a six-decade career and 200 plus albums, this iconic Texan is the creative genius behind the historic recordings of Crazy, Red Headed Stranger, and Stardust. 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. Doors open 5:30 p.m., show starts 7 p.m. SOLD OUT!


February 17 to February 23,  in Big Pine
36th Annual Winter Star Party
Approximately 600 astronomers from around the world gather to view southern constellations, comets and stars in the Lower Keys' clear night skies — virtually the only place in the continental U.S. where they can be viewed. Lectures, programs and workshops round out the event.
Contact: 386-205-0054
Email: [email protected]

February 19 to February 23,  in Key West
Fringe Theater presents: Desdemona
Nobel Prize-winning novelist, Tony Morrison, has given voice to Desdemona, one of Shakespeare’s most mysterious women, in this inventive retelling of her murder by Othello. Music and movement will create a unique evening of performance theater. Performance at Aqua Side Bar, 504 Angela St. Fringe Theater is Key West's community-focused theater providing unique opportunities for people to see and do theater. 


February 19,  in Islamorada
History of Diving Museum's Immerse Yourself! Free Lecture Series: Mount Pelee's Sunken Ships
When Mt. Pelee on the Island of La Martinique in the French West Indies erupted, many ships at anchor in St. Pierre Bay were immediately burned and sunk. Learn about the fate of the island and its inhabitants. Presented by John Christopher Fine, author. Free presentation begins 7 p.m. Museum exhibits open until 5 p.m.


February 19,  in Key Largo
Delicate Balance of Nature Lecture Series: The Endangered Sawfish of the Florida Keys
Sawfish are large, shark-like rays that were once relatively common in Florida’s coastal waters. Tonya Wiley, President of Havenworth Coastal Conservation, will give us facts as well as updates on current research on this now endangered species. Her presentation will include a sawfish replica, real sawfish rostra (saws), and how you can be involved in the recovery of the smalltooth sawfish. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Email: [email protected]

February 19,  in Islamorada
Keys History & Discovery Center presents: Winter Lecture Series
This week’s topic, Florida’s First Ladies, is to be presented by Author Peggy Macdonald. Doors open at 5:30 p.m., with cash bar and snacks. Lecture is 6-7 p.m., including time for questions. Reservations should be made in advance. Lecture series runs October through May.
Contact: Reserve 305-922-2237
Email: [email protected]

February 19 to February 29,  in Key West
The Studios of Key West presents: Anna in the Tropics
In Nilo Cruz’s Pulitzer Prize winning script, Juan Julian is hired to read to cigar factory workers as they hand roll cigars in Ybor City in the early 1900s. He introduces the cigar workers to Tolstoy’s Anna Karenina, sparking romance and its inherent madness. Anna celebrates the cultural history of Cuban immigrants, and an era of sultry tropical nights shrouded in cigar smoke. Shows Wed-Sat Feb 19-22 & Feb 26-29, 8 p.m.


February 20,  in Islamorada
Morada Way Arts & Cultural District presents: Third Thursday Art Walk
Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between MM 81 and 82, as well as "culinary art" and live music from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month.


February 21,  in Key West
Rams Head Production presents: Kool & the Gang, with The Village People
From Nairobi to Newark, Kool & the Gang has performed continuously longer than any R&B group in history and their bulletproof funk and jazzy arrangements have also made them the most sampled R&B band of all time. Village People is considered the greatest disco group in the world, their music part of the international songbook. Victor Willis who was Village People before Village People even existed returned with a fresh re-boot of the group. Doors open 5:30 p.m. at Key West Amphitheater, 21 Quay Rd. showtime 7 p.m. Tickets available online.


February 21 to February 22,  in Marathon
Marathon Art & Wellness Festival
Open to the public, free admission. Hours are Friday from 4-10 p.m., Saturday 10 a.m. to 10 p.m. Browse among vendors, food trucks, arts, crafts, health and wellness groups. Located at Marathon Community Park.


February 21 to March 13,  in Big Pine
Artists in Paradise Gallery presents: 25th Annual Lower Keys Artists Network Judged Show
An awards reception is to be held on February 21, from 6 to 8 p.m. Awards will include first, second and honorable mention plus a Best in Show and People’s Choice. Prizes are generously donated by local artists, and friends and neighbors of Artists in Paradise. Art will be on exhibit at Artists in Paradise from February 21 until March 13.


February 21 to February 23,  in Key Largo
Cirque Ma'Ceo
Under the Big Top, a European feel in the air and intimate red misty lighting sets the tone, as the performance begins seamlessly through the gypsy music, aerial dancing, and heart-pounding acrobatic feats on galloping horseback. Passionately illustrating the effortless extraordinary bond between horse and man. The entertainment to behold is unlike any other traveling show in the world! A completely original experience appealing to all age groups, with exotic breeds of horses and breathtaking images. From daredevil Cossack riding to the beautiful Aerial chandelier, take a step back in time and experience the enchanting world of Cirque Ma’Ceo. Evening and daytime shows at YMCA Park, 500 St. Croix Place.


February 22,  in Islamorada
'Trolley Through Time' with Matecumbe Historical Trust
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 trolley showing over 90 photos of the past as you see them today. Tours take approximately one hour.  Call for reservations, seating is limited. Adults are $20, children six and under are free. 
Contact: Barbara at 305-393-0940


February 22 to February 23,  in Key West
55th Annual Old Island Days Art Festival
The 55th annual juried outdoor fine art festival features over 70 local and national artists who are to grace the streets with fine art ranging from jewelry, paintings, photography and sculpture. Bring the kids to create an art piece at the children’s art booth. Staged from 10 a.m. - 5 p.m. at Whitehead and Caroline Streets in Old Town Key West.
Contact: 304-294-1243


February 22 to February 23,  in Islamorada
Upper Keys Gigantic Nautical Flea Market
Find hundreds of marine- and watersports-related vendors offering wares to thousands of buyers seeking deals on new and used boats, marine equipment, electronics, fishing tackle, dive gear, nautical arts and crafts, and more. Located at Founders Park, MM 87 bayside, on Plantation Key. Saturday hours 8AM - 5PM, Sunday 9AM - 3PM. Free Parking at Coral Shores High School. Admission donation $5 for 18 and above.


February 23,  in Key West
Impromptu Classical Concerts presents: The Rascher Saxophone Quartet
The Raschèr Saxophone Quartet appears regularly at major concert halls in Europe, Asia and the U.S. The Vienna Zeitung hailed the quartet as the “Uncrowned Kings of the Saxophone” and a critic from Die Welt claimed, “If there were an Olympic discipline for virtuoso wind playing, the Raschèr Quartet would definitely receive a gold medal.” Although founded in the United States in 1969 the quartet was relocated in Germany several years later and has been based there ever since. All Impromptu Classical Concerts are at 4:00 PM at St. Paul’s Episcopal Church, 401 Duval St. in Old Town.


February 23,  in Key West
35th Annual Schooner Wharf Bar Annual Wrecker's Cup Race Series
This all-in-fun race series recalls the tradition of the wreckers in the Key West of the 1800’s. Racers compete in different classes; Classic, Schooner, Multihull, Monohull over 40 feet, Monohull 30 – 39 feet, Monohull 29' and Under, other categories may apply depending on entries. The Wrecker's fleet consists of 16' Hobie Cat's to 105' Schooners! All sailing vessels, local sailors and visiting yachtsmen are welcome to join the regatta.


February 23,  in Key West
It's For the Birds Fundraiser to Benefit Key West Wildlife Center
Set for 3 p.m. to 5:30 p.m. at the West Martello Towers, 1100 Atlantic Blvd., this annual event offers fabulous food, an amazing Silent Auction and raffles generously donated from a variety of local resorts, businesses and restaurants. In addition, there will be a separate Super Silent Auction featuring private home dinner parties, five-course full moon dinner cruises, and more entertaining events. The Key West Wildlife Center, located at 1801 White Street, is a non-profit organization providing rescue and rehabilitative care to wildlife from mile marker 0-30 in the Florida Keys. They are a rescue and rehabilitation facility operating as a trauma clinic and field hospital. Their main focus is rescuing and rehabilitating sick, injured or orphaned native wildlife and returning them to the wild. 


February 23,  in Marathon
Banana Bay Bazaar
The Banana Bay Bazaar is a premier art and culture event held the last Sunday of every month at the infamous sunset bar, The Pointe. This outdoor, fully immersive experience will showcase diverse arts and local vendors bringing together some of the best attractions to give attendees a wonderful taste of The Florida Keys. Celebrate the afternoon with live local music, food trucks and drinks offered at The Pointe, from noon to 5 p.m., inside Banana Bay Resort, mile marker 45.9 bayside.


February 24,  in Marathon
Florida Keys Concert Association presents: Lincoln Trio
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 discovering chamber music for the first time. Performance at Marathon High School Performing Arts Center, 7:30 p.m. Tickets online.


February 25,  in Islamorada
Florida Keys Concert Association presents: Lincoln Trio
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 discovering chamber music for the first time. Performance at Island Community Church. Performance 7:30 p.m. Tickets online.


February 26,  in Key Largo
Delicate Balance of Nature Lecture Series: Marrying Beauty & Sustainability in Creating a Garden
A sustainable garden can be achieved without compromising beauty or abandoning order. Careful thought, along with a knowledge of plants, strengthens the marriage of beauty and sustainability in garden design. Ann Lucey, of Anne Lucey Designs, will share information on how to create a garden that is functional, ecologically balanced and inviting. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Email: [email protected]

February 27 to March 01,  in Key West
Celebrity Artist Bill Mack to Appear in Key West
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 very special appearances at the gallery on Friday, Feb. 28 and Saturday, February 29 from 7:00pm – 11 p.m. The gallery is open every day from 10 a.m. – 11 p.m. RSVPs for the Artist Appearances are suggested.
Contact: 305-923-1696 
Email:  [email protected]

February 28 to February 29,  in Islamorada
Costa Backcountry Fly Championship Series
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 and redfish. The field is limited to 30 boats.


February 29,  in Key West
Sixth Annual Cow Key Channel Bridge Run
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 watch.


February 29,  in Islamorada
Free Outdoor Pops-in-the-Park Band Concert: Wild Kingdom
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.


February 29,  in Islamorada
'Trolley Through Time' with Matecumbe Historical Trust
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 trolley showing over 90 photos of the past as you see them today. Tours take approximately one hour.  Call for reservations, seating is limited. Adults are $20, children six and under are free. A pop-up shop will provide information, historic photographs, books and memorabilia for sale.




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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