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Key West Events

Event calendar courtesy of fla-keys.com - The Tourism & Development Council of the Florida Keys

Events in Key West for February, 2020

Year:  Month: 
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 21 to April 24,  in Key West
LaTeDa presents: Randy Roberts Live!
The Randy Roberts Show is an all live, multi-media tribute to some of the world’s most loved performers. Randy’s uncanny impersonations of Cher and Bette Midler have kept him in the spotlight for the past twenty years. His roster of famous and infamous ladies also includes: Mae West (a perennial favorite), Joan Crawford, Carol Channing, Ann Miller, Phyllis Diller and a bevy of original ladies. He closes every show with a mini-lounge act, allowing him the chance to get up close and personal with his audience. Showtimes and tickets online.
January 22 to April 28,  in Key West
LaTeDa presents: Christopher Peterson's EyeCons Cabaret
Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is all live, no lip-sync, and audiences will be thrilled with his characterizations of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball and even Lady GaGa. Christopher transforms himself from icon to icon right in front of your eyes aided by his magic closet on stage. Showtimes and tickets online.
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]
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 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 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 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 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,  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 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 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 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 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 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,  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 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 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 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 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 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 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 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 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 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
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 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 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 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.