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, 2021
Year: Month:  
September 01 to September 05,  in Key West
Womenfest Key West
The popular festival for lesbians and their friends is designed to allow singles, couples and groups of women to experience the atmosphere of openness and acceptance that has made Key West an internationally acclaimed lesbian and gay vacation destination.


September 03 to September 05,  in Marathon
Florida Keys Heroes Tribute Weekend at Hawks Cay Resort
Military, fire rescue, police and medical personnel are to be honored with specially priced rooms and recreational programs as part of an annual Heroes Salute Labor Day weekend. Highlights of the patriotic, “heroes in action” weekend include a family fun night, a virtual 5k Run/Walk, live entertainment by local musicians, food, games and contests. Events are open to the public.


September 06,  in Islamorada
Matecumbe Historical Trust presents: VIRTUAL Labor Day Service
Matecumbe Historical Trust (MHT) presents a VIRTUAL Labor Day service staged at the hurricane monument 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. The service will be recorded and shared virtually on the Matecumbe Historical Trust Facebook page and streamed on the Island Community Church's website. The service will include a presentation by Pastor Emeritus Tony Hammon. Guest speakers will include Islamorada Village of Islands, councilman Henry Rosenthal, Bob Johnson of the American Legion Post 145 and Sue Miller. Service will include the invocation, presentation of colors by the Islamorada Village of Islands Fire Rescue and Boy Scout Troop 912, The National Anthem and America the Beautiful sung by Leah Sutter, the placing of the memorial wreath, taps and the benediction by Pastor Bob Pavey of the United Matecumbe Methodist Church.
Contact: Barbara Eyster 305-393-0940


September 09 to September 12,  in Islamorada
Florida Keys Lionfish Derby and Festival
REEF's 12th annual event will include two full days of lionfish fishing culminating in a family-friendly festival at picturesque Postcard Inn Resort & Marina. The festival is open to the public and will include Lionfish scoring, fillet and dissection demonstrations, Lionfish tastings, Lionfish games and crafts, raffle prizes, and other activities and products from 30 environmentally-minded vendors. Chefs will be providing lionfish cooking demonstrations and special dishes and drink special will be available. Live Music by South Florida's Soulgrass Band The Copper Tones. Early bird registration discounts are available, before July 9.


September 10 to September 12,  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.


September 11,  in Islamorada
Swim for Alligator Lighthouse
Individuals, two- and four-person relay teams have up to seven hours to complete the eight-mile roundtrip course. The course features an in-water start and a beach finish, ending shoreside.


September 15 to November 30,  in Key West
Scarecrows in the Forest Art Exhibit and Contest
The Key West Tropical Forest & Botanical Garden is to showcase local artists’, community members’ and local students’ unique versions of the fall season’s ‘Scarecrows in the Tropical Forest.’ Made from natural and recycled materials, the exhibit, open 10 a.m. to 4 p.m. daily, will be a lesson in recycling, art talent and a contest with cash prizes for the entries. The Garden is located at 5210 College Road.


September 15,  in Islamorada
Immerse Yourself! Free Lecture Series with History of Diving Museum: Keys Underwater Archeology
The Florida Keys National Marine Sanctuary holds an extraordinary collection of shipwrecks that tell stories of our maritime past. Join Matthew Lawrence, Maritime Archaeologist for the NOAA Office of National Marine Sanctuaries, as he presents on his investigations and ways the public can experience these wrecks or participate in research. This is a virtual Zoom presentation. Register by emailing the Community Outreach Team or call the Museum to receive the meeting number and password to connect at 7 p.m.
Contact: 305-664-9737
Email: [email protected]

September 17 to September 19,  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. Anglers target fish in multiple species only in the boundaries of Everglades National Park, fishing areas that Lucerne favored. Anglers are challenged to catch at least one Tarpon, Redfish, Snook, Seatrout, Snapper, Bonefish, and Black Drum. Awards are given in 22 individual categories at our ceremony hosted at the Islander Resort.


September 18,  in Big Pine
RESCHEDULED : 37th Annual Underwater Music Festival
This annual event for both divers and snorkelers is staged at Looe Key Reef, an area of the Florida Keys National Marine Sanctuary about 6 miles south of Big Pine Key. Hosted by the Lower Keys Chamber of Commerce and a local radio station, US1 104.1 FM, the ocean celebration encourages environmentally responsible diving and preservation of the world’s coral reefs. While the festival’s primary purpose is to promote reef protection and eco-conscious diving, it also offers a bucket-list underwater experience. Some participants might even spot “mermaids” and other costumed characters swaying beneath the waves, adding visual excitement to the unique conservation concert.


September 24 to September 26,  in Marathon
Marathon International Bonefish Tournament
Staged for over 60 years, this mid-Keys tournament is one of the Keys' oldest. Registration and Captain's meeting kick off the event. Anglers traditionally fish 8:30 a.m. to 3:30 p.m. Friday - Sunday. Fish check-in, socially-distanced cocktail parties and awards ceremony to be held at a TBD location.
Contact: Barb Hewlett 305-304-8682
Email: [email protected]

September 24 to September 26,  in Key Largo
Take Stock in Children Backcountry Challenge
This annual tournament offers anglers the opportunity to win coveted trophies for trout, snook and redfish. A popular weekend auction showcase and Sunday evening dinner are open to the public. Proceeds support local vocational scholarships for all ages and Take Stock in Children scholarships for financially challenged Upper Keys students.


September 24 to September 25,  in Islamorada
Conch Scramble Charity Golf Tournament
Floating greens, golf boats and biodegradable fish food balls highlight the annual “par-tee” on the water. 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. Teams of four and a designated boat driver “caddy” make stops at nine 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.




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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