Key West Events

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    Naval Air Station Key West/2016 Southernmost Air Spectacular
    Naval Air Station Key West/2016 Southernmost Air Spectacular @ Key West
    Apr 2 all-day
    The U.S. Navy flight demonstration team Blue Angels and other military and civilian aerial performances will fill the skies at this free-admission, family friendly event. In addition to the Blue Angels, aerial demonstrations by military[...]
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    8
    Key West Art & Historical Society presents: Roberta Marks
    Key West Art & Historical Society presents: Roberta Marks @ Key West
    Apr 8 all-day
    “Roberta Marks: a Retrospective,” a cohesive exhibition of nearly thirty years of her mixed media work, is to be on display at the Custom House Museum. Marks, whose work has won many awards and is[...]
    9
    25th Annual Florida Keys Island Fest
    25th Annual Florida Keys Island Fest @ Islamorada
    Apr 9 all-day
    Music, art, food and fun complement this annual art show with nearly 100 artists and crafters, live music and a “Taste of the Islands” foodie competition. Free admission, festival hours are 10 a.m. to 5[...]
    The Final Sail
    The Final Sail @ Key West
    Apr 12 all-day
    This four-day challenge is the ‘grand finale’ of the 4-leg Quest for the Crest Sailfish Series. Team cash prizes include up to $50,000 for first place and $18,000 and $10,000 to second- and third-place anglers,[...]
    Waterfront Playhouse presents: Enchanted 4/
    Waterfront Playhouse presents: Enchanted 4/ @ Key West
    Apr 13 all-day
    When two frustrated London housewives decide to rent a villa in Italy for a holiday away from their bleak marriages, they recruit two very different English women to share the cost and the experience. There,[...]
    Key West Art Garden/2016
    Key West Art Garden/2016 @ Key West
    Apr 15 all-day
    Florida Keys artists and sculptors are featured in this open-air exhibit at the Key West Tropical Forest and Botanical Garden. Exhibit is open from 10 a.m. to 4 p.m.; an opening reception is planned 4/23[...]
    Redbone @ Large Sunrise/Sunset Celebrity Tarpon Tournament
    Redbone @ Large Sunrise/Sunset Celebrity Tarpon Tournament @ Islamorada
    Apr 15 all-day
    One of approximately 30 events held each year whose proceeds benefit the Cystic Fibrosis Foundation. Highlights include a kick-off welcome reception with cocktails, hors d’oeuvres and silent auction; daily continental breakfast and dockside lunch and[...]
    Free Admission During National Park Week at Dry Tortguas National Park
    Free Admission During National Park Week at Dry Tortguas National Park @ Key West
    Apr 16 all-day
    In honor of the National Park Service’s 100th anniversary on 8/25,/2016, the National Park Service is inviting everyone to join its year-long centennial celebration, by offering free entrance days in/2016. Visitors are invited to celebrate[...]
    Fringe Theater of Key West presents: Conch Republic, The Musical!
    Fringe Theater of Key West presents: Conch Republic, The Musical! @ Key West
    Apr 21 all-day
    The smash hit returns for its riotous fourth year. The rollicking musical tells the tale of the Conchs taking on the Feds, succeeding from the U.S. to keep the town open to tourism. A tale[...]
    34th Annual Conch Republic Independence Celebration
    34th Annual Conch Republic Independence Celebration @ Key West
    Apr 22 all-day
    With activities ranging from wacky bed race to 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, Islamorada[...]
    Islamorada Spring Classic
    Islamorada Spring Classic @ Islamorada
    Apr 22 all-day
    A family-formatted boat tournament that features nine target gulf and backcountry species. Trophies are to be offered top boats in weight and release categories, as well as private vessel and charter divisions. A junior release[...]
    Key West Paddle Classic
    Key West Paddle Classic @ Key West
    Apr 28 all-day
    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[...]
    Marathon Community Theater presents: Taking My Turn
    Marathon Community Theater presents: Taking My Turn @ Marathon
    Apr 28 all-day
    Taking My Turn is the award-winning, critically acclaimed musical by the same team that collaborated on the hit show The Me Nobody Knows. Taking My Turn was one of the first musicals to deal with[...]
    Marathon Offshore Bull and Cow Dolphin Tournament
    Marathon Offshore Bull and Cow Dolphin Tournament @ Marathon
    Apr 30 all-day
    Over $30,000 is cash and prizes awaits the top anglers with the largest bull and cow combined, while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail., Contact: Jack Carlson[...]

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    Key West events are so much fun! There's always something going on in the Southernmost party city! So you're wondering what Key West things to do. Find what concert, musician, local bands and so much more on our Key West events party guide calendar.  Our Party in Key West destination guide will make your visit to Key West the best ever!

    Key West Events

     

      Apr
      28
      Thu
      2016
      Key West Paddle Classic @ Key West
      Apr 28 all-day

      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

      Marathon Community Theater presents: Taking My Turn @ Marathon
      Apr 28 all-day

      Taking My Turn is the award-winning, critically acclaimed musical by the same team that collaborated on the hit show The Me Nobody Knows. Taking My Turn was one of the first musicals to deal with aging. The spoken words were collected from interviews with people “in their prime,” which became the basis for the non-linear book. Visit website for show times and matinees., Contact: 305-743-0994, Email: gm@marathontheater.org

      Apr
      30
      Sat
      2016
      Marathon Offshore Bull and Cow Dolphin Tournament @ Marathon
      Apr 30 all-day

      Over $30,000 is cash and prizes awaits the top anglers with the largest bull and cow combined, while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail., Contact: Jack Carlson 305-481-0495, Email: bigtimetackle@comcast.net

      May
      1
      Sun
      2016
      Tarponian Tournament @ Marathon
      May 1 all-day

      For enthusiastic tarpon anglers, silver kings mean springtime. This high-energy, three-evening tournament mandates that teams fish with a different captain each evening. Teams also rotate among the three major bridge channels in Marathon, so any potential “hot spots” are shared among all anglers., Contact: David Breznicky at 215-542-1492, Email: dbreznicky@breznickyassociates.com, Islamorada /5/01/2016, ICE presents: Sultans of String Jazz, The acclaimed group from Toronto brings its unusual combination of Spanish Flamenco, Arabic folk, Cuban rhythms and French Manouche Gypsy-jazz to the stage.

      May
      4
      Wed
      2016
      Key West Songwriters’ Festival @ Key West
      May 4 all-day

      The 21st annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings., Contact: Charlie Bauer 305-304-0814, Email: kwswf@aol.com

      Nick Sheahan Dolphin Rodeo @ Islamorada
      May 4 all-day

      A tournament honoring the memory of Nick Sheahan, a Florida Keys student, funds from this event benefit a namesake community scholarship fund, distributing $126,000 to date. Hosted at Tavernier Creek Marina, cash prizes and $25,000 to the angler with the dolphin that beats the state record. Hosted at Tavernier Creek Marina, entry fee for adults is $150, $35 for juniors., Contact: Marcia Panse 305-393-3733, Email: mpmanate@bellsouth.net

      May
      11
      Wed
      2016
      Kamp Key West @ Key West
      May 11 all-day

      This annual event is designed for LGBTA outdoor enthusiasts and adventurists who recall the fun and games of summer camp. Attractions include on-the-water subtropical island activities and games for adults.

      Waterfront Playhouse presents: Die, Mommie, Die! @ Key West
      May 11 all-day

      This outrageous comic melodrama from Charles Busch evokes the movie thrillers from the early 60’s that featured cinematic icons like Bette Davis, Joan Crawford and Lana Turner. A faded pop singer tries to escape her corrosive marriage and find happiness with a younger lover. Bad acid trips, a resentful daughter, a weird son and a poisoned suppository all play a part in this outrageous comedy. Tickets available online., Contact: 305-294-5015 Box Office

      May
      12
      Thu
      2016
      Key Largo’s Original Music Festival @ Key Largo
      May 12 all-day

      Enjoy the food, entertainment and ambiance of Key Largo during this singers and songwriters event. Multiple “on the water” venues feature Nashville’s hit songwriters and musicians as well as unique local entertainers. Presented by the Upper Keys Business Group., Contact: 305-394-3736, Key West /5/12/2016, Key West Theater presents: Tinsley Ellis, Southern blues-rocker Ellis easily ranks as one of today’s most electrifying blues-rock guitarists and vocalists. He approaches his music with rock power and blues feeling, in the same tradition as his Deep South musical heroes Duane Allman and Freddie King and his old friends Derek Trucks and Warren Haynes. Show time 8 p.m., Contact: 305-985-0433, Email: keywesttheater@gmail.com

      May
      13
      Fri
      2016
      Florida Keys Dolphin Championship @ The Florida Keys
      May 13 all-day

      This Keys-wide dolphin challenge allows anglers to fish one tournament from Key Largo to Key West, and weigh in at five locations. An unlimited number of anglers can join a team, in this boat/team event. Visit website for more details., Contact: Mike Weinhofer 305-395-3474, Email: fishnkw@aol.com, Marathon /5/14/2016, Battle in the Bay Dragon Boat Festival, The waters off Sombrero Beach are to be transformed into a swift racecourse for a day of dragon boat racing that involves 20 paddlers moving in unison a combination of strength and teamwork. Sombrero Beach provides a pristine setting and unique, direct-from-the-beach launch for the sleek, 40-foot-long race boats. The festival is free and open to the public. Food, beverages, merchandise and a variety of entertainment are to be available shoreside., Contact: Christine Canevari 813-426-3544 , Email: christine@highfivedragonboat.com, Islamorada /5/19/2016, 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 mile marker 81 and 82 – formerly named Industrial Road – 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.

      Papio Kinetic Sculpture Parade @ Key West
      May 13 all-day

      The Key West Art & Historical Society presents this inaugural, family-friendly exhibition event that is also an art-inspired float parade powered by humans on bicycles. People of all ages can celebrate the creative, funky and wild designs on display.

      May
      21
      Sat
      2016
      The Long Walk Home’s Inaugural Fishing Tournament @ Key Largo
      May 21 all-day

      Headquartered at Key Largo Fisheries, events include a Pirate’s Treasure Raffle, music, silent auction, two days of fishing, and awards dinner. Cash and trophy prizes are to be awarded. Proceeds benefit the Long Walk Home Veterans Charity Community Outreach., Contact: 305-504-3795, Email: thelongwalkhomeinc@gmail.com

      May
      22
      Sun
      2016
      Loop Golden Fly Invitational Tarpon Tournament @ Islamorada
      May 22 all-day

      Special flies, accurate casts and a bit of luck are the recipe for winning this prestigious challenge, using only a tournament-furnished tippet not greater than 16-pound test. Eligible tarpon must measure at least 48 inches in length to earn release points, and weigh at least 70 pounds for weight points., Contact: Betsy Bullard 305-587-1460, Email: fishnfever@bellsouth.net

      May
      27
      Fri
      2016
      Ladies Invitational Tarpon Tournament @ Marathon
      May 27 all-day

      Women compete in this all-release tournament to catch tarpon in one of the longest-running tournaments in the Keys. Marking its 40th edition in/2016, the popular Middle Keys event is a bridge tournament, with fishing spots at Long Key Bridge, Seven Mile Bridge and Bahia Honda Bridge. Visit tournament website for details., Contact: 305-304-8591

      Jun
      3
      Fri
      2016
      Original Big Pine & Lower Keys Dolphin Tournament @ Big Pine & the Lower Keys
      Jun 3 all-day

      The Lower Keys Chamber of Commerce presents its 23rd annual event, where anglers contend for more than $35,000 in cash prizes and awards. A special cash prize of $20,000 is awarded for the largest dolphin over 50 pounds. Additional prizes await winners in the open, ladies and youth divisions., Contact: 800-872-2411 , Email: executivedirector@lowerkeyschamber.com

      Skippers Dolphin Tournament @ Key Largo
      Jun 3 all-day

      This tournament is headquartered at Skippers Dockside Restaurant (former location of Coconuts), behind the Holiday Inn. A kickoff and final registration party is planned Friday, 6/3; fishing days are 6/4 & 5; cash prizes over $60,000 include a first-place prize of $25,000. Prizes for top six teams as well as lady and junior anglers., Email: ditournaments@aol.com

      Jun
      4
      Sat
      2016
      Florida Keys Guitar Festival @ The Florida Keys
      Jun 4 all-day

      Throughout the Florida Keys. The Florida Keys Guitar Festival presents eight virtuoso classical and jazz concerts in Marathon (6/4 & 5), Key Largo (7/2) and Key West (Aug. 5-7). The inaugural festival is to feature five of South Florida’s best guitarists including Matthew Jampol, Steve Ramos, Bob Hanni, Larry Baeder and Mike Emerson. Details to be posted online., Email: jampolmateo@gmail.com

      Jun
      8
      Wed
      2016
      Key West Pride @ Key West
      Jun 8 all-day

      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: Guy Ross 305-294-4603, Email: events@gaykeywestfl.com

      Jun
      10
      Fri
      2016
      Fourth Annual Ladies Dolphin Tournament @ Islamorada
      Jun 10 all-day

      Hosted by the Florida Keys Elks Lodge, this event welcomes female angler teams to compete for the highest aggregate weight of three dolphin fish. Cash and prizes are awarded to first- through third-place finishers, and for the largest dolphin caught., Contact: Dianne Harbaugh 305-522-4868 , Email: ditournaments@aol.com, Key West /6/11/2016, VFW Fishing Tournament, This family oriented 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 and active service member. Heaviest Dolphin is worth $2,500. All proceeds benefit disabled and/or needy veterans in Monroe County., Contact: Pete Thomas 305-509-7244, Email: psty2k@yahoo.com

      Third Annual Mystery Writers Key West Fest @ Key West
      Jun 10 all-day

      Renowned mystery writers and acclaimed storytellers are to infiltrate the island where Hemingway and Tennessee Williams found their inspiration. Open to authors, aspiring authors and non-writing mystery-buffs alike, MWKWF/2016 welcomes keynote speaker, New York Times bestselling author Robert K. Tanenbaum, and special guest authors Timothy Hallinan, Heather Graham and James O. Born along with a criminally stellar hit-list of some two dozen high-profile and award winning mystery and crime fiction authors and true-crime experts. Also featured is presentation of the/2016 Mystery Writers Whodunit Writing Competition award., Contact: 305-587-9392, Email: info@mysterywriterskeywestfest.com