The Lodging Association of the Florida Keys and Key West

Keys Events

Florida Keys & Key West Events Information, Accommodations of the Florida Keys. Plan your Island vacation around an event or holiday.
Events calendar provided by www.fla-keys.com.

Events in the Florida Keys for September, 2019
Year: Month:  
June 03 to September 02,  in Islamorada
History of Diving Museum Salutes Military with FREE Admission
History of Diving Museum is once again participating as a Blue Star Museum. Since the programs’ inception in 2010 HDM has collaborated with the National Endowment for the Arts, Blue Star Families and the Department of Defense, along with more than 2,000 museums across America. This unique platform offers free admission to the nation’s active duty military personnel and up to five family members, from Armed Forces Day to Labor Day. Over 1,500 individuals have benefited by visiting the History of Diving Museum alone.


September 02,  in Islamorada
Heartbreakers Brewhouse presents: NBC's 'The Voice' Contestant Audra McLaughlin
McLaughlin is a 26 year old Country Soul Singer/Songwriter who gained international recognition on Season 6 of NBC’s hit show “The Voice”. She was a member of Blake Shelton’s Team and her combination of powerhouse vocals, stunning looks and sweet demeanor took her all the way through to the finals. Audra's been working on some new originals that she'll be performing, along with her favorite songs that made such a big impact when she shined on The Voice. Audra will be performing at Heartbreakers Brewhouse at 81001 Overseas Hwy, from 8 p.m. - 10 p.m.


September 02,  in Islamorada
Matecumbe Historical Trust presents: Annual Labor Day Service
Matecumbe Historical Trust (MHT) presents a Labor Day service at the hurricane monument, at the Florida Keys' memorial located at MM 81.8, oceanside. Each year tribute is paid to the more than 500 men, women and children who perished Sept. 2, 1935; service begins with an invocation, short service, as well as a brief history of the monument's significance, a presentation of colors, the national anthem, placing of a wreath, taps and a benediction. The short service is to start at 9 a.m. In case of inclement weather, event will be moved to Islamorada Fire Station.
Contact: Barbara Eyster 305-393-0940


September 06 to September 08,  in Islamorada
Fourth Annual Florida Keys Poker Paddle
Please join Your Paddling Fools and Florida Keys Brewing Co. in Honoring and Supporting Our Courageous Service Men and Women and their Brave Families. Open to everyone to participate in a "poker" paddle race for kayaks and stand-up paddle boards in beautiful Islamorada. Essentially a "poker run" is an excuse to get together, have some fun and raise money and awareness for a great cause. The approximately 4-mile route will consist of five stops in mainly shallow water, including two sandbars. Packet Pick Up Party on Friday 9/6 as well as a Awards Ceremony Grand Finale Party on Sunday 9/8.
Contact: 305-407-7939
Email: [email protected]

September 06 to September 08,  in Key West
Robert-James Sales S.L.A.M. 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. A number of celebrities show their support by taking part in the tournament each year. Celebrity competitors have included Major League Baseball Hall of Famer Wade Boggs, former Denver Broncos football player Mark Cooper and former NASA space shuttle astronaut Bruce Melnick.
Contact: 305-664-2002
Email: [email protected]

September 09,  in Big Pine
Toast to Anthony Bourdain at Matt’s Stock Island Kitchen & Bar
Join in celebrating the life of the great Anthony Bourdain and create awareness during Suicide Prevention Awareness Month. Enjoy complimentary food including a ceviche bar, pig roast and more. Each of the four winning cocktails from the "Battle of the Bartenders" competition (happening on August 19 at Matt's Stock Island Kitchen & Bar) is to be available for purchase with winner taking all the glory. Enjoy great food, live music, silent auction and more, to benefit Westcare Guidance/Care Center (GCC) Inc., a local nonprofit focused on suicide prevention.


September 10 to September 13,  in Islamorada
Fish With a Hero
Each year, Fish With a Hero provides world-class fishing experiences and sponsored programs designed to assist participants in dealing with the effects of PTSD, traumatic brain injury, and other disabilities and wounds of war. Fish With a Hero is hosting 25 wounded and disabled veterans during this special therapeutic fishing experience. Participants will be fishing out of World Wide Sportsman with professional captains. The public is welcome to attend the Heroes Welcome Reception and Dinner held Tuesday, Sept. 10 at Islamorada Fish Company, 81532 Overseas Hwy, and order off-the-menu items. Dinner is at 6 p.m.


September 12 to September 15,  in Marathon
60th Annual Marathon International Bonefish Tournament
This challenge recognizes individual and team champions scoring the largest bonefish and permit, and the top anglers in fly and grand slam divisions (for the top spin or fly angler who releases the largest bonefish, permit and tarpon "slam"). The event is one of the few tournaments where anglers can fish without a professional guide.


September 13 to September 15,  in Islamorada
REEF's 10th Annual Upper Keys Lionfish Derby & Festival
Four-person teams can sign up to compete. Friday at REEF headquarters, mile marker 98.3, late registrations are held at 5:30 p.m., and a one-hour mandatory Captain's Meeting follows for the team captains. New this year is remote attendance for Captains, via Go To Meeting. Details are on the REEF website. Teams may begin collecting lionfish at sunrise Saturday. All lionfish must be turned into the scoring station. After Sunday’s collections are complete, there is to be lionfish scoring, fillet and dissection demonstrations, lionfish tastings, games, raffle prizes and other activities starting at 12:00PM that are open to public. Chefs will be providing lionfish cooking demonstrations and tastings. Saturday and Sunday events to be staged at Postcard Inn, mile marker 84.
Contact: Alli Candelmo 305-852-0030
Email: [email protected]

September 14,  in Islamorada
Annual Swim for Alligator Lighthouse
Since 2013, swimmers participate in an 8-mile roundtrip race from Islamorada to the Alligator Lighthouse and back. Proceeds help provide scholarship opportunities to those students in need and who wish to pursue competitive swimming, as well as raise awareness of the need to preserve the treasured, historic offshore lighthouses along the Florida Keys.


September 15,  in Key West
Rams Head Productions presents: Amy Grant at Key West Theater
Amy Grant has been strumming her way through a 30-plus year adventure as a singer-songwriter, author, television host and speaker. Grant was most recently inducted into the Gospel Music Hall of Fame in Nashville. In April 2016, Grant celebrated the 25th anniversary of her first pop hit, “Baby Baby”, with a worldwide release of a new version of the song featuring pop sensation and fellow Capitol Music Group recording artist Tori Kelly. Show starts 8 p.m., doors open 7 p.m.


September 19,  in Islamorada
Third Thursday Art Walk
Third Thursday ArtWalks are held every month throughout the year, offering attendees live music on three stages, performance artists and, of course, original art and hand-crafted jewelry, as well as pottery, sculptures and more! This monthly event is a focal point of artistic expression, culinary and cultural awareness to the Upper Keys. Stroll through the Art District, sip some craft beers, eat local food, along a quarter-mile span of the Old Highway between the historical 1935 Hurricane Monument and the iconic Green Turtle Inn and includes the intersecting street now known as Morada Way, between MM 81 and 82.


September 20 to September 22,  in Islamorada
Herman Lucerne Memorial Backcountry Fishing Championship
Named after the man known affectionately as "Mr. Everglades," the event is headquartered at the Islander Resort, located at mile marker 82.1. Anglers are challenged to target seven species of fish in two days during this one-of-a-kind tournament, staged in the boundaries of Everglades National Park, fishing areas that Lucerne favored. The event was founded to serve three main purposes: invite anglers from all over the world to experience the unique environment and unparalleled fishing of Everglades National Park, while at the same time raising awareness and capital to support ongoing angler-based initiatives in the Everglades and Florida Bay. Don't miss out on your chance to fish the biggest and most unique tournament of the year with some of the greatest inshore anglers on earth.
Email: [email protected]

September 20 to September 22,  in Big Pine
Lower Keys Fall Migration Mania Birding & Wildlife Adventure
Join the flock and explore more about the natural wonder of migration. Early Bird walks, bird and butterfly ID guided tours, and Saturday September 22st afternoon presentation by Dr. Kenneth D. Meyer, Ph. D., Executive Director, Avian Research and Conservation Institute on the topic, "Swallow-tailed Kite Conservation and Threats to the White-Crowned Pigeon, " at the Key West Botanical Garden Nature Chapel. Offered by the Key West Tropical Forest & Botanical Garden College Road, in partnership with the National Key Deer Refuge, Big Pine Key.


September 21,  in Islamorada
Smithsonian Magazine Museum Day at Florida Keys History & Discovery Center
Admission is free at the Center, who is participating in Smithsonian magazine’s 15th annual Museum Day, an initiative in which participating museums across the United States open their doors for free for those who download a branded ticket. The annual event allows cultural attractions to emulate the spirit of the Smithsonian Institution’s Washington D.C.-based facilities, which offer free admission every day. Those wishing to attend and participate in Museum Day 2019 can download an admission ticket online. Each ticket grants the ticket holder and one guest free admission on Sept. 21. The center, on the property of the Islander Resort, MM 82, is open 10 a.m.- 5 p.m.


September 21,  in Key West
Native Plant Sale at the Key West Tropical Forest
The Nursery at the Key West Tropical Forest & Botanical Garden will be offering native trees, shrubs and vines for sale from 9am to noon. Nursery volunteers have propagated over 160 species of plants that brings the inventory to more than 1,500 plants that attract butterflies and birds. Many plants are on the State of Florida endangered species list. Key West Tropical Forest members receive a 15% discount. All proceeds directly benefit the Garden’s conservation program. The Garden is located at 5210 College Road on Stock Island.
Contact: 305-296-1504
Email: [email protected]

September 21 to September 22,  in Key West
9th Annual Key West Musicians Festival
Staged at at Smokin' Tuna Saloon, from 2 - 9 p.m., both days. If you love Key West LOCAL musicians then this is the place to be. This is a FREE event although a percentage of the proceeds from merchandise sales will go to a Keys charity.


September 21,  in Key West
Florida Keys Eco-Discover Center's Discovery Saturday: Diving Dolphins
Discovery Saturday from 10-11 a.m. is hosted by the Dolphin Research Center, and children will discover the amazing abilities of dolphins. “Diving Dolphins” will include a game of “Guess the Skull” and other activities to teach children about dolphin biology. Space is limited. The Florida Keys Eco-Discover Center, operated by Florida Keys National Marine Sanctuary, hosts Discovery Saturday for children in kindergarten through fifth grade on the third Saturday of each month. Located in NOAA's Dr. Nancy Foster Florida Keys Environmental Complex on the Truman Annex waterfront in Key West, the Eco-Discovery Center features more than 6,000 square feet of interactive exhibits, which interpret the resources and management efforts of Florida Keys National Marine Sanctuary, two national parks, and four national wildlife refuges.
Email: [email protected]

September 26,  in Key Largo
DATE CHANGE: Friends of the Key Largo Cultural Center presents: Ocean Life Series
This month's speaker is Dr. Rachel Zuercher, and mapping coral reef fisheries on the coral reef tract. Ocean Life Series events are free and open to the public. Meet and greet at 6:30 p.m., at Murray Nelson Cultural & Government Center, mile marker 102. Lecture series from 7-8 p.m.


September 27,  in Islamorada
'The Charm of the Florida Keys' Cuban Art exhibit featuring artist Esteban Machado
Enjoy an exhibition of Cuban Artist Esteban Machado, curated by Alaen Ledesma Fernandez. An opening reception from 6:00 to 8:00 p.m. is to be held at the Roberto Russell Gallery at Ocean Sotheby’s International Realty, 81888 Overseas Highway. View the artwork, enjoy live music, hors d’oeuvres and wine presented by Ocean Sotheby’s. All work on exhibit are original paintings and are available for sale. Exhibit is sponsored in part by the Florida Keys Council of the Arts, Ocean Sotheby’s, and Latin American Art Magazine and others.  Free parking. RSVP appreciated.  
Contact: Maria 305-712-8888


September 27 to September 29,  in Key Largo
20th Annual Take Stock in Children Backcountry Challenge
Anglers compete to win coveted first-through-third-place trophies for trout, snook and redfish, in catch-and-release fishing around the clock. Proceeds support local vocational scholarships for all ages, and Take Stock in Children scholarships for financially challenged Upper Keys students. Headquartered at the Tavernier Elks Club, the annual event features a popular silent and live auction showcase and Sunday evening dinner that are open to the public. Presented by the Rotary Club of Key Largo .
Contact: Dennis Caltagirone 305-331-0525
Email: [email protected]

September 27 to September 28,  in Islamorada
Conch Scramble Charity Golf Tournament
Floating greens, golf boats and biodegradable fish food balls highlight the annual "par-tee" on the water during the popular Conch Scramble charity golf tournament. Fans of golf and boating can expect to have a "hole" lot of fun honing their swings and raising money for charity one shot at a time. Up to 50 teams can enter this one-of-a-kind golf experience. Teams make stops at eight different Islamorada waterfront venues and come ashore to tee off. Each player has two shots at the floating holes using biodegradable golf balls that dissolve into fish food after 90 hours in the water.
Contact: Michelle Abramoff 305-509-0315
Email: [email protected]



The Lodging Association of the Florida Keys and Key West
818 White St.
Suite 8
Key West, FL 33040
  305-296-4959 phone
305-296-1408 fax
[email protected]

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