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Calendar of Events for Key West

April 01 - Sep 30, 2014, in Key West
Key West Art & Historical Society presents: Key West or Bust, A History of Tourism 
The Florida Keys have historically been an alluring travel destination for travelers around the world. With the onset of the Great Depression in the 1930s, tourism in Key West was the lynchpin in warding off bankruptcy. This exhibit explores the history of tourism in the Florida Keys from the 1920s until the 1980s while focusing specifically on transportation, accommodation, travel brochures and postcards. Custom House Museum is located at 281 Front Street, and open daily 9:30 a.m. to 4:30 p.m.
Contact: 305-295-6616
April 06 - Nov 30, 2014, in Key West
Key West Fishing Tournament 
More than 40 species of fish are targeted during these months, with divisions for men, women, junior anglers (ages 10 to 14) and Pee Wees (under 10 years old). The Key West Fishing Tournament strongly encourages the release of game fish. All participating anglers receive certificates noting their catches and qualify for a variety of prizes. 
Contact: Rob Harris 305-587-6718; Doris 305-295-6601
Email: kwft@comcast.net
June 01 - Sep 30, 2014, in Key West
Key West Art & Historical Society presents: Will Fernandez 
For longer than a decade, Will Fernandez has been one of Key West's most enchanting artists. He paints and sculpts almost entirely from memory and makes his works quite humorous and whimsical. In this exhibition, he displays a number of his impressionistic-style paintings, as well as a selection of his distinctive sculptures in stone, wood, clay and more. Custom House Museum is located at 281 Front Street, and open daily 9:30 a.m. to 4:30 p.m.
Contact: 305-295-6616
August 28 - Sep 01, 2014, in Key West
Fifh Annual Key West Brewfest 
More than 150 beers and micro-brews are on to be 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 are some of the great activities on tap.
Contact: 800-354-4455
Email: info@keywestbrewfest.com
September 04 - 07, 2014, in Key West
Womenfest Key West 
Womenfest offers a wide range of activities guaranteed to appeal to a broad range of interests. Golfing with palm trees and iguanas, clothing-optional pool parties, a sizzling dance club scene, and women-only water excursions that range from jet skis to dolphin watching all promise to pique the interest of the more adventurous while film, live music, and special comedy shows offer the opportunity to enjoy paradise at a slower pace. All of this on a tropical island that is "close to perfect but far from normal." 
Contact: 800-535-7797; 305-294-4603
Email: admin@kwbgonline.org
September 05 - 07, 2014, 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: Susan Ellis 305-664-2002
Email: susan@redbone.org
September 18 - 21, 2014, in Key West
42nd Annual Phil Peterson's Key West Poker Run 
It's an All-American event as motorcycle enthusiasts from around the U.S. travel the Keys' scenic Overseas Highway - designated Florida's only All-American Road - from mainland Florida to Key West to raise money for charity. Winner takes all, and can win a new Harley-Davidson Motorcycle or cash. Stops are arranged throughout the Keys with a final celebration in Key West. Keys-wide events planned for the entire week. 
Contact: Drew Peterson 305-235-4023
Email: drew@petersonsharley.com
October 09 - 13, 2014, in Key West
SoMo Marathon & Half Marathon 
Presented by Pat Croce's Rum Barrel, 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 include the race and a Sunday Paddle Board race for the Special Olympics of Monroe County. 
Contact: 305-766-5284
Email: liz@somomarathon.com
October 17 - 26, 2014, in Key West
35th Annual Fantasy Fest 
This outrageous 10-day costuming and masking celebration features flamboyant costume competitions including one for pets, promenades, street fairs and a grand parade that stars marching groups, island bands and lavish floats. More than 40 masquerade contests, themed parties, parades and other spectacles are to challenge the creativity of mask and costume designers. 
Contact: 305-296-1817
Email: info@fantasyfest.net
October 17 - 18, 2014, in Key West
Goombay Festival 
Held in Key West's historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets.
Contact: Bob Oberle 305-304-2643
Email: boboberle@hotmail.com
October 20, in Key West
Heroes and Villains 5k Run/Walk 
Be super, be evil, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk or fly to the finish line. Prizes are awarded for most creative, best group, scariest and funniest characters. Winner medals and awards are to given for overall male and female winners, masters (40+) male and female winners. Register online. Race starts at 6 p.m. The race begins and ends at The Reach, A Waldorf Astoria Resort and ends with a luau. Come for the run, stay for the fun!" ? 
Contact: Beth Moyes 305-747-8563
Email: beth@themeruns.com
October 21, in Key West
32nd 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 including a $1,500 grand prize. Tickets sell out quickly! Held at the Southernmost on the Beach, 508 South Street. 
Email: guyaross@kwbgonline.org
November 02 - 09, 2014, in Key West
34th Annual Key West World Championship Races 
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. 
Contact: 305-296-6166
November 07 - 10, 2014, in Key West
Third Annual Key West International Latin Arts Festival 
Experience "Vientos del Alma," a celebration of traditional Latin American cultural arts featuring dance and percussion workshops, artists' exhibits, poetry readings, wine tastings, culinary surprises and a spectacular theatrical concert. Vientos del Alma (Winds of the Soul) highlights include: InnerNacionalSound's Christian Monz√≥n and Valerie Carr, renowned Miami-based Tango Times dance luminaries Roxana Garber and Oscar Caballero and an outstanding international line-up of local and visiting musicians, folk dancers and thrilling performers. Visit website for details and tickets; events to be held at San Carlos Institute. 
Contact: 305-394-0808
November 12 - 16, 2014, in Key West
Third Annual 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 Tropic Cinema and San Carlos Institute. 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: 941-527-9385; 305-295-9112
November 28 - 30, 2014, in Key West
ART!KEY WEST! 
This annual event comprises three days of artistry throughout historic Old Town, with spotlight events rotating among the island's multiple cultural districts. Highlights include live mural painting, gallery openings and showcases, performance art, theater and musical performances. 
Contact: Marky Pierson 305-619-2275
Email: luckystreetgallery@gmail.com
December 04 - 07, 2014, in Key West
TRIKW Swim-Bike-Run in Paradise 
The Key West Triathlon and Expo expects to host a maximum of 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. 
Contact: Doug Bradshaw 305-797-8361
Email: dougtrikw@gmail.com
December 31, in Key West
New Year's Eve Shoe Drop Celebration 
The Southernmost City celebrates with a descending 6-foot red high heel shoe carrying drag queen Sushi at the Bourbon Street Pub/New Orleans House complex, 724 Duval St. Seconds before midnight, the high heel bearing a lavishly gowned and coiffed Sushi is to be lowered from the second-story balcony of the complex toward the cheering crowds below. As midnight strikes and the New Year officially begins, she will land and gleefully pop the cork on a ceremonial bottle of champagne. 
Contact: Bob Oberle 305-304-2643
Email: boboberle@hotmail.com
CALL US 1-(800) 797-8787

Key West Vacation Rentals 1075 Duval St Suite C22 Key West, Florida 33040 +1 (305) 296-9292 rick@hgakwvr.com

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