Key West Events

    SunMonTueWedThuFriSat
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    Tarponian Tournament
    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[...]
    2
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    4
    Key West Songwriters’ Festival
    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
    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[...]
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    Kamp Key West
    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!
    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[...]
    Key Largo’s Original Music Festival
    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[...]
    Florida Keys Dolphin Championship
    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.[...]
    Papio Kinetic Sculpture Parade
    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[...]
    The Long Walk Home’s Inaugural Fishing Tournament
    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[...]
    Loop Golden Fly Invitational Tarpon Tournament
    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[...]
    Ladies Invitational Tarpon Tournament
    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[...]

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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

     

      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

      Jun
      16
      Thu
      2016
      Guy Harvey Outpost Inaugural Blazing Mako Tournament & Festival @ Islamorada
      Jun 16 all-day

      The event is to include a not-for-profit fishing tournament; innovative art exhibits featuring recycled materials, conservation organization displays and local vendors, all showcased in a 100 tent “Conchservation” Village to highlight ‘trash-to-treasure’ art exhibits and conservation efforts in the Florida Keys; a trivia event; beach and water sport competitions; a Rum Village and Kids Pier Fishing Tournament; fishing seminars and the traditional burning sculpture bonfire, a 15-foot mako shark design, beachside. The event will also aid in raising funds for marine sciences scholarships., Contact: John Bell 954-684-5155, Email: johnebell@bellsouth.net, Islamorada /6/16/2016, 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., Key West /6/18/2016, 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

      Key West West Africana Festival @ Key West
      Jun 16 all-day

      Explore music, art, and Key West’s Afro-Caribbean culture during a three-day destination retreat focusing on thought, culture and wellness. The festival is to integrate music, art and cultural tourism, exploring Afro-Caribbean culture in Key West. Join scholars as they discuss their research and wellness experts present their practice areas., Contact: Chris Norwood, Email: cnorwood@keywestafricanafestival.com

      Jun
      20
      Mon
      2016
      Gold Cup Tarpon Tournament @ Islamorada
      Jun 20 all-day

      With founders including baseball great and avid fly fisherman Ted Williams, this challenge appeals to “tarpon addicts,” and both experienced and novice anglers can compete. The event is limited to 25 anglers and proceeds are to benefit the Florida Keys’ fishing industry’s Guides Trust Foundation., Email: infodept@goldcuptt.com

      Jun
      24
      Fri
      2016
      6th Annual Univ. of Miami Sports Hall of Fame Celebrity Dolphin Tournament @ Islamorada
      Jun 24 all-day

      Anglers can fish with some favorite former Miami Hurricanes All-Stars in the one-day tournament that features cash prizes for the heaviest dolphin. Other attractions include a charity auction and more., Contact: Judy Layne 305-598-2525, Email: info@canesfish.com; judy@canesfish.com

      Marathon Super Boat Grand Prix @ Marathon
      Jun 24 all-day

      Offshore powerboat racing events are held along a course parallel to the Marathon shoreline near the world-famous Seven Mile Bridge. Enjoy free admission to view the boats and meet drivers and crews at the Race Village dry pits and wet pits., Contact: John Carbonell 305-296-6166

      Jul
      2
      Sat
      2016
      Fourth Annual Key Lime Festival @ Key West
      Jul 2 all-day

      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, and Key lime rum sampling and distillery tour are among events to kickoff the weekend-long event., Key West /7/04/2016, 32nd Annual Hospice of the Florida Keys & Visiting Nurse Association Picnic, Benefits Hospice of the Florida Keys and the Visiting Nurse Association takes place at the luxurious Casa Marina Resort & Beach Club, A Waldorf Astoria Collection, located at 1500 Reynolds St. overlooking the Atlantic Ocean. The celebration is scheduled to start at 5 p.m. with fireworks starting at 9 p.m., courtesy of the Key West Rotary Club. Live music, a silent auction and lots of children’s games round out the fun-filled family festivities., Contact: Casa Marina 305-294-8812, Key Largo /7/04/2016, Fireworks Show on Blackwater Sound, Blackwater Sound provides the perfect nighttime mirrorlike surface to make the annual fireworks display seem like a 3-D viewing experience designed to dazzle. The show is to take place on the bayfront in Key Largo at 10 p.m., 7/4. The best seating can be found at Jimmy Johnson’s Big Chill, Sundowners and Senior Frijoles restaurants, Caribbean Club and Marriott Key Largo Bay Resort, all located around mile marker (MM) 104 bayside. Reservations are suggested because seating is limited; contact restaurants directly., Marathon /7/04/2016, Marathon Beach Party & Fireworks Show, For one of the Keys’ largest and longest fireworks displays, families gather for a full day of activities in Marathon for a patriotic parade that begins around 10:30 a.m. and proceeds from Marathon High School on Sombrero Beach Road (MM 50 oceanside) to free-admission Sombrero Beach, where a daylong celebration features food, drink, kids’ crafts and entertainment, capped off after dark with fireworks. Marathon is known as the Boating Destination of the Keys, and hundreds of boaters line up in front of the beach for a preferred view of the festivities., Contact: 305-743-5417, Email: info@floridakeysmarathon.com