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Calendar of Events 2011

May 2012 : June 2012 : July 2012 : August 2012 : September 2012 : October 2012 : November 2012

May 2012


  • May 02 - 06, 2012, in Key West
    Key West Songwriters’ Festival
    The 17th-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
  • May 03 - 25, 2012, in Key West
    Waterfront Playhouse presents: World Premier of Home Exchange
    What happens when you trade houses with total strangers and think you've discovered a murder plot? A producer of TV crime shows exchanges her Manhattan apartment with a couple from England. Once in the English cottage, she and her brother (her traveling companion) grow suspicious that something is about to happen to the British husband. A suspenseful comedy in the mold of 'Deathtrap' but with a bit of 'Rear Window' thrown in for fun. Showtime 8 p.m.
    Contact: Box Office 305-294-5015
    Email: Box_Office@waterfrontplayhouse.org
  • May 04 - 13, 2012, in Key West
    Waterfront Playhouse presents: Key West Mystery Fest
    The Key West Mystery Fest is a 10-day festival of mysteries and mystery-related events highlighted by the world premiere of Home Exchange and will include a Clue Dinner Party (a progressive dinner based on the Clue board game), a Classic Mystery Movie Night at the Tropic Cinema, Mystery-themed "Behind the Scenes" at the Waterfront Playhouse, a "Monk Night" at the Tropic Cinema with Andy Breckman (creator of Monk) and Hy Conrad (writer/producer of Monk), a Mystery Writers Panel Discussion and Book Signing, a Mystery Short Story Contest and many other mystery activities.
    Contact: Box Office 305-294-5015
    Email: Box_Office@waterfrontplayhouse.org
  • May 06 , in Key West
    Waterfront Playhouse presents: Clue, The Dinner
    Will it be Miss Scarlet or Professor Plum? Come dressed as a suspect from the popular board game Clue and win a prize for solving who killed Mr. Boddy at this progressive dinner. Part of the Key West MysteryFest. Event time 7 p.m.
    Contact: Box Office 305-294-5015
    Email: Box_Office@waterfrontplayhouse.org
  • May 08 , in Key West
    Waterfront Playhouse presents: Behind the Scenes
    Get a free backstage tour of the Waterfront Playhouse with Artistic Director (Danny Weathers) and Technical Director (Michael Boyer). See the magic that happens "behind the scenes." Wine and light hors d'oeuvres served. Admission is free but reservations are required. Event time 6 p.m.
    Contact: Terri Wilson (305-394-4106)
    Email: pewtar@bellsouth.net
  • May 10 - 13, 2012, in Key West
    Key West Paddleboard Classic
    During this ocean paddleboard race, participants will enjoy a challenging 12-mile course over crystal blue waters, circling Key West through scenic mangroves, passing by the Historic Seaport district and more. The race begins and ends on Smathers Beach.
    Contact: 305-797-1174
  • May 18 - 19, 2012, in Key West
    10th Annual Harry S. Truman Legacy Symposium
    Key West's political history is highlighted in panel discussions, a reception and tours of the Little White House where Truman spent many working vacations during his presidency.
    Contact: 305-294-9911
  • May 26 - Jun 02, 2012, in Key West
    Red Barn Theatre presents: Finito - the Dream is Real
    A rip-roaring Burlesque comedy. Details coming soon! Visit website for show times and tickets.
    Contact: 305-296-9911
    Email: info@redbarntheatre.com
  • Waterfront Playhouse presents: Dinner and Disco at the Flamingo Diner
    Get your tickets early because this event is a sell-out every year. Disco, famed diner food, drink and ambiance meld together. Come dressed as your favorite cook, waitress, diner patron, disco diva or dude. Who's going to win the costume prize this year? At the home of Bert Whitt and Dennis Beaver. Showtime 7 p.m.
    Contact: Box Office 305-294-5015
    Email: Box_Office@waterfrontplayhouse.org
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June 2012


  • June 06 - 10, 2012, in Key West
    Key West Pride
    Key West shows its Pride every day, and this is your chance to be a part of the celebration! his five day celebration includes a film festival, dance parties, drag shows, bike tours, clothing-optional pool parties, water excursions, a street fair, Pride Pageants, and a 'Pride in Our Community' Parade down Duval Street.
    Contact: 800-535-7797; 305-294-4603
    Email: admin@kwbgonline.org
  • June 07 - 10, 2012, in Key West
    Third Annual Key West Bacchanalia
    A food and wine event with a twist - join Keys celebrity chefs as they face off in culinary competition with a great cause in mind. Benefits support the Darrell Gwynn Foundation. Visit site for details, schedules and tickets.
    Contact: Aga and James Hilferty 305-766-3356
    Email: kwpocketguides@yahoo.com
  • June 16, in Key West
    The Original FKCC Swim Around Key West and Swim Meet
    Sponsored by the Bone Island Masters Club, this USMS-sanctioned event is a 12.5 mile swim clockwise around the island of Key West. Age groups 18 through 65 and older can register. Visit Web site for details.
    Contact: Lori Bosco 305-809-3562
    Email: aqualb@aol.com
  • June 22 - 24, 2012, in Key West
    Key West Gator Club Dolphin Derby
    A grand prize of $5,000 cash is to be awarded the boat team with the largest aggregate weight in dolphin during the derby's two fishing days, with teams allowed to enter one qualifying fish each day. Second- and third-place teams will earn $2,500 and $1,000, respectively. Individual anglers can compete for trophies, prizes and cash totaling more than $20,000 in the tournament's divisions for male, female and junior participants.
    Contact: John Stuempfig 305-304-7674
    Email: wave.whacker@hotmail.com
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July 2012


  • July 15 - 18, 2012, in Key West
    Del Brown Permit Tournament
    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.
    Contact: Justin or Loren Rea 305-744-0903
  • July 18 - 21, 2012, in Key West
    Drambuie Key West Marlin Tournament
    Anglers ply the waters once fished by novelist Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West's annual Hemingway Days, 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: Jane Greene 305-292-2710
  • July 19 - 21, 2012, in Key West
    32nd Annual Sloppy Joe's "Papa" Hemingway Look-Alike Contest
    This annual contest takes place at Sloppy Joe's Bar, 201 Duval St., where Ernest Hemingway often enjoyed cocktails with cohorts. The event attracts look-alike contestants from around the United States and international locales to vie for the title of "Papa," and is a highlight of the annual Hemingway Days celebration of the legendary author's literary prowess and colorful lifestyle.
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August 2012


  • August 16 - 29, 2012, in Key West
    Tropical Heat
    Tropical Heat offers four days of All Male-All Adult fever-pitch revelry on the island whose openness and respect for diversity have made it a world-renowned gay vacation destination. The festival includes more than a dozen intriguingly decadent events ranging from drag shows to themed pool parties and gatherings at island clubs.
    Contact: 305-294-4603; 800-535-7797
    Email: admin@kwbgonline.org
  • August 30 - Sep 03, 2012, in Key West
    Third Annual Key West Brewfest
    More than 50 different kinds of beers and micro-brews are on tap at this second annual "tasty" event, that benefits Key West Sunrise Rotary Club of the Conch Republic. Beer tastings, food and musical rhythms round out the weekend activities.
    Contact: 800-354-4455
    Email: info@keywestbrewfest.com
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September 2012


  • September 07 - 09, 2012, in Key West
    Robert James Sales S.L.A.M. Celebrity 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.
    Contact: Gary or Susan Ellis at 305-664-2002
    Email: susan@redbone.org
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October 2012


  • October 19 - 28, 2012, in Key West
    33rd Annual Fantasy Fest
    An outrageous, 10-day celebration featuring costume competitions, promenades, street fairs and a grand parade with marching groups and lavish floats.
    Contact: 305-296-1817
  • October 23, in Key West
    30th Annual Headdress Ball
    This "over the top" contest includes an extravagant show with lots of Key West razzle dazzle, and is a competition "head and shoulders" above the rest with contestants judged from the shoulders up! Major cash prizes.
    Contact: Rebecca Tomlinson at 305-294-4603
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November 2012

  • November 04 - 11, 2012, in Key West
    Key West World Championship Race
    High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West's longstanding tradition in this 31st annual challenge, known internationally as the Indianapolis 500 of powerboat racing.
    Contact: 305-296-6166
  • November 21 - Dec 31, 2012, in Key West
    Key West “Bight' Before Christmas” Holiday Celebration
    Live holiday music, games for the kids, holiday cheer and a chance for photos with Santa highlight this event along the historic harbor walk linking colorful seaport restaurants, bars and businesses at the Key West Bight. Created as a gift to the community, the gala is produced by the Key West Bight Preservation Association and tenants of the Key West Bight.
    Contact: 305-304-2633

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Office: 1075 Duval Street, C-19 ~ Key West, FL 33040
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