Calendar of Events
Current Florida Keys Events




- Sponsored Event
- Sep 22, 2023 - Sep 24, 2023 Key Largo
- 23rd Annual Take Stock in Children Backcountry Challenge
- Website Florida Keys Elks Lodge
- 92600 Overseas Hwy Tavernier FL 33070
- CATCH & RELEASE FISHING 'ROUND THE CLOCK! Catch and Release Tournament – Redfish, Snook & Trout. Backcountry Challenge and Charity Auction. Kickoff Party & Captain/Angler Meeting 9/22/23. Dinner & Awards Banquet 9/24/23.




- Sponsored Event
- Oct 20, 2023 - Oct 29, 2023 Key West
- Fantasy Fest 2023
- Website Key West
- 305-295-9112 E-mail
- This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions, and over 30 cleverly themed Parties and performances. Togas, Tutu’s, Body Paint and Burlesque, Halo’s, and Homemade Bikinis. Join the fun!




- Sponsored Event
- May 01, 2023 - Dec 31, 2023 Islamorada
- History of Diving Museum
- Website History of Diving Museum
- 82990 Overseas Highway (MM83), Islamorada FL 33036
- 305-664-9737 E-mail
- Open daily. Be amazed by over 4,000 years of “the quest to explore under the sea” and celebrate the special role South Florida and the Florida Keys had in this untold story. Dive in to see “Aquanauts to Astronauts” a limited-time featured exhibit.




- Sponsored Event
- Oct 19, 2023 - Oct 22, 2023 Key Largo
- REEF Fest - A Celebration of Marine Conservation
- Website Hosted by Reef Environmental Education Foundation
- 98300 Overseas Hwy Key Largo FL 33037
- 305-852-0030 E-mail
- Calling all ocean lovers! Join us for diving, snorkeling, kayaking, educational ocean presentations, and more. Explore the marine life of the Florida Keys, learn from ocean experts, and celebrate marine conservation.
- Buy tickets!
- Mar 13, 2023 - Oct 31, 2023 Key West Arts & Culture
- Tuesday Evening GLOW Hours at Hugh's Rooftop
- Website
- The Studios of Key West's Hugh's Rooftop offers the best views in town and an ideal spot to catch the sunset and a drink on Tuesday evenings from 6 to 8 p.m. through Oct. 31. Stay tuned for new hours beginning Nov. 7th after the time change when sunset will be earlier. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
- Apr 28, 2023 - Oct 22, 2023 Key West Arts & Culture
- Key West Art & Historical Society: Out of the Box - The Art of the Cigar Label
- Website
- The Key West Art & Historical Society presents “Out of the Box: The Art of the Cigar Label." The exhibition offers a compelling sampling and interpretation of 19th and early 20th century inner and outer cigar labels, showcasing more than 40 lithographs related to the Key West and Cuba cigar manufacturers. Included with museum general admission. Custom House Museum, 281 Front Street, 10 a.m. to 5 p.m. daily.
- May 20, 2023 - Dec 31, 2023 Islamorada Arts & Culture
- History of Diving Museum: Aquanauts to Astronauts Exhibit
- Website
- The Aquanauts to Astronauts exhibit focuses on the fascinating relationship between diving and space travel, how NASA uses diving to train future astronauts, and the incredible people who have both been to space and visited the bottom of the sea. The exhibit includes artifacts from NASA. The museum is located at 82990 Overseas Highway bayside.
- Jul 14, 2023 - Nov 5, 2023 Key West Arts & Culture
- Key West Museum of Art & History: Don Pinder - Eyes on the Island
- Website
- The Key West Museum of Art & History's Custom House Museum's latest exhibition—Don Pinder: Eyes on the Island—is the first exhibition devoted exclusively to the work created by Key West Citizen photographer Don Pinder (1925-2003) during his long career in Key West—including many works never before published or shown. The show, on display through Nov. 5, includes more than 50 black-and-white and color photographs made during his 35-year career of documenting Key West history and culture. 10 a.m. to 5 p.m. daily, 281 Front St.
- Sep 1, 2023 - Nov 30, 2023 The Lower Keys Arts & Culture
- Scarecrows in the Forest Art Exhibit and Contest
- Website
- The Key West Tropical Forest & Botanical Garden is showcasing local artists’, community members’ and local students’ unique versions of the fall season’s Scarecrows in the Tropical Forest. The scarecrows, made from natural and recycled materials, may be discovered throughout the 15-acre garden. 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.
- Sep 5, 2023 - Oct 15, 2023 The Florida Keys
- Kids Keys Deals
- Website
- The Kids Keys Deals program is in effect through Oct. 15, offering free admission for one child age 12 and under with each paying adult at multiple Keys attractions and excursions in Key West, Marathon and Islamorada. Find the full list of attractions and links to coupons at KidsKeysDeals.com. The program is spearheaded by the Key West Attractions Association.
- Sep 21, 2023 - Sep 24, 2023 Marathon Fishing
- Marathon International Bonefish Tournament
- bbhewlett815@gmail.com Website
- The 64th annual Marathon International Bonefish Tournament starts with a registration and captains meeting Thursday at 4 p.m. at Overseas Pub & Grill, located at 3574 Overseas Hwy, oceanside, followed by three days of fishing. Contact Barbara Hewlett at 305-304-8682.
- Sep 21, 2023 Key Largo Environmental
- John Pennekamp Coral Reef State Park: REEF Fish ID Talk
- Website
- Representatives from REEF Environmental Education Foundation present a Fish ID talk at 11 a.m. in the Visitor Center auditorium. Learn how to identify the many species of fish you can spot while snorkeling the reefs within John Pennekamp Coral Reef State Park. Free with regular park admission. Mile marker 102.5 oceanside.
- Sep 21, 2023 Islamorada Arts & Culture
- Morada Way Third Thursday Art Walk
- Website
- The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture in the Florida Keys. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
- Sep 22, 2023 - Sep 24, 2023 Key Largo Fishing
- Take Stock in Children Backcountry Challenge
- Website
- This annual tournament offers anglers the opportunity to win coveted trophies for trout, snook and redfish. Fishing is allowed around the clock from Friday night through Sunday afternoon. 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.
- Sep 24, 2023 The Lower Keys
- Sheriff's Animal Farm Open House
- Website
- Visit the animals at the farm, including miniature horses, a steer, pigs, goats, bunnies, alligators, tropical birds, kinkajous, a capybara, lemur, alpaca, skunk, prairie dog, tortoises and turtles, snakes and many more. It is free of charge, but donations are welcomed because that is how the farm is sustained. The farm is located at 5525 College Rd. on Stock Island at the Sheriff's Office Headquarters complex. The family-friendly Sheriff's Animal Farm is open 1 - 3 p.m the second and fourth Sundays of the month.
- Sep 24, 2023 Islamorada Environmental
- Mangroves & Mimosas
- Website
- Join Surfrider Foundation for a morning mangrove cleanup at 10:30 a.m. followed by celebratory drinks for purchase at Robbie's beach bar at 12:30 p.m. Bring your own paddleboard or kayak or rent one for free from Robbies, located at MM 77.5 bayside.
- Sep 24, 2023 Key Largo Environmental
- Dolphins Plus Marine Mammal Responder Open House
- Website
- Visit Dolphins Plus Marine Mammal Responder's free open house from 10 a.m. to 2 p.m. for activities, demonstrations, tours, kids activities, food trucks and more. There will also be a birthday celebration for dolphin "Tug," who is turning seven years old. The organization provides a home for dolphins that can't be released to the wild, and is also the only whale and dolphin stranding organization in the Florida Keys. 31 Corrine Place.
- Sep 28, 2023 Key Largo Environmental
- John Pennekamp Coral Reef State Park: REEF Fish ID Talk
- Website
- Representatives from REEF Environmental Education Foundation present a Fish ID talk at 11 a.m. in the Visitor Center auditorium. Learn how to identify the many species of fish you can spot while snorkeling the reefs within John Pennekamp Coral Reef State Park. Free with regular park admission. Mile marker 102.5 oceanside.
- Sep 29, 2023 - Sep 30, 2023 Marathon Fishing
- Sword Fest
- Website
- Warriors on the Water and Two Conch Charters present the first annual Sword Fest tournament -- the ultimate swordfish battle. Cash payouts increase with the number of entry fees. With 30 boats, first place for heaviest swordfish pays $10,000. The tournament benefits Warriors on the Water, providing a positive outlet for veterans to enjoy nature and one-of-a-kind charter fishing experiences.
- Sep 29, 2023 - Sep 30, 2023 Islamorada
- Conch Scramble Charity Golf Tournament
- Website
- 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. Both the Friday night kick-off party and Saturday tournament start take place at SD. Marine, 85500 Overseas Hwy. bayside.
- Sep 30, 2023 Key West
- Key West Paddle Classic
- Website
- The 26th annual Key West Paddle Classic is a 12-mile open-water distance race around Key West that is open to paddlers on stand-up and prone paddleboards, outrigger canoes, surf skis, kayaks, pedal-craft kayaks, row and dory boats. Events are headquartered at Higgs Beach, 1000 Atlantic Blvd. Start time for the race is 9 a.m. Paddlers have up to five hours to complete the race, with a lunch and awards celebration starting at 1 p.m.
- Sep 30, 2023 Key Largo
- ReMARCable Tour de Keys
- Website
- The ReMARCable Tour de Keys is a 100-mile, one-day bicycle ride from Key Largo to Key West. Each rider is asked to raise $100 for the Monroe Association for ReMARCable Citizens, providing services for developmentally disabled adults. This event is not a race, but rather a charity "century" ride. The supported ride departs from the Holiday Inn at MM 100 in Key Largo at 7:00 a.m. with expected arrival at the Opal Key Resort in Key West at MM 0 at 3 p.m., with a party at the resort from 3 to 5 p.m. Pre- and post-ride hotel rooms and bicycle rentals are available to book for ride participants at special rates. Find more info and registration at marchouse.org