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Florida Keys Events Calendar

Key West /
April 9
November 30
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
Email: director@keywestfishingtournament.com
Key West /
September 16
October 16
Cuisine connoisseurs can enjoy multicourse prix fixe meals at as many as 30 Key West restaurants during WineDine KeyWest, billed as the island's first restaurant month. Restaurants include casual waterfront spots, trendy bistros, eateries specializing in fresh Florida Keys seafood and award-winning gourmet emporiums. Diners can register free online to take part in the month-long moveable feast.

Key Largo /
September 29
October 2
Join Reef Environmental Education Foundation (REEF) in a celebration of marine conservation. Morning activities include ocean adventures of kayaking, snorkeling and diving, all alongside marine life experts. Afternoons feature free seminars from renowned experts in topics like Marine Mammals, Shark Behavior, Deep Sea Exploration and Emerging Ocean Issues. Evenings boast food, drinks and fun with friends old and new. All events are open to the public.

Contact: 305-852-0030
Email: reefhq@reef.org
Islamorada /
September 30
October 1
Anglers compete in an offshore division targeting dolphin, kingfish, tuna, wahoo, snapper and grouper; and new this year is an inshore division in which anglers compete for mangrove snapper, spotted sea trout, redfish, snook and tarpon. A portion of the proceeds of this boat/team tournament are to benefit Mariners Hospital Oncology Services. Headquartered at Postcard Inn Beach Resort & Marina. Top Offshore and and Inshore division cash prizes.

Contact: Leah 305-667-0399
Email: leah@maddogclassic.com
Marathon /
October 1
Join a five-event, Keys style Pentathlon, featuring swimming, kayaking, standup paddling, driving frozen "golf" balls and a footrace. Intrigued? Hosted by the new Florida Keys Country Club, proceeds from this uniquely Keys event are to support local nonprofits. Single and two-person team athletes can register.

Key West /
October 6
9
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
Islamorada /
October 7
9
The second tournament in the Redbone Trilogy, now headquartered in Islamorada at Pelican Cove, targets permit and bonefish to raise money for cystic fibrosis research. Past participants include legendary angler Stu Apte, former Denver Bronco and Tampa Bay Buccaneer Mark Cooper and Major League Baseball Hall of Famer Wade Boggs.

Contact: 305-664-2002
Email: susan@redbone.org
Key Largo /
October 7
9
A host of elite Nashville songwriters are to liven up three Key Largo stages during this Columbus Day weekend festival that features music in genres including jazz, blues, rock and roll, country and contemporary pop. In addition, music lovers can enjoy the stories behind yesterday's favorites and today's popular hits.

Contact: Robert DiGiorgio 305-619-0172
Email: downtownkeylargo@gmail.com
Key West /
October 8
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Edwin McCain's voice is everywhere. At any given moment, a radio station is playing one of his songs. An American Idol hopeful is belting out "I'll Be." A newlywed couple is dancing to "I Could Not Ask for More." McCain's innate ability to write and perform songs that somehow every listener claims as their own has made him one of the most enduring and downright likable entertainers of our generation. Show starts at 8 p.m.

Key West /
October 9
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David Wilcox is a brilliant song writer, a great singer, and one of the hottest guitar players in the world. With the release of David's new CD, "Boy In The Boat" his music has come full circle. It's a daring mix of diverse roots influences coupled with his remarkable style. The result? Something not only original but steeped in the raw funky tradition his fans have come to know and love. Tough but soulful; cool but passionate - the music keeps growing without losing its fiery edge.

Marathon /
October 9
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From 4-7 p.m., enjoy some old fashioned harvest-time fun to bring in the fall season! Hay rides, trail mazes, face painting, crafts for kids, cheeseburgers, chili dogs, apple cider, caramel apples, baked goods & live music. Admission is $5 for adults, $3 for children, free for ages 4 and under.

Contact: 305-393-9501
Islamorada /
October 9
12
Islamorada Fall All-Tackle Bonefish & Permit Championship
Known locally as the "Fall All-Tackle," the three-day fishing challenge attracts energized newcomers to face seasoned veterans, in a competitive format since 1970. Up to 25 participants can fish in the tournament; festivities kick off Oct. 9, fishing Oct. 10-12. One angler per boat pairs with a licensed captain to vie for division winners' trophies. The three largest bonefish and three largest permit are to be scored by length, not weight.

Contact: Betsy Bullard 305-587-1460
Email: fishnfever@bellsouth.net
Key Largo /
October 12
16
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The fourth annual Humphrey Bogart Film Festival is to screen a rotating selection of Bogie classics and a group of movies celebrating the life and films of the man the American Film Institute named "America's greatest male screen legend." The festival, hosted by the screen legend's son, Stephen Bogart, is the only event of its kind, and is backed by the Bogart Estate.

Islamorada /
October 14
15
Headquartered at the Islander Resort, this popular one-day tournament proceeds have always and will continue to go to the spaying/neutering of the feral cat population in the Keys. Casting for Cats is a 501C-3 charity. Entry is only $175 per angler, and social tickets are $20 for Friday night, $30 for Saturday night dinner and award celebration. Kickoff party is Friday, with final registration.

Contact: Sharon Ellenwood 305-664-2012
Email: sharellen@netzero.net
Key West /
October 15
16
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Join a two mile paddle board and beach obstacle course at Higgs Beach to support the Special Olympics Florida - Monroe County. All ability levels are welcome.

Email: ruthholland@specialolpympicsmonroe.org
Key West /
October 16
Competitors are encouraged to dress in their favorite costumes for this Halloween-themed running event. An awards party to follow, at Schooner Wharf Bar.

Email: halloweenhalf@exclusivesports.com
Islamorada /
October 19
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A free lecture series held at the museum, located at MM 82.9, every third Wednesday of the month at 7 p.m. Adventurers from treasure hunters to aquanauts help tell the story of mankind's attempts to explore, understand and venture under the sea. The evening lectures are informal, informative and provide a valuable educational resource at the museum, an acclaimed facility dedicated to the collection, preservation and display of relics and artifacts related to diving and its heritage.

Contact: 305-664-9737
Key West /
October 19
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When Mark Stutso, master of the deep groove, joined The Nighthawks at the beginning of 2010, the 21st-century version of the legendary American roots band was complete. With Paul Bell and Johnny Castle in the band for nearly a decade, and founding father Mark Wenner the remaining original, this team outshines all previous incarnations. Show starts 8 p.m.

Islamorada /
October 20
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Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans, showcased in galleries between mile marker 81 and 82. Oktoberfest features "culinary art" and live music with beer from Florida Keys Brewing Co., the local-only brewery at Morada Way. from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month.

Key West /
October 21
30
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. The 2016 festival theme is "Political Voodoo and Ballot-Box Barbarians."

Contact: 305-296-1817
Email: info@fantasyfest.net
Key West /
October 21
22
Goombay Festival
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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. Visitors can experience sights, sounds and flavors recalling Key West's Bahamian heritage.

Islamorada /
October 21
23
Female fishing fans can learn or polish angling skills during the award-winning weekend seminar. More than 8,000 female graduates have immersed themselves in the lighthearted yet skill-heavy curriculum to learn and hone abilities in offshore, bottom, inshore and fly fishing.

Contact: Betty Bauman 954-475-9068
Email: fish@ladiesletsgofishing.com
Marathon /
October 21
22
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Join the theater's annual fundraiser, "One Night Only," a variety show of MCT MISCAST to any production you are unable to be cast for by race, gender, age, etc. Followed by a gala party with champagne & appetizers.

Contact: 305-743-0994
Key Largo /
October 22
From 10 a.m. to 4 p.m., presented by the Garden Club of the Upper Keys, located at Francis Tracy Garden Center, MM 94 Bayside. Start your holiday shopping with unique hand made gift items. Heirloom holiday decorations, placemats, ornaments, handmade jewelry, decorated flower pots, garden stepping stones, + many more one-of-a-kind items. Grow Show includes free mini-classes, every 45 minutes all day, plus a Master Gardener plant clinic. Games and activities for kids include a costume parade with prizes, pony rides and more.

Contact: Beverly (305) 451-8137
Email: deborrajonas@bellsouth.net
Marathon /
October 22
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The much-anticipated opening of Florida's stone crab season takes place Oct. 15 each year, and the season opening is followed by this tasty test of crab-consuming capacity. How fast can you crack and cleanly consume 25 stone crab claws? Test your munching mettle at this zany contest. Individuals and two-person teams must be at least 18 years old to enter.

Contact: 305-743-4353
Email: keys.fisheries@comcast.net
Key West /
October 27
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A dazzling event from 5-9 p.m., at the corner of Caroline and William streets, at Key West Waterfront Brewery. Artists, craftsmen, model makers and creative types are encouraged to participate, making floats no larger than 18 inches! Proceeds benefit the MARC house. Up to $2,000 in prizes.

Islamorada /
October 29
30
Tournament anglers are to compete to catch the most inches of snook and redfish on fly in a challenge where one inch equals one point. Awards are to be given to the grand champion and runner-up, and to the anglers who catch the largest snook and redfish. The field is limited to 30 boats.

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