Key West Events Calendar

Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.
Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.

There is never a shortage of activity on Key West. A new year is here and the events keep on coming. Culinary delights start off the year here in the Keys; with events like the Seafood Festival and the Food and Wine Festival foodies are in heaven!  There are also many marathons and other physical events like flag football and SUP for those athletic types. And let’s not forget about the art scene; concerts, art openings, seminars and plays are abundant throughout the year, starting off with the Annual Literary Seminar in January. So no matter when you visit our island Paradise, you will find as much action and entertainment or relaxation as you are looking for.

January 2019

January 3 – 31, 2019

  • Studios of Key West presents Four New Exhibitions – Four new exhibitions open in January: O’Miami Poetry Retrospective, West African Portraiture, Portraits by Annie Dillard and Painted Photographs by Larry Blackburn. Exhibitions by O, Miami, Rhonda Bristol, Annie Dillard, and Larry Blackburn fill all three floors of The Studios’ landmark building in Old Town. Gallery hours are 10am-4pm, Tuesday through Saturday.

January 5, 2019

  • Pole Vault in Paradise presents: Pole Vaulting Champions – Pole Vault in Paradise is a one-day competitive event open to pole vaulters of all ages and abilities. Spectators can watch as top athletes from around the United States join high school, college, and Masters pole vaulters. Admission is free, begins at 9 a.m. and continues throughout the day, at Truman Waterfront Park.

January 5 & 6, 2019

  • DARIUS BY JEAN-BENOÎT PATRICOT – The U.S. Premiere of the smash hit from Paris to benefit Hugh’s View. 8PM SHOW. Directed by Murphy Davis, Featuring Rosi Ware and Stephen Kitsakos Dinner menu designed and executed by Martha Hubbard. $125 PREMIER DINNER & SHOW – 6:30pm arrival . $55 GEN SEATING – 7:45pm arrival – show + dessert. An unexpected encounter between an extraordinary mother and a great perfumer prompts a surprising journey into olfactory memory. Link: https://tskw.org/darius-featuring-stephen-kitsakos-rosi-ware/

January 10, 2019

  • Key West Theater presents: The Wailers – The legendary Wailers band is carrying its revolutionary sound and message to faithful fans around the world. Steered by famed bassist and founder Aston “Familyman” Barrett, and joined in solidarity with original Wailers Junior Marvin and Donald Kinsey, The Wailers are making musical history! The Wailers promise to not only deliver music and talent perfected over more than 40 years, but thankfully introduces fans to new-generation talent who have ties to the Bob Marley & The Wailers family and legacy. Doors open 7 p.m., show starts 8 p.m., Key West Theater, 512 Eaton St.

January 10 – 13, 2019

  • ANNUAL KEY WEST LITERARY SEMINAR – For more information go to www.kwls.org.

January 11, 2019

  • Key West Theater presents: Gary Puckett – Gary Puckett and the Union Gap was one of the most successful musical groups of the sixties. Gary’s unmistakable signature voice garnered six consecutive gold records and top ten Billboard hits, he has performed on more than thirty network television shows and prime time specials during his career, even adding a command performance for the President and Prince Charles at the White House. Doors open 7 p.m., show starts 8 p.m., Key West Theater, 512 Eaton St. 

January 13, 2019

  • Key West Impromptu Concerts presents: Chaz Bowers – Classical organist and improvisational artist Chaz Bowers has delighted audiences from his native Western Pennsylvania to the shores of Bermuda with masterful performances of pieces from the canon of great organ literature. Drawing on his own experience as church organist and the rich traditions of church music, Mr. Bowers presents programs that are designed to inspire. Show starts 4 p.m., St. Paul’s Episcopal Church.
  • GOSPEL OF A GOOD TIME TATAH DUJOUR AND KEY WEST BURLESQUE – 6PM SHOW / $38, $30 MBRS. We could all use less bad news and more good times. Tatah Dujour leads the charge with a Sunday ‘service’ offering live music, dancing, comedy and other light-hearted variety fare. Check the bad vibes at the door and join Dujour and company for an uplifting, riotously funny end to the weekend. Link: https://tskw.org/gospel-of-a-good-time-with-tatah-dujour-key-west-burlesque/
  • Key West Artisan Market – Art, food, wine, craft beer, shopping and entertainment. Free admission, from 10AM to 2PM at new location, Higgs Beach. Bring your reusable bags.

January 14, 2019

  • Friends of the Key West Library Lecture Series presents Madeline Miller – Friends of the Key West Library will present New York Times Best-Selling Novelist Madeline Miller as the first speaker in its popular Monday evening lecture series. The talk will be at the Old City Hall, 510 Greene Street. Miller’s appearance is made possible by the generous support of the Key West Literary Seminar. Ms. Miller’ second novel, Circe, was a Number One New York Times bestseller and was at the top of many Best of 2018 lists. Access to the Meeting Room at Old City Hall at 510 Green Street is at the front of the building by foot up a flight of stairs or by elevator located at the rear of the building. The Duval Loop bus has two nearby stops. Admission is free. The talk begins promptly at 6 p.m. Seating starts at 5:30 on a first come, first served basis.

January 17, 2019

  • KEY WEST KINGFISH MAYHEM – FISHING TOURNAMENT – Stock Island Marina Village,  7005 Shrimp Road, Key West, FL 33040. Key West is known for having some of the largest Kingfish ever caught in any tournament. Come fish in the beautiful waters of Key West. The 2018 Key West Kingfish Mayhem is set to be a great event with some incredible fishing. Sign up today! Contact Jimmy Wickett at 954-605-8284.  www.keywestkingfishmayhem.com.

January 18 – 19, 2019

  • 59th Annual Key West Home Tours  – Tour elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and the interior design that complements each. January tours are offered 3 to 7 pm each day. Transportation between homes is available via Conch Train for $45 each, seating is limited. Tickets without transportation are $35 in advance and $40 on tour days. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs. Contact: 305-294-9501 / Email: tickets@oirf.org

January 19 – 20, 2019

  • 14th Annual Florida Keys Seafood Festival  – A family-friendly event with local fresh Keys seafood, drinks, marine-related crafts, youth activities, and live music. $5 admission per person; hours open from 11 a.m. – 8 p.m. on Saturday; 11 a.m. to 5 p.m. on Sunday, at Bayview Park, Truman Avenue and Jose Marti Drive. Email: fkcfa1@hotmail.com

January 19 – 10, 2019

  • South Florida Symphony, Porgy and Bess  – An American operatic classic and fine orchestral musicianship are to combine for Florida Keys audiences in the South Florida Symphony’s staging of George and Ira Gershwin’s “Porgy and Bess.” An anticipated highlight of the symphony’s 2019 season, the production is to feature a cast of leading African-American vocalists including Neil Nelson as Porgy and Brandie Sutton as Bess. The masterful offering is to open at 7:30 p.m. Saturday, Jan. 19, at Key West’s Tennessee Williams Theatre, 5901 College Road on the campus of Florida Keys Community College.

January 20, 2019

  • 21st Annual 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: bwpromo3@bellsouth.net

January 22 – 29, 2019

  • KELLY MCGILLIS CLASSIC INTERNATIONAL FEMALE FLAG FOOTBALL CHAMPIONSHIP – Women and girls from around the world are to meet on the playing field for hard-fought sporting acton. Each year, more than 26 teams from across the United States, Mexico, Central America, Sweden, and India participate. Contact: 305-896-8678 or email iwffa@iwffa.com. http://www.iwffa.com/iwffa-tournaments/.

January 23 – 27, 2019

  • KEY WEST FOOD & WINE FESTIVAL – Top Chefs and restauranteurs display culinary creativity and the Keys’ indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively “Duval Uncorked UnDone”, neighborhood wine strolls, food and wine pairings, intriguing seminars, and a grand tasting. Contact 800-474-4319 Email: info@kwfoodwinefest.us. https://www.keywestfoodandwinefestival.com/.
  • I’M GONNA PRAY FOR YOU SO HARD – Written by Halley Feiffer, Directed by Carole MacCartee. $60 PREFERRED, $44, $35 MBRS. One boozy evening, fiercely competitive actress Ella and her father David deliberate over whether to read the reviews of her Off-Broadway debut… and things unravel from there. This darkly humorous sheds new light on the eternal struggle of parents and children to find common ground. Link: https://tskw.org/im-gonna-pray-for-you-so-hard/

January 25, 2019

  • Rams Head Productions presents: Air Supply at Sunset Green Event Lawn  – The trademark sound of Russell Hitchcock’s soaring tenor voice and Graham Russell’s simple yet majestic songs have created a unique sound that helped Air Supply become a staple of early-’80s radio, producing seven straight Top Five singles. The albums “Lost in Love”, “The One That You Love”, “Now & Forever”, and “The Greatest Hits” sold in excess of 20 million copies during this era. In 2013, the duo was inducted into the Australian Recording Industry Association’s Hall of Fame. Air Supply celebrated their 40th anniversary in 2015 and continue to delight audiences all over the world. Doors open 6:30 p.m., show starts 8 p.m. Sunset Green Event Lawn is a multi-purpose event space located at 24 North Hotel. Contact: knorman@ramsheadgroup.com

January 27, 2019

  • Key West Impromptu Concerts presents: Timothy Chooi  – Regarded as one of Canada’s most promising and exciting young artists, Timothy Chooi recently was the Bronze Medal Winner of the 2015 Michael Hill International Violin Competition, performed with Pinchas Zukerman and the National Arts Centre Orchestra, recorded his debut album, and was featured at the Ravinia Festival in Chicago. Show starts at 4 p.m., St. Paul’s Episcopal Church.
  • Key West Artisan Market – Art, food, wine, craft beer, shopping and entertainment. Free admission, from 10AM to 2PM at new location, Higgs Beach. Bring your reusable bags.

January 29, 2019

  • Second Annual Mile 0 Fest Key West  – Mile 0 Fest Key West is a new music festival considered a “must see” 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.
February 2019

February 1 – 2, 2019

  • CUDA BOWL – Shallow-water flats anglers and guides are invited to hook up and fight their barracuda rivals. The event is headquartered at Hurricane Hole Marina on Stock Island. Prizes are to be awarded to the top angler and guide in light-tackle spin and fly divisions. Visit cudabowl.com or email info@cudabowl.com.
  • Second Annual Mile 0 Fest Key West  – Mile 0 Fest Key West is a new music festival considered a “must see” 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.

February 8, 2019

  • SUSAN WERNER – 8PM, $38, $30 MBRS. Called “one of the most innovative songwriters working today,” (Chi- cago Tribune), Werner crafts lyrics as sharp as thistles, and every bit as funny as they are on point. A giant on the acoustic scene, Werner is by turns wry and passionate on stage, and famous for her live shows. Link: https://tskw.org/susan-werner-in-concert-4/

February 9, 2019

  • DISMANTLING RACISM: YOGA AND SOCIAL JUSTICE with MICHELLE CASSANDRA JOHNSON from 10AM–5PM. TIERED PRICING: $150, $100 (SCHOLARSHIPS AVAIL). Michelle Johnson, yogi, anti-racism trainer and activist, leads par- ticipants through a day focused on understanding systems of power, privilege and oppression. The day includes embodied practice (breath work and some movement), storytelling, plus a look at personal, cultural, and institutional racism, a history of the race construct, a look at internalizations of racism, and privilege and planning for action. Link: https://tskw.org/dismantling-racism-yoga-social-justice-with-michelle-cassandra-johnson/

February 10, 2019

  • Key West Artisan Market  – Browse among culinary, textile, jewelry, wood, artists & crafters, curiosities, live music, craft beer, wine and art and food concessions. From 10 a.m. to 2 p.m., at a NEW location this year, at Higgs Beach. Bring your own bags. A fantastic, family-friendly, free event.
  • GOSPEL OF A GOOD TIME TATAH DUJOUR AND KEY WEST BURLESQUE – 6PM SHOW / $38, $30 MBRS. We could all use less bad news and more good times. Tatah Dujour leads the charge with a Sunday ‘service’ offering live music, dancing, comedy and other light-hearted variety fare. Check the bad vibes at the door and join Dujour and company for an uplifting, riotously funny end to the weekend. Link: https://tskw.org/gospel-of-a-good-time-with-tatah-dujour-key-west-burlesque/

February 11, 2019

  • Key West Theater presents: Arrival From Sweden, The Music of ABBA  – Witness the most authentic ABBA show ever, delivered in exact replicas of ABBA’s famous staging clothes exclusively approved by ABBA’s clothing designer. Arrival from Sweden performs together with some of the finest symphony orchestras in the world and also with ABBA original musicians. ARRIVAL from Sweden is the only ABBA tribute band in the world that has been given an unreleased ABBA song, “Just A Notion” directly from Björn Ulvaeus and Benny Andersson of ABBA. Doors open 7 p.m., show starts 8 p.m., Key West Theater, 512 Eaton St.

February 13, 2019

  • Anne McKee Fine Art Auction  – Now in its third year at The Studios of Key West, event’s doors will open at 6:30 p.m. and the auction will begin at 7:00 p.m. Light hors d’oeuvres, Champagne and desserts will be included in the $25 ticket price and there will also be a cash bar. VIP seating is available for $50. The auction preview will be from February 7 – 13 at The Studios of Key West. The highlight of this year’s auction will be an original Sal Salinero painting valued at nearly $10,000. The McKee art auction raises money for project-based grants to Keys visual, literary and performing artists. Founded by longtime Key West resident and philanthropist, Anne McKee, the non-profit fund has awarded more than $265,000 since 1994. Tickets available online.

February 14, 2019

  • Studios of Key West presents: Ben Rosenblum Trio  – A pianist and composer, Rosenblum has graced the stages of The Lin- coln Center, Carnegie Hall, The Blue Note and many others. Accompanied by two talented cohorts, he presents a special Valentine’s Day concert, featuring music from his latest album, which Jazziz Magazine calls “richly romantic.” Show starts 7 p.m., 533 Eaton St.
  • Key West Theater presents: Los Lobos (Two Shows)  – More than three decades have passed since Los Lobos released their debut album, Just Another Band from East L.A. Since then they’ve repeatedly disproven that title—Los Lobos isn’t “just another” anything, but rather a band that has consistently evolved artistically while never losing sight of their humble roots. Showtimes 6:30 and 9:30 p.m., Key West Theater, 512 Eaton St.

February 15 – 16, 2019

  • 59th 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 $40 on tour days. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs.  Contact: 305-294-9501 / Email: tickets@oirf.org

February 17, 2019

  • Key West Impromptu Concerts presents: Camerata Ensemble  – Camerata RCO is a unique ensemble comprised of members of Amsterdam’s renowned Royal Concertgebouw Orchestra. These colleagues founded this independent group with the desire to explore smaller, more intimate, repertoire.  Tours have taken them to New York, Minsk, Tokyo, Seoul, Vienna, Rome and Madrid. Camerata RCO has recorded five well-regarded albums featuring music by Mozart, Mendelssohn, Corelli, and Mahler. Show starts at 4 p.m., St. Paul’s Episcopal Church.

February 21, 2019

  • STARLIGHT BALL – 7PM-10PM. $125, $100 MBRS. A year from now we’ll be partying on the roof, but this year we bring the night sky indoors, transforming The Studios into a glittering vision of the heavens for our annual blowout. Costumes are encouraged, or just dust off your old tuxedo; we expect Hollywood Stars, celestial bodies, and the occasional extra-terrestrial. Plus plenty to eat and drink, and a dance floor that’s out of this world! Link: https://tskw.org/starlight-ball/

February 23, 2019

  • BECCA MANCARI – 7PM / $38, $30 MBRS. Hailed by NPR as a “lyrical and raw,” Mancari followed a circuitous path to success – working as a janitor in South Florida, hopping trains with down-and-out songwriters in Virginia, seeking spirituality in India. It’s a route that’s worked, landing her several successful tours and an album that recently hit Rolling Stone’s ’40 Best’ list. Link: https://tskw.org/becca-mancari/

February 24, 2019

  • Key West Artisan Market – Art, food, wine, craft beer, shopping and entertainment. Free admission, from 10AM to 2PM at new location, Higgs Beach. Bring your reusable bags.
March 2019

March 1, 2019

  • DANA COOPER – 8PM / $32, $25 MBRS. Cooper has logged millions of miles engaging audiences with his quick wit, insightful stories and commanding presence. He has performed on Austin City Limits, received the Spirit of Folk Award, and perfected a strumming style that is legend among guitarists. Celebrating the release of his 26th (!) album, this folk mainstay brings his storytelling to Key West. Link: https://tskw.org/dana-cooper/

March 2, 2019

  • CONCH SHELL BLOWING CONTEST – 305-294-9501 – An island tradition for over 50 years, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make “music” with fluted conch shells. Contest located in the garden of the Oldest House, 322 Duval Street, free and open to all ages. Registration begins at 10 a.m., contest starts at noon.
  • ARTIST STUDIO TOURS – 11AM-3PM / $25, $20 MBRS. DOOR: $25. One of our most popular annual events, the Artist Studio Tours takes you to the neighborhoods of Old Town this season with a carefully cu- rated collection of creative work spaces. Spend the afternoon peeking into the homes and studios of some of the island’s most fascinating artists. See website for details. Link: https://tskw.org/48911-2/

March 3, 2019

  • Key West Impromptu Concerts presents: Goldstein-Peled-Fiterstein Trio  – Bound by their Israeli roots, pianist Alon Goldstein, cellist Amit Peled, and clarinetist Alex Fiterstein formed the Goldstein-Peled-Fiterstein Trio in 2005. Today, the ensemble’s performances reflect both the special gifts and originality of the three artists as soloists as well as their marvelous sense of ensemble and love of chamber music. The New York Times praised the ensemble for displaying “the kind of spotless technique that keeps the attention focused on the score rather than the vagaries of the performance.” Show starts at 4 p.m., St. Paul’s Episcopal Church.

March 4, 2019

  • BELVOIR CASTLE AND CAPABILITY BROWN: DISCOVERING A LOST LANDSCAPE DUCHESS OF RUTLAND presented with the Key West Garden Club at 6PM. $15, $10 MBRS / The Studios’ first royal visit! Emma Manners, 11th Duchess of Rutland, discusses the landscape restoration of her homestead, Belvoir Castle, a fairy tale castle that had sat dormant since WWII. Manners utilized long-lost plans drafted by Lancelot “Capability” Brown in 1780 to realize his radical, original design, resulting in a modern masterpiece. Link: https://tskw.org/belvoir-castle-capability-brown-discovering-a-lost-landscape-with-duchess-of-rutland/

March 4 – 7, 2019

  • MARCH MERKIN INVITATIONAL PERMIT TOURNAMENT – A charity flats-and-fly-only tournament with a twist – in addition to catch and release, anglers earn extra points for tagging their caught fish. Held at the Key West Yacht Harbor Marina on Stock Island. Email: Ldbooker@gmail.com.

March 5 – 8, 2019

  • ALLIGATOR ALLEY – WRITTEN, DIRECTED BY MICHAEL MARRERO –  SHOWS AT 8PM. $60 PREFERRED, $44, $35 MBRS. Oscillating between bitingly funny and heartwarming, Alligator Alley follows two childhood friends as they navigate the dystopian sprawl of Florida City and the wilds of the Everglades. Link: https://tskw.org/alligator-alley/

March 7, 2019

  • Rams Head Productions presents: 10,000 Maniacs  – A cornerstone alternative band with roots in Jamestown, NY, the group has produced smash hits like Trouble Me, Because the Night, These Are Days, and many more. Doors open 7 p.m., show starts 8 p.m., at Key West Theater, 512 Eaton St. Tickets available online starting at noon, 11/7/18. Contact: Box Office 305-985-0433

March 9, 2019

  • LAUGHTER IN THE TIME OF CHOLERA, AN EVENING WITH DAVE BARRY, MIKE PETERS AND MIKE LUCKOVICH – 6pm lecture & demo, $75, $65 mbrs. 8pm Arts & Eats dinner, $175 (includes lecture). Our current political times keep editorial comics on their toes. Three of the greats – who happen to be old pals – share their thoughts and pen a few sketches in an uproarious evening that proves it’s better to laugh than cry. Afterward, Barry, Luckovich and Peters join guests at an intimate dinner party two blocks away (ticketed separately) to talk further. Link: coming soon! tskw.org

March 10, 2019

  • Key West Artisan Market  – Browse among culinary, textile, jewelry, wood, artists & crafters, curiosities, live music, craft beer, wine and art and food concessions. From 10 a.m. to 2 p.m., at a NEW location this year, at Higgs Beach. Bring your own bags. A fantastic, family-friendly, free event.

March 12, 2019

  • Fringe Theater presents: Lee Roy Reams on Broadway – Fringe Theater presents Lee Roy Reams as he brings his popular New York musical revue from Feinstein’s 54 to Key West. One night only. Tropic Cinema, 416 Eaton Street. Show starts 7 p.m. Contact: Rebecca Tomlinson 305-587-8961
  • PASSEPARTOUT DUO NICOLETTA FAVARI, CHRISTOPHER SALVITO, AIRs at 7PM – $32, $25 MBRS. Passepartout Duo, a percussion and piano collaboration, seeks to revitalize contemporary music through immersive events and compelling interdisciplinary projects that blur cultural and aesthetic borders. While in Key West for their residency, Nicoletta and Christopher present a live set featuring new compositions inspired by their time on the island. Link: coming soon! tskw.org

March 15 – 16, 2019

  • 59th 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 $40 on tour days. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs. Contact: 305-294-9501/Email: tickets@oirf.org

March 17, 2019

  • Key West Impromptu Concerts presents: Amernet String Quartet  – Praised for their “intelligence” and “immensely satisfying” playing by the New York Times, the Amernet String Quartet has garnered recognition as one of today’s exceptional string quartets and are Ensemble-in-Residence at Florida International University in Miami. Their sound has been called “complex” but with an “old world flavor.” Strad Magazine described the Amernet as “…a group of exceptional technical ability.” Show starts at 4 p.m., St. Paul’s Episcopal Church.
  • Rams Head Presents Bret Michaels at the Key West Theater – As a rock star, reality star, spokesperson, businessman, and philanthropist, Bret Michaels does more jobs in a single day than most people do in an entire lifetime. Depending on the hour of the day he’s a cultural icon, a rock god, an entrepreneur, a TV star, a father, the face of the American Diabetes Association, a super cross enthusiast, solo artist, Poison front man, and a generous donor to a myriad of charitable causes. Tickets available online or at Key West Theater box office, 512 Eaton St. Contact: Box Office 305-985-0433/Email: boxoffice@thekeywesttheater.com

March 21, 2019

  • OTHERWORLD with JEFFREY CHAPPELL & FRIENDS ALBUM RELEASE  at 7PM AND 9PM. $38, $30 MBRS. The contemporary quartet, Otherworld, blends jazz, classical and Middle Eastern influences into a unique sound that defies easy categorization, featuring intricate, cinematic compositions and soaring improvisations. This concert features music from their new album and favorites from their debut album, which placed in the top 10 at the Global Music Awards. Link: https://tskw.org/otherworld-jeffrey-chappell-friends-album-release/

March 24, 2019

  • Key West Artisan Market – Browse among culinary, textile, jewelry, wood, artists & crafters, curiosities, live music, craft beer, wine and art and food concessions. From 10 a.m. to 2 p.m., at a NEW location this year, at Higgs Beach. Bring your own bags. A fantastic, family-friendly, free event.
  • GOSPEL OF A GOOD TIME TATAH DUJOUR AND KEY WEST BURLESQUE – 6PM SHOW / $38, $30 MBRS. We could all use less bad news and more good times. Tatah Dujour leads the charge with a Sunday ‘service’ offering live music, dancing, comedy and other light-hearted variety fare. Check the bad vibes at the door and join Dujour and company for an uplifting, riotously funny end to the weekend. Link: https://tskw.org/gospel-of-a-good-time-with-tatah-dujour-key-west-burlesque/

March 30 – 31, 2019

  • NAS Key West 2019 Southernmost Air Spectacular – The U.S. Navy Flight Demonstration Squadron the Blue Angels will be taking to the skies at Naval Air Station Key West. The 2019 theme is “Women in Aviation” with a focus on the “Future of Flight.” Organizers expect highlights to include civilian performers like an all-female parachute jump team, the Misty Blues, Patty Wagstaff flying an Extra 330SC, Ashley Shelton, Wing Walker and the world famous Shockwave Jet Truck. Gates open 9 a.m., air show starts at 10:30 a.m., Blue Angels fly at 2:30 p.m. Admission and parking are free. Contact: Emma Edgar Harlow 305-293-2503/Email: mwrnaskw@gmail.com

March 31, 2019

  • Key West Impromptu Concerts presents: Lomazov Rackers Piano Duo – The Lomazov Rackers Piano Duo garnered wide attention as the Second Prize Winners of the Sixth Biennial Ellis Duo Piano Competition in 2005. Since then, they have performed as recitalists and in concert with orchestras throughout the United States and Europe, including performances at the Kiev International Music Festival (Ukraine), Varna International Piano Festival (Bulgaria), Moulin d’Andé Arts Festival (France), Burgos International Music Festival (Spain) and Infiorata di Genzano (Italy) in addition to appearances in every region of the United States.
  • UNDERWATER: TWO ONE-ACT PLAYS BY TENNESSEE WILLIAMS – Directed by Stephen Kitsakos at 7:30PM, presented by Key West Art & Historical Society, tickets at kwahs.org. PREFERRED $50, $40 GEN. Continuing to present lesser-known works by the great American playwright, KWAHS presents the rarely performed comedy Lifeboat Drill and steamy threesome Kingdom of Earth – two intriguing plays with characters trapped, both physically and metaphorically, by rising waters. With Alaina Albertson, Michael Catlege, Kitty Clements, Arthur Crocker and Jeffrey Johnson. Link: https://tskw.org/underwater-two-one-act-plays-by-tennessee-williams/
April 2019

April 1, 2019

  • UNDERWATER: TWO ONE-ACT PLAYS BY TENNESSEE WILLIAMS – Directed by Stephen Kitsakos at 7:30PM, presented by Key West Art & Historical Society, tickets at kwahs.org. PREFERRED $50, $40 GEN. Continuing to present lesser-known works by the great American playwright, KWAHS presents the rarely performed comedy Lifeboat Drill and steamy threesome Kingdom of Earth – two intriguing plays with characters trapped, both physically and metaphorically, by rising waters. With Alaina Albertson, Michael Catlege, Kitty Clements, Arthur Crocker and Jeffrey Johnson. Link: https://tskw.org/underwater-two-one-act-plays-by-tennessee-williams/

April 3, 2019

  • THE COURAGE TO FAIL, AN EVENING OF STORYTELLING WITH DIANA NYAD at  7PM (75 MIN, NO INTERMISSION) – $60 PREFERRED, $44, $35 MBR. Famed long distance swimmer Diana Nyad captured the heart of Key West in 2013 when she emerged on Smather’s Beach, having completed her historic swim from Havana, Cuba to Key West. As an athlete, author, former sports broadcaster, and fitness icon, Nyad’s life reads like a riveting collection of stories. The Courage to Fail gives audience members the opportunity to absorb the tales of an incredible public figure in an intimate setting. Link: https://tskw.org/the-courage-to-fail-an-evening-of-storytelling-with-diana-nyad/

April 4, 2019

  • Rams Head Productions presents: The Beach Boys – This band has birthed a torrent of hit singles and sold albums by the tens of millions. But its greater significance lies in the fact that The Beach Boys’ songs have forever changed the musical landscape, profoundly influencing countless performing artists to follow. Doors open 6 p.m., show starts 7:30 p.m. at Sunset Green Event Lawn, 3820 N. Roosevelt Blvd.

April 4 – 7, 2019

  • Key West Yoga & Wellness Fest – Enjoy a weekend that combines the best of this legendary tropical island culture with whole body wellness – mind, body and spirit. From Friday evening’s opening party to Sunday afternoon’s breathtaking celebration, the Yoga and Wellness festival is one to savor. Attend individual events or a three-day VIP Festival Pass, which includes exclusive VIP access to all four festival events over three days, plus an exclusive VIP celebration and a goodie bag to enhance the mind and body experience. Contact: 305-587-9115/Email: info@keywestyogafest.com

April 6, 2019

  • The Revivalists at the Key West Amphitheater – The Revivalists, a band with heart and soul, welcome listeners on this journey with them as they set out with a newfound depth and ambition. A mainstream phenomenon, the song “Wish I Knew You” sky rocketed on the Top 40 and bubbled up on to the Billboard Hot 100 charts. Their hit “All My Friends” is driven by swaggering piano, boisterous horns and bluesy leads, among so many more. Gates open 5 p.m., showtime 6:30 p.m. at Truman Waterfront Park Amphitheater.
  • REMARCABLE DANCE PROJECT – Performed by MARC clients. Choreographed by Kyla Piscopink.  4PM, donations benefit ReMARCable Dance and The Studios. The ReMARCable Dance Project combines the talents of Dance Key West and MARC, a local non-profit serving adults with developmental disabilities. The MARC clients nurture their creative voices, work on coor- dination and develop the courage to present their work. Join us for one of the most popular programs of the year! Link: https://tskw.org/remarcable-dance-project/

April 7, 2019

  • Key West Artisan Market – Browse among culinary, textile, jewelry, wood, artists & crafters, curiosities, live music, craft beer, wine and art and food concessions. From 10 a.m. to 2 p.m., at a NEW location this year, at Higgs Beach. Bring your own bags. A fantastic, family-friendly, free event. Last date of the season!

April 13, 2019

  • Mote Marine Laboratory’s 9th Annual Ocean Fest: A Community Celebration – From 10 a.m. – 6 p.m. at NOAA’s Florida Keys Eco-Discovery Center and Truman Waterfront. Underwater and outdoor enthusiasts, eco-travelers and families are encouraged to celebrate the marine environment as we explore conservation exhibits, view and purchase wares from local artists and vendors, experience touch tanks, and listen to live music all while raising funds for coral reef research and restoration.

April 19 – 28, 2019

  • 37th Annual Conch Republic Independence Celebration – With activities such as a lighthearted sea battle featuring tall ships, the Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes the Florida Keys. Contact: 305-296-0213 / Email:info@conchrepublic.com

April 20, 2019

  • CELEBRATE CUBA WITH CORTADITO, PART OF 21ST AFRO ROOTS FEST –  8PM / $32, $25 MBRS. Cortadito brings explosive energy to early 20th century Cuban arrange- ments, evoking a time when Cuban music was influencing sounds throughout the globe. Occasionally, guest musicians back Cortadito, creating a sound reminiscent of the Buena Vista Social Club. Celebrate the release of the ensemble’s latest album, Canciones de Julio, with house-made mojitos and cigars hand-rolled on site. Link: https://tskw.org/celebrate-cuba-with-cortadito/

April 25 – 30, 2019

  • HAVANA BIENNIAL TOUR TOUR: DEADLINE TO REGISTER: FRI JAN 25 – Join The Studios for exclusive access to one of the international art world’s most dynamic festivals. The 13th Havana Biennial was post- poned due to last year’s hurricanes and returns with a feast for the senses. Along the way you’ll dine like stars, hang out with Cuba’s leading artists, and gain an intimate view of this complicated, romantic city. In partnership with Gallery on Greene. Link: coming soon! tskw.org

April 26, 2019

  • GOOD THINGS COME TO THOSE WHO WAIT by TARA O’GRADY – 8PM / $32, $25 MBRS. Tara O’Grady’s music, which encompasses jazz, blues, folk and Ameri- cana, can be heard around the globe. The songstress channels the style of the 1920s and the energy of the 1950s in her foot-tapping live shows. Link: https://tskw.org/good-things-come-to-those-who-wait/
May 2019

May 3, 2019

  • MERMAID TRUTH OR CONSEQUENCES: A SURVIVALIST GAME SHOW ELIZABETH DOUD – Produced by FUNDarte in collaboration with Siren Arts. This interactive game show, hosted by radical mermaids, spills out of a parked Airstream allowing visitors to strike up conversations with environmental experts. An irreverent approach to climate change conversation, this event is part game show, part science jam, and part mermaid magic. A wildly imaginative approach to tackling a difficult topic! Link: https://tskw.org/mermaid-truth-or-consequences-a-survivalist-game-show/

May 3-5

  • Fourth Annual Papio Kinetic Sculpture Parade – If one man’s junk is another man’s treasure, then the late Key Largo folk artist Stanley Papio was a treasure hunter extraordinaire. Fans of “outsider art” can celebrate the renegade metal sculptor’s legacy with a people-powered parade of mobile sculptures crafted in the spirit of his extraordinary creations. The Papio Kinetic Sculpture Parade features colorful sculptural floats, tricycles with exotically costumed riders, fantastically decorated bicycles and other moving works of art — all powered by human effort alone — and are to follow a route along the length of Key West’s Duval Street. Contact: 305-295-6616 / Email: mgieda@kwahs.org.

May 4, 2019

  • Key West Paddle Classic – Presented by Lazy Dog Adventures, the challenge includes a 12-mile Elite Race around the island and a 4-mile open race. Other events include a kick-off registration party, paddleboard clinics and races for kids. Contact: Sue Cooper 305-304-4259 / Email: sue@lazydog.com

May 8 – 12, 2019

  • Key West Songwriters’ Festival – Charlie Bauer 305-304-0814 – The 24th annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings.

May 18, 2019

  • COTTAGE CONCERT – SETH GLIER at 7:30PM. $32, $25 MBRS. Glier brings his congenial stage presence back to Key West to perfect his songwriting skills in an artist residency. Taking a break from the creative process, he presents a stripped down outdoor show featuring favorite foot-stompers and new works. Join Glier “at home” on the back deck of the residency cottages for a unique springtime show. Link: https://tskw.org/cottage-concert-with-seth-glier/

May 22 – 26, 2019

  • PRIME TIME Written by Blake Hunter, Directed by Murphy Davis – $60 PREFERRED, $44, $35 MBRS. Blake Hunter has penned a new musical following a female TV Executive in the 1970s who fights 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. Link: https://tskw.org/prime-time/
June 2019

June 1, 2019

  • 43rd Annual Swim Around Key West – The Annual Swim Around Key West is a 12.5-mile endurance swim clockwise around the entire island of Key West, started by founder Anna Fugina in 1977. The Annual Swim Around Key West is an independent and insured swim, permitted by the U.S. Coast Guard. There are three categories: solo swimmer, two-person relay team and three-person relay team. Presented by Key West Athletics Association.
  • Village with a Voice Historical Photo Collection
    The public is invited to enjoy the historic photo collection’s opening reception at Douglass Gym and Community Center, 111 Olivia St., Bahama Village, from 5-7 p.m. Donated by the Old Island Restoration Foundation to the City of Key West Art In Public Places Program this photo collection has now found a permanent home. Originally under art direction of Richard Moody in 1999, this collection of 29 photographs taken by Thomas Butler, Scott Wilcox and Richard Weatherwax capture not only a moment in time but reveal a glimpse of the rich history of Bahama Village. A visual presentation of oral histories documented by Mia Castillo and D. Phipps, inspired by this collection, will premiere at this event. Live entertainment by the Bahama Village African Dance Troupe and the Bahama Village Music Program, and light refreshments by Santiago’s Bodega, Johnson’s Grocery, Firefly and Blue Heaven.

June 4 – 7, 2019

  • THE PRIDE Presented by Fringe Theater – TICKETS AT FRINGETHEATER.ORG. The Pride, a contemporary British drama, examines changing attitudes toward sexuality between the late 1950s and current times by contrasting two parallel love stories – one in 1958, the other in 2008. The Pride pre- miered at Royal Court Theater to critical acclaim, winning the Laurence Olivier Award before making its Off-Broadway debut in 2010.

June 5 – 9, 2019

  • Key West Pride – Key West shows its Pride every day, and this is your chance to be a part of the celebration! The five-day schedule includes daytime pool and beach parties, late-night drag shows, on-the-water adventures ranging from snorkeling and kayaking to glass-bottom boat tours, a street fair, a 10k relay for tutu-wearing runners and walkers, and pageants to select Mr., Miss and Ms. Key West Pride. Contact: Matt Hon 305-294-4603/Email: events@gaykeywestfl.com

June 9, 2019

  • Key West Concerts presents: Slightly Stoopid – The Ocean Beach, California-based band formed by multi-instrumentalists Kyle McDonald and Miles Doughty has matured into a versatile musical ensemble consisting of drummer Ryan “Rymo” Moran; percussionist Oguer “OG” Ocon; saxophonist Daniel “Dela” Delacruz; keyboardist Paul Wolstencroft; trumpet and trombone player Andy Geib, and an arsenal of guests that frequent the stage, most notably Karl Denson (Rolling Stones/Greyboy Allstars), Don Carlos, Chali 2na (Jurassic 5) and Rashawn Ross (Dave Matthews Band). Special guests include Matisyahu, Tribal Seeds and Hirie. Gates open 3:30 p.m., show states 4:30 p.m., Key West Amphitheater.

June 10, 2019

  • TWICE TOLD TALES Presented by Theater XP – TICKETS AT THEATREXP.ORG. The hit of Summer Stage returns for a third round of dueling mono- logues! Can the same words mean more than one thing? Twice Told Tales provides a fresh twist on a theatrical staple. Each monologue is presented by one director, but two actors, giving two wildly different takes on the material.

June 13, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

June 14, 2019

  • Wine School at Wine-O Bar – from 4-5 p.m. On Friday, June 14, from 4-5 p.m., La Concha Hotel & Spa’s Wine-O Bar will offer Wine School, giving locals a chance to learn about the various wines of the Jackson Family Portfolio, a family-owned winery based in Santa Rosa, Calif. Unwind with a glass of red or white and taste the flavors of Napa, Sonoma, Australia, Chile, France and many more during this hour-long experience, while acquiring knowledge about the alluring traditions of wine.

June 15, 2019

  • Key West Island Swim: FKCC Swim Around Key West – The officially sanctioned event is a 12.5-mile swim clockwise around the island of Key West that is open to all age groups. Individual swimmers and relay teams can compete. The route takes swimmers through the waters of the Atlantic Ocean and Gulf of Mexico, ending where they began at Higgs Beach. Contact: Lori Bosco 305-809-3562 / Email: aqualb@aol.com; lori.bosco@fkcc.edu.
  • Seventh Annual VFW Fishing Tournament – Sponsored by the Southernmost VFW Post 3911, this family oriented inshore and offshore tournament offers cash prizes for dolphin, wahoo, tuna, snapper and grouper, along with prizes for heaviest fish by a lady angler, heaviest fish by a juvenile angler, pee-wee, senior angler and active service member. The heaviest Dolphin: 1st-$3000.00; 2nd-$1000.00; and 3rd $500.00. Weigh-in at Murray Marine. All proceeds benefit VFW Relief Fund for Monroe County veterans, and local charities. Contact: Pete Thomas 610 304 2392/Email: psty2k@yahoo.com
  • Native Plant Sale at the Key West Tropical Forest – The Nursery at the Key West Tropical Forest & Botanical Garden will be offering native trees, shrubs and vines for sale from 9AM to noon. Nursery volunteers have propagated 161 species of plants bringing the inventory to more than 1,500 plants which attract butterflies and birds. Many plants are on the State of Florida endangered species list. Sizes range from one-gallon to 15-gallon pots. Key West Tropical Forest members receive a 15% discount. The Garden is a 501 (c) 3 non-profit and all proceeds directly benefit the Garden’s conservation program. The Garden is located at 5210 College Road on Stock Island.
  • Full Moon Experience: Vogue – Self-expression and participation is what drives this event and you are encouraged be a part of it all! Vogue is the season finale of the Full Moon Experience and we invite you to come out looking fabulous and participate in our interactive fashion show and dance contest! Yoga kicks off the night at 7pm, followed by a dance party from 8pm to midnight. This event is fun for all ages and the best part is that there is NO COVER! Enjoy food and drinks all night, with a welcome drink provided by Papa’s Pilar Rum, meet new friends, and leave with one of the best Experiences you’ll ever have in Key West.

June 20, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)
  • Key West Theater presents: Brian Imbus, Mentalist – Brian Imbus is an internationally recognized Mentalist that has performed for thousands of audiences for over 20 years. Brian has performed at over 3,000 professional engagements, has Hypnotized over 100,000 people. ‘Miracles of the Mind’ includes a unique blend of humor, psychological illusion, and hypnosis. Predic-tions will be made, minds will be read and one impossible finale will add an exclamation point to this award winning performance! Doors open 7 p.m., show starts 8 p.m.

June 21 – 23, 2019

  • Key West International Guitar Festival: Bridges to Paradise – The festival features a fusion of master guitarists performing classical, jazz, Latin, blues, folk & contemporary music in historic venues throughout the island, in a series of world-class concerts. Food and wine events are to be paired with music throughout the island offering a culinary and cultural experience highlighted by a special event, “Virtuoso Chefs of Key West.” Featured artists include Mateo, Belle, Rolando Rojas and Larry Baeder. Tickets on sale April 6, online.
    Contact: Mateo 305-304-1437. Email: jampolmateo@gmail.com

June 23 – 24, 2019

  • CLASSICS OF COMEDY Presented by Theater XP – TICKETS AT THEATREXP.ORG. Nichols and May. Abbott and Costello. Brooks and Reiner. Bob Newhart. Monty Python. Burnett, Korman, Conway and more! Theatre XP’s Summer Stage celebrates the giants of classic comedy by faithfully recreating their most famous bits and sketches. Join us for a night of belly laughs…punctuated by a few awkward chuckles.

June 27, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)
  • Join us in the Florida Keys for Currents & Crossroads: A Conversation with Ocean Conservancy on Thursday, June 27 from 6 to 8 p.m. During the event you will enjoy free food and drinks as you hear from J.P Brooker, our Senior Manager and Policy Counsel for Florida Conservation, highlighting Ocean Conservancy’s vision for Florida’s ocean and coasts. The event is free to attend and you can register by clicking hereLocation: Lost Kitchen Supper Club – 3810 Front Street, Stock Island, FL 33040. Have questions? Email us at RSVP@oceanconservancy.org.

June 28-30, 2019

  • Mystery Fest Key West – Renowned mystery writers, aspiring authors, true crime experts and fans meet in America’s southernmost city. The Fest features a who’s-who of award-winning and bestselling mystery/suspense authors and true crime experts, Mystery Fest Key West is a fun and fascinating meet-and-greet where writers can catch up with old friends and readers can meet leading authors, collect signed books and participate in workshops, panels, and presentations where the most devious of minds explain why—and how—they do it.

June 29, 2019

  • Key West Mango Fest 2019 – Mango Fest of Key West features all things mango including mango tasting, mango trees and mango daiquiris. The culinary competitions between local chefs and residents alike showcases the colorful abilities of what the mango, also known as the king of fruit, has to offer. The Vendor Village gives art collectors and foodies the experience of a festival atmosphere. Music is provided along with live radio broadcasts. From 10AM to 3PM, Bayview Park, 1400 Truman Ave.
July 2019

July 4, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

July 4 – 7, 2019

  • Seventh Annual Key Lime Festival – A wacky talent show, pie-eating and cooking contests and other tasty temptations await Key West visitors during the fourth annual Key Lime Festival. A Key Lime martini Sip and Stroll, Key lime rum sampling and distillery tour as well as a new Key Lime Pie Hop are among events to kickoff the four-day tasty fest.

July 5 – 7, 2019

  • Inaugural Key West Mermaid Festival  – A fin-tastic three-day weekend event designed to educate and raise awareness of the beautiful oceans is to be packed with many fun and ‘mervelous’ events. From Sunsets and Mojitos with Mermaids and a Salty Street Fair, to evenings of live performances along the Keys’ salty shores, attendees can enjoy mermaid meet-ups, book readings and signings, and more. Contact: Kristi Mills 305-304-1988 / Email: keywestmermaidfestival@gmail.com

July 11, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

July 11 – 13, 2019

  • Mel Fisher Days – Each year a celebration is held to commemorate Mel Fisher’s famous 16-year search for the Spanish galleon Atocha, which led to a $450 million dollar treasure discovery in the waters off Key West. Celebration highlights typically include the chance to explore the Fisher family’s 90-foot working salvage boat J.B. Magruder, behind-the-scenes tours of the family’s private artifact conservation lab, and social events where attendees can mingle with members of the “golden crew” that found the Atocha’s riches. Contact: 305-296-6533.

July 13, 2019

  • BEN WAHLUND – 7PM / $32, $25 MBRS. “Mile Marker Zero” is a recital length solo marimba work comprised of fifteen short pieces – musical memories collected around Key West as part of his artist residency. Ranging from jazz, to rock, funk, clas- sical and more, Ben Wahlund’s approach to marimba and compelling storytelling for each piece is sure to engage audience members of all ages and backgrounds. Link: https://tskw.org/ben-wahlund/

July 13 – 16, 2019

  • Del Brown Permit Tournament – Loren Rea 305-360-6969 – Anglers fly-fish on the flats in a challenge that honors the late angling pioneer Del Brown, who caught and released more than 500 permit off the Keys. Professionals and guides are allowed to compete as well.

July 16 – 21, 2019

  • Hemingway Days – (305) 296-2388 (Look-Alike); 797-0579 (literary) – The 37th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 21st birthday.

July 17 – 20, 2019

  • Havana Club Key West Marlin Tournament – Anglers ply the waters once fished by writer Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West’s annual Hemingway Days festival, the event awards $25,000 to the first-place team. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day to add to their point total. Contact: Tim Greene 305-304-0317 / Email: tim.greene@keywestmarlin.com.

July 18, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

July 20, 2019

  • Hemingway 5K Sunset Run & Paddleboard Race – Barb Wright at 305-240-0727 – This is the original and oldest ongoing 5K Run in Key West and takes place as part of the the annual Hemingway Days Festival. The race course is a scenic flat course that runs past Key West’s most famous landmarks including the Ernest Hemingway Home, the iconic Southernmost Point and the famous Green Parrot Bar. Visit website for more details. Email: barb@keywestspecialevents.com.

July 25, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

July 27, 2019

  • Key West Art & Historical Society presents: Donovan – Pro surfer-turned musician Donovan Frankenreiter will be back to send out his breezy, laid-back vibes and upbeat lyrics in an early evening performance at historic Fort East Martello, 3501 S. Roosevelt Blvd. The show is part of Key West Art & Historical Society’s “Music at Martello Series,” a program established to promote the arts and foster the Fort as a community venue. Concertgoers are encouraged to bring chairs and blankets for the “backyard casual” setup that will include food vendors and cash bar. Discounted tickets can be purchased in advance for $25 or at the 6pm doors-opening for $30. Limited special VIP tickets with cash bar and seating available for $50. Children under 12 are free. Limited parking is available, bicycling is encouraged. Contact: 305-295-6616 x 114.
August 2019

August 1, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

August 8, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

August 14 – 18, 2019

  • Tropical Heat – The Key West Business Guild presents this all-male celebration that typically includes pool and dance parties, on-the-water adventures and a fashion show that raises money for a local non-profit organization. Contact: 305-294-4603.

August 15, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

August 22, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

August 29, 2019

  • Sangria + Spanish Guitar Thursdays at Wine-O Bar – Thursdays, from 8-10 p.m. Every Thursday, La Concha Hotel & Spa invites locals and summer travelers alike to Sangria Partido from 8-10 p.m. La Concha Hotel & Spa’s Sangria Partido offers guests the sweet flavors of summertime with a signature sangria served alongside tapas specials. Visitors sip and savor while listening to live music played by Mateo Jampol on his Spanish guitar, and indulging in the funky, contemporary decor of Wine-O Bar and its comfortable service. (This will occur every Thursday from June 13-Aug 29.)

August 29 – 31, 2019

  • 10th Annual Key West Brewfest – Nearly 200 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event (Aug. 31) are some of the offered activities. Contact: 800-354-4455; Email: info@keywestbrewfest.com
September 2019

September 1 – 2, 2019

  • 10th Annual Key West Brewfest – Nearly 200 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event (Aug. 31) are some of the offered activities. Contact: 800-354-4455; Email: info@keywestbrewfest.com

September 4 – 8, 2019

  • Womenfest 2019 – Each year thousands of ladies come together over the Labor Day weekend and stay for a wide range of activities and events during four days of revelry and fun. Key West welcomes women from across the globe to an annual celebration that has become one of the largest gatherings of lesbians and friends in North America’s Womenfest. Contact: Matt Hon 305-294-4603 / Email: matt@gaykeywestfl.com

September 6 – 8, 2019

  • Robert-James Sales S.L.A.M. Tournament – In the first of three tournaments in the annual Redbone Celebrity Tournament Series, also called The Trilogy, anglers target tarpon, permit and bonefish to achieve the coveted “flats grand slam.” The event raises funds for the fight against cystic fibrosis. A number of celebrities show their support by taking part in the tournament each year. Celebrity competitors have included Major League Baseball Hall of Famer Wade Boggs, former Denver Broncos football player Mark Cooper and former NASA space shuttle astronaut Bruce Melnick. Contact: 305-664-2002; Email: sussan@redbone.org
October 2019

October 11 – 12, 2019

  • SoMo Marathon & Half Marathon – This event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events including a 10k and 5k are planned. Email: lizlovekw@gmail.com

October 18 – 27, 2019

  • 40th Annual Key West Fantasy Fest – This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.  Contact: 305-296-1817 / Email: info@fantasyfest.net.
November 2019

November 3 – 10, 2019

  • 38th Annual Key West World Championship Races – 305-296-6166 – Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.

November 20 – 24, 2019

  • Key West Film Festival – Showcasing films that exhibit excellence in storytelling, the festival’s lineup is to feature screenings and special events hosted at landmark venues throughout Key West, including the San Carlos Institute, Studios of Key West and Key West Theater. The four-day program is to include several films from multiple genres and categories as well as social events with filmmakers, actors and film lovers. Contact: Beth Moyes 305-747-8563; Email: beth@themeruns.com
December 2019

December 1 – 31, 2019

  • Key West Holiday Fest – Each year a wide range of seasonal celebrations takes place throughout Key West during the month of December. Events include the lighting of the Harbor Walk of Lights, tours of historic decorated inns, a holiday parade and much more.

December 4, 2019

  • Key West Lighted Bike Ride – The Lighted Bike Ride helps to gather the needed toys for the struggling, working families of Key West for the holidays. Families and individuals with lighted and decorated bikes ride through the streets for the community to see. Entry for the bike ride is an unwrapped toy or monetary donation for Holiday Helpers. Wesley House Family Services coordinates this bike ride – registration begins October 1 online. This year the Coke Florida Caravan will be in Bayview Park to provide free photos with Santa along with cookies (from Winn Dixie) and milk – 5pm – 7:30pm. The Lighted Bike Ride will leave Bayview Park at 7pm Entry fee for the Bike Ride is one unwrapped toy for Holiday Helpers or monetary donation. Contact: Claire Hiller at 305-809-5000; Email: claire.hiller@wesleyhouse.org

December 7, 2019

  • TRIKW Sprint & Olympic Triathlon – The Key West Triathlon expects up to 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of the Atlantic Ocean while the rest of the country is experiencing winter. Olympic and Sprint distances. Event highlights feature an Aquabike competition this year, along with a .76 km Atlantic Ocean swim from Higgs Beach, a 20km U.S. 1 cycling ride along South Roosevelt Boulevard and a 5km run along Smathers Beach. Email: lizlovekw@gmail.com

December 27 – 28, 2019

  • 60th Annual Key West Home Tours – Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3-6 p.m. each day showcase festively dressed Key West homes and gardens. Tickets are $35 in advance, $40 day-of-tour. You will be enchanted by exquisite restorations, creative renovations and delightful interiors featuring art collections, antiques, and much more. All proceeds from the tours stay in the Key West local community fulfilling OIRF’s mission of “Celebrating and sustaining Key West’s unique architecture, culture and history.”  Contact: 305-294-9501.

December 31, 2019

  • New Year’s Eve Celebrations. Stay tuned for more details!

And for restaurant reviews check out our restaurant review section of this blog as well as our restaurant reviews at www.gotothekeys.com.

Island Genn – Your Key West Concierge