Calendar of Events
Current Florida Keys Events
- Sponsored Event
- Jul 17, 2024 - Jul 21, 2024 Key West Arts & Culture
- Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest
- Website Sloppy Joes
- 201 Duval Street Key West FL 33040
- 305-294-5717 E-mail
- Key West’s most iconic and whimsical tribute to one of the greatest literary figures of the 20th century, Ernest Hemingway. This event celebrates Hemingway’s life in Key West and enduring legacy in a way that’s as unique and spirited as the man himself.
- Call now!
- Sponsored Event
- Jun 05, 2024 - Jun 09, 2024 Key West LGBTQ
- Key West Pride
- Website Key West Business Guild
- 808 Duval Street Key West FL 33040
- 305-294-4603 E-mail
- Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Show us your pride, we will show you our Key West Pride!
- Buy tickets! Call now!
- Sponsored Event
- Dec 04, 2023 - Aug 31, 2024 Key West
- Christopher Peterson's Eyecons at Birdcage Cabaret
- Website SideBar featuring the Birdcage Cabaret
- 504 Angela St. Key West FL 33040
- Birdcage Cabaret
- View video
- Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is All Live, no lip-sync, and audiences will be thrilled with his many characterizations. Tickets available now!
- Buy tickets!
- Sponsored Event
- May 27, 2024 - May 27, 2024 Key West
- 15 Year VanDiversary Celebration
- Website Capt. Hook's Dive Key West
- 3128 N. Roosevelt Blvd Key West FL 33040
- Join us for the 15-year Anniversary of the sinking of the USNS General Hoyt S. Vandenberg, affectionately known as "The Vandy" by the local divers. This momentous occasion pays homage to the profound impact it has had on the Florida Keys and Key West.
- Buy tickets!
- Sponsored Event
- Jul 20, 2024 - Jul 20, 2024 Key West
- Hemingway 5k Sunset Run & Paddleboard Race
- Website Start of Paddle Board Race Higgs Beach & Start of 5K Southernmost Point
- Higgs Beach & Southernmost Point Key West FL 33040
- Key West Half Marathon E-mail
- View video
- Runners, walkers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 20th during the Hemingway 5k Sunset Run and Paddleboard Race. The athletic challenges are part of Hemingway Days!
- Buy tickets!
- Sponsored Event
- Mar 25, 2024 - Aug 13, 2024 Key Largo
- Fish & Friends Seminar
- Website REEF Environmental Education
- 98300 Overseas Hwy Key Largo FL 33037
- Amy Lee 305-852-0030 E-mail
- REEF Fish & Friends is a free, monthly community social and seminar series. Join us for light snacks and drinks plus an engaging, educational ocean-themed presentation. Seminars are live-streamed and recorded.
- Call now!
- Sponsored Event
- Jun 07, 2024 - Jun 09, 2024 The Lower Keys
- 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce
- Website KOA Sugarloaf Key
- 251 State Rd 939 Summerland Key FL 33042
- Lower Keys Chamber of Commerce 305-872-2411 E-mail
- View video
- The 31st Annual Lower Keys Chamber of Commerce Dolphin Tournament is coming up June 7-9! Enter to win over $35,000 in cash & prizes. Friday the 7th is registration & appetizers at 5pm and Sunday the 9th is dinner & awards at 6pm. Largest Dolphin Wins!!!
- Buy tickets! Call now!
- Mar 15, 2024 - Sep 13, 2024 Key West Arts & Culture
- Key West Art & Historical Society: Flora & Fauna - Early Naturalists in Florida
- Website
- Enjoy the “Flora & Fauna: Early Naturalists in Florida” exhibit through September 13 at Key West Museum of Art & History's Custom House, Museum, 281 Front Street. The exhibit includes short biographies of the principal naturalists working in the Florida Territory in the early nineteenth century alongside representations of their Florida-inspired works. Their observation of plants and animals was an art as well as a science.
- Apr 28, 2024 - Jul 31, 2024 Key West Arts & Culture
- Key West Tropical Forest & Botanical Garden: Art in the Garden
- Website
- Emphasizing harmony with nature, the return of Art in the Garden showcases local art and sculptures with artistic expressions. Artworks are earth-friendly in the selection of materials and themes and include recycled, repurposed, and natural material. Meander over garden boardwalks and down pathways through dappled shade, colorful blossoms and winged creatures to spot many beautiful works of art. View daily through July 31. 5210 College Rd.
- May 16, 2024 - May 19, 2024 Marathon Arts & Culture
- Marathon Community Theatre: Mousetrap
- Website
- The marvelous whodunit, Mousetrap wraps up its run at Marathon Community Theatre with performances Thursday through Saturday at 8 p.m. plus a 3 p.m. Sunday matinee May 19. This record-breaking, longest running murder mystery play features a brilliant surprise ending from Dame Agatha Christie, the foremost mystery writer of her time. Tickets $28. 5101 Overseas Highway.
- May 17, 2024 - May 18, 2024 The Lower Keys Fishing
- King of the Reef Rod & Spear Tournament & Trash Cleanup
- Website
- This Lower Keys tournament has three divisions -- rod and reel, scuba and free diving. Competitors in each division compete for prizes for the largest black grouper and mutton snapper. The person catching the largest black grouper out of all three divisions is to be named the King of the Reef and grand prize winner. The catcher of the largest mutton snapper wins the mutton snapper calcutta. There is also a prize for the most polypropylene trash collected and weighed at the final tournament weigh-in. The tournament was established to raise awareness about diving decompression injuries and raise funds for victims. Tournament events, including the Saturday evening weigh-in and awards ceremony, are based at The Docks Stock Island, 6840 Front St.
- May 17, 2024 - May 19, 2024 Islamorada Fishing
- ‘Ladies Let’s Go Fishing’ Screamin’ Reels Tournament
- Website
- Intended for novice anglers and returning participants, this weekend is about learning and a non-intimidating, fun competition with the “Ladies Let’s Go Fishing” university organizers. Participants can join on a professional charter boat or fish on their own boat. This is a casual tournament with prizes for the heaviest offshore fish and longest inshore fish, drawings for prizes for those who caught fish, plus bonus drawings. The Friday kickoff takes place at The Tavernier Elks Club, mile maker 92 bayside; most Saturday and Sunday charters depart from Whale Harbor Marina, mile marker 83 oceanside.
- May 17, 2024 - Dec 31, 2024 Islamorada Arts & Culture
- History of Diving Museum: Salvaging the Deep
- Website
- Learn about some of the world's deepest wrecks and how salvage divers got there in the museum's featured exhibit, on display through Dec. 31. Mile marker 82.9.
- May 18, 2024 Key West Arts & Culture
- Key West Tropical Forest & Botanical Garden: Rum Infused Adult Scavenger Hunt
- Website
- Don your best pirate or mermaid costume for a night of rum-infused fun during a scavenger hunt throughout Key West Tropical Forest and Botanical Garden. Teams will be created to follow the scavenger hunt rules, with points given for the most items found within one hour. Proceeds benefit funding bus transportation for Monroe County school children's educational trips to the garden in the coming year.
- May 18, 2024 Islamorada Environmental
- Windley Key Fossil Reef Geological State Park: Junior Ranger Jamboree
- Website
- Bring the kids for a special Junior Ranger Jamboree from 10 a.m. to 2 p.m. with park tours, special Junior Ranger activities, shave ice treats and more. The event is open to new and existing junior rangers. The Florida State Parks' Junior Ranger Program inspires young park visitors to explore, learn, connect with and protect Florida's native environment.
- May 18, 2024 Key West Fishing
- Reelin' For the Cause Kids Fishing Tournement
- Website
- The tournament raises awareness about congenital heart defects and provides funds to support families with infants born with these disorders. Registration is now full. For registered children, check in at 9:30 a.m. at Edward B. Knight (White Street) Pier. Rods, reels and bait provided. Lines in at 10 a.m.; awards ceremony at 11:45 a.m. Awards for biggest fish in each age group: 3 to 5; 6 to 8; and 9 to 13. Spectators may take part in the silent auction at the pier during the tournament.
- May 18, 2024 Key Largo
- Key Largo Critter Cruise
- Website
- Teams will come by land or by sea to participate in the annual Key Largo Critter Cruise to benefit the Upper Keys Humane Society. Teams of four per boat or car are to cruise or crawl to a selection of favorite Key Largo establishments to compete in games and contests for spectacular prizes. Costumes are encouraged -- prizes will be awarded for best dressed boat and best dressed team. The event takes place from 10 a.m. to 4 p.m. and starts and ends at the Caribbean Club, mile marker 104 bayside. If you're not participating, just come by the bar in the afternoon to watch the shenanigans.
- May 18, 2024 - May 19, 2024 The Florida Keys
- Keys100 Ultramarathon Races
- Website
- Keys 100 is a 100-mile point-to-point running race from Key Largo to Key West. Both teams and individuals compete. There is also a 50-mile option from Marathon to Key West and a 50k individual race from Big Pine Key to Key West. All races finish at Higgs Beach on the Atlantic in Key West. 100-mile races start at Divers Direct in Key Largo, MM 99.8.
- May 22, 2024 The Lower Keys Environmental
- Florida Keys Wildlife Society: Full Moon Kayak Excursion
- Capt. Bill Keogh 305-872-7474 Website
- This kayak excursion, sponsored by Captain Bill Keogh of Big Pine Kayak Adventures, takes place from 6:45 to 8:45 p.m. in the waters surrounding the National Key Deer Refuge in Big Pine Key. The trip begins at Old Wooden Bridge Marina, 1791 Bogie Road, and proceeds across the water to No Name Key and north. Call or text Captain Bill at 305-872-7474 to reserve your spot and your kayak and gear. Cost is $30, which is a donation to Florida Keys Wildlife Society.
- May 22, 2024 Key Largo
- Upper Keys Humane Society: Cat Yoga
- Website
- Enjoy a gentle yoga class along with cats and kittens in the Cat Cafe beginning at 6 p.m. at mile marker 101.6 oceanside. Bring your own mat. Register in advance. The $25 fee is a donation to Upper Keys Humane Society.
- May 24, 2024 Key Largo Environmental
- John Pennekamp Coral Reef State Park: Mosquito Discovery Table
- Website
- Join representatives from Florida Keys Mosquito Control to learn about mosquitos during a free educational event in the park's visitor center from 11 a.m. to 2 p.m. Free with regular park admission. Mile marker 102.5 oceanside.
- May 25, 2024 The Florida Keys Environmental
- John Pennekamp Coral Reef State Park: Sharks - Fact or Fiction Ranger Talk
- Website
- How much do you think you know about sharks? Come test your knowledge at the Sharks: Fact or Fiction ranger talk at 1:30 p.m. in the Visitor Center auditorium. Free with regular park admission. Mile marker 102.5 oceanside.
- May 25, 2024 Key Largo Arts & Culture
- Florida Keys Wild Bird Rehabilitation Center: Summer Movie Night Featuring "Hoot"
- Website
- Celebrate the start of Summer Movie Night at the Laura Quinn Wild Bird Sanctuary with a screening of "Hoot," a movie about kids who join together to save burrowing owls. The film is based on Carl Hiaasen's book of the same name, and features Jimmy Buffett in a cameo role as the high school science teacher. All ages are welcome. Drinks and popcorn are free, but donations for the birds are always welcome. Bring camp chairs and blankets for seating.
- May 25, 2024 Islamorada
- Island Grill: Memorial Day Weekend Full Moon Beach Party
- Website
- Party on the beach at Island Grill, mile marker 85.5 oceanside in Islamorada on May 25th starting at 7:30 p.m. Groove under the stars to two live bands and a DJ. There will be Beach BBQ, sushi and drink specials. Tickets available online and at the door for $18 per person.
- May 26, 2024 Key Largo
- Caribbean Club: Memorial Day Weekend BBQ to Benefit Disabled Veterans
- Website
- Delicious BBQ will be served from 1 p.m. to 9 p.m. at the Caribbean Club, mile marker 104 bayside, with proceeds benefiting Team River Runner and their work with disabled veterans. Enjoy live music all afternoon and evening.
- May 26, 2024 Key West
- Sheriff’s Animal Farm Open House
- Website
- Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. Stock Island Detention Center, 5501 College Rd.
- May 26, 2024 Key West
- Schooner Wharf Bar: Minimal Regatta
- Website
- Watch sailors make a splash in homemade vessels made from plywood and duct tape in the craziest regatta you'll ever see on the waters of Key West Bight. Watch from the Historic Seaport walkways near Schooner Wharf. 12 noon at 202 William St.
- May 31, 2024 - Jun 1, 2024 Marathon Arts & Culture
- Marathon Community Theatre: tah-DANCE
- Website
- The 15th annual tah-DANCE Community Dance Showcase lets you experience the art of dance through performances by the MCT dance department, local community dance studios, dance groups and individual dancers during an evening of performances created to entertain and enthrall. Two shows - Friday and Saturday nights at 7 p.m. 5101 Overseas Hwy.
- May 31, 2024 - Jun 2, 2024 Key Largo Fishing
- 10th Annual Skippers Dolphin Tournament
- E-mail Website
- This tournament is headquartered at Skippers Dockside Restaurant behind Key Largo’s Holiday Inn at mile marker 100. Cash prizes of over $50,000 include a first-place prize of $20,000 as well as prizes for the top six teams and top lady and junior anglers.