Events in the Florida Keys

Event calendar provided with the courtesy of the Monroe County Tourist Development Council.

Events in Florida Keys for 2022

  • March 31 - June 01 Key Largo
  • 'Wild Observations in Everglades National Park' Outdoor Art Exhibition
  • Website
  • Exploring changes in wildlife corridors and combining scientific research with artistic interpretation, the mixed media work by conservation artist Deborah Mitchell is focused on ecological and cultural changes occurring in our wild places. Mitchell's site-specific exhibition starts at the Ernest F. Coe Visitor Center and continues along trails and boardwalks at the Royal Palm Visitor Center, Gumbo Limbo Trail, Long Pine Key, Pineland Trail, Pa-hay-okee Overlook Trail and Mahogany Hammock Trail. The exhibition is on view 24 hours a day.

  • April 16 - May 21 Key West
  • Key West Tropical Forest & Botanical Garden Speaker Series
  • Website
  • Interested in learning more about the complex and fascinating environmental world of Key West and the Florida Keys? Then join a Speaker Series the third Saturday of each month this spring. Topics include April 16: ‘The Cuban Chugs’ with Dr. John Bratten, University of West Florida; and May 21: ‘Biodiversity and Butterflies’ with Taylor Hun, US Fish & Wildlife Field Technician. Lectures are held in the Nature Chapel at Key West Tropical Forest & Botanical Garden is located at 5210 College Rd., on Stock Island. Free for members, $10 for non-members.

  • May 16 - May 19 Marathon
  • 35th Annual Faro Blanco Invitational Tarpon Tournament
  • Donna Vankirk at 305-393-0699 Email
  • This unique team tournament in the heart of tarpon season, with two to four anglers per team/boat, allows anglers to fish three of the four nights with three different captains at three different bridges: Bahia Honda, Long Key and the world-famous Seven Mile. Proceeds from the charity tournament benefit Ronald McDonald House.

  • May 17 - May 17 Key Largo
  • Celebrating the Spiegel Grove at 20: A Saga Too Strange Even for Hollywood!
  • Website
  • The public can enjoy a multimedia presentation and panel discussion with members of the initial “sink team” chronicling the intriguing history of Spiegel Grove, a retired 510-foot Navy Landing Ship Dock, intentionally scuttled on May 17, 2002, as an artificial reef. The free-admission event is slated for 7-9 p.m. in the auditorium of Key Largo’s Murray Nelson Governmental and Cultural Center, mile marker 102. Refreshments and beverages are to be served. Interested participants are asked to register with the Key Largo Chamber of Commerce.

  • May 17 - May 17 Islamorada
  • Matecumbe Historical Trust Taste of History Dining Event
  • RSVP at 305-393-0940
  • Enjoy a delicious historical journey of Keys life. Learn about the history of the main ingredient in each dish, offering a modern twist to historical recipes. Guests must RSVP; cost is $69.99 per person, includes tax and gratuity. Doors open 6 p.m., at Old Conch Harbor in The Chart Room, 90311 Overseas Highway in Tavernier. Courses include lobster bisque, conch fritters, shrimp cocktail salad, fried coconut Shrimp, parmesan-crusted mahi mahi and Key Lime pie, each created from traditional Florida Keys recipes.

  • May 19 - May 19 Islamorada
  • Third Thursday Morada Way Art Walk
  • Website
  • Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine, listening to music, and seeing your favorite people! MWACD is a non-profit in the heart of Islamorada, between mile markers 81 and 82, with Morada Way Clay, Jessica Ann Art, Rum Brush, Limelight Studio/Gallery and other partners! Check out Art Walk the third Thursday of each month.

  • May 20 - May 20 Key West
  • Reef Relief Luau Fundraiser
  • Website
  • Rescheduled due to weather, Reef Relief invites the public for a night of live music, games and a silent auction. From 5-8 p.m., Lagerheads Beach Bar and Watersports, at 0 Simonton St. Reef Relief is a nonprofit membership organization dedicated to improving and protecting the coral reef ecosystem.

  • May 21 - May 22 Key West
  • KEYS100 Ultra Marathon Race
  • Website
  • The KEYS100 racers navigate up to 40 bridges flanked by the Atlantic Ocean, Florida Bay and Gulf of Mexico. Three endurance competitions follow the renowned Florida Keys Overseas Highway: a 100-mile individual & team race from Key Largo to Key West, a 50-mile individual race from Marathon to Key West and a 50-kilometer individual race from Big Pine Key to Key West.

  • May 28 - May 29 Islamorada
  • Afro Roots Festival
  • Website
  • Audiences can celebrate world music in the Florida Keys. Saturday evening’s show, beginning at 6 p.m. at the popular Florida Keys Brewing Co., mile marker 81, , is to spotlight the Caribbean-influenced world beat mastery of Johnny Dread, paired with the Latin-infused rhythms of Javier García. Sunday’s musical schedule begins at 4 p.m. Audiences can sway to the sounds of the nine-piece Latin funk band Suenalo, a critically acclaimed South Florida favorite, and the funky New Orleans style of the Bad Apples Brass Band. Both shows are to take place in the beer garden and admission is free.

  • June 01 - June 05 Key West
  • Key West Pride
  • Website
  • Presented by the Key West Business Guild, events showcase the diversity and welcoming atmosphere that make the southernmost city a top vacation destination for LGBTQ visitors. The festival schedule typically includes pool parties at guesthouses and emporiums, drag shows by Key West’s top performers, a street fair on famed Duval Street, nighttime soirees at local clubs, a burlesque-style show with an LGBTQ flair and the lively "Rainbow Roast."

  • June 01 - June 04 Key West
  • Fringe Theater presents: A Fabulous Evening with Lillian Baxter
  • Website
  • Hollywood’s favorite Has-Been returns to Key West. Lillian is a fictional character created by actor and writer John Vessels. Show tunes? You bet! Gay anthems? Why not! Fabulous costumes? Buckle in, glitter up, and spend A Fabulous Evening with Lillian Baxter. Doors open 6 p.m., performances start 7 p.m. at the Little Room Jazz Club, 821 Duval Street

  • June 03 - June 05 Key Largo
  • Eighth Annual Skippers Dolphin Tournament
  • Email Website
  • This tournament is headquartered at Skippers Dockside Restaurant behind Key Largo’s Holiday Inn. Cash prizes of over $60,000 include a first-place prize of $20,000 as well as prizes for the top six teams and top lady and junior anglers.

  • June 03 - June 05 Big Pine Key
  • 29th Annual Original Big Pine & Lower Keys Dolphin Tournament
  • Website
  • The Lower Keys Chamber of Commerce presents this annual event where anglers contend for over $35,000 in cash prizes and awards. A special cash prize of $20,000 is awarded for the largest dolphin over 50 pounds. Additional prizes await winners in open, ladies and youth divisions.

  • June 04 - June 04 Key Largo
  • Coralpalooza 2022
  • Website
  • Presented by the Coral Restoration Foundation to honor World Oceans Day, the public is invited to join a celebration among ocean lovers to actively restore the planet’s third-largest barrier reef. For nondivers, a land-based event also is planned at Murray Nelson Cultural Center, mile marker 102. Doors open at 11 a.m. and activities for the day — dubbed a  “science-based spectacular” — are to feature booths with ocean conservation organizations, ocean-themed carnival events and a live performance by CRF’s “edutainment” mascot Captain Coral, who blends theater with science and conservation. Register online.  

  • June 06 - June 12 Key Largo
  • REEF Fish Out of Water Virtual 5K
  • Website
  • From June 6-12, the REEF community and ocean enthusiasts everywhere can get moving in the name of conservation. Run, walk, hike, bike, or even swim, completing the 5K (3.1 miles) distance in one day or broken into smaller sections over the week. Early bird registration for entrants now through April 30. Registration will remain open until May 31. The virtual race is a celebration of World Oceans Day. All proceeds support the Oceans For All fund, which provides support for individuals who have had limited opportunities to learn about, experience, and explore the ocean through REEF's programs. More info and links to registration fees online.

  • June 07 - June 11 Islamorada
  • 47th Annual Don Hawley Tarpon Fly Tournament
  • Website
  • Up to 25 of the world’s top fly-rod anglers endure a five-day test of patience and finesse, fishing Keys waters using fly tackle and 12-pound tippet. Named for the late fly fisherman and conservationist Don Hawley, the tournament benefits the Guides Trust Foundation, assisting professional fishing guides and supporting backcountry fishery conservation programs.

  • June 10 - June 10 Key Largo
  • Miami Boat Rally
  • 305-204-1819 Email Website
  • Designed as a recreational, nautical, and sporting activity for the whole family to kick off summer vacation, up to 100 boats of various sizes and models are expected to meet up and safely navigate roundtrip from/to Miami, through staged stops and sandbars offshore of Key Largo and Islamorada. Each boat earns points for timing and activity participation based on the rally schedule. An awards ceremony with prizes and raffle drawings is to cap off the day’s fun.

  • June 10 - June 11 Islamorada
  • Ladies Dolphin Tournament
  • Dianne Harbaugh 305-522-4868 Email Website
  • Hosted by the Florida Keys Elks Lodge, this annual event welcomes female angler teams to compete for the highest aggregate weight of three dolphin fish, as well as junior anglers under 16 years of age. Cash and prizes are awarded to first- through third-place finishers, and for the largest dolphin caught. Registration form online.

  • June 11 - June 11 Big Pine Key
  • Stock Island Art Stroll
  • Website
  • Experience Stock Island's unique art scene and creative culture, tour Stock Island's best art studios from 11a.m. - 5 p.m. Each location offers a variety of eclectic shops and working studios with multiple artists and disciplines from sculptures to woodworking, mosaics to screen printing, soaps to fabric art.

  • June 15 - June 19 Key West
  • I Love Stock Island Festival
  • Website
  • This five-day festival is to feature one-of-a-kind Stock Island-inspired activities and authentic immersive experience in local community, culture, and art. It's a great way to celebrate Father’s Day weekend with friends and family in the laidback atmosphere of Stock Island, just across the Cow Key Channel Bridge from Key West.

  • June 17 - June 18 Key West
  • CFK Swim Around Key West
  • Email Website
  • Embark on an adventurous swim - a 12.5 loop around the island with fantastic landscape views of Key West and swimming in the pristine waters. Compete in different categories of either a solo swimmer, a solo swimmers with fins, a solo swimmers using a mermaid tail or a monofin or gather your friends and compete in the relay category of a 2-person, 3-person, 4-person, 5-person or 6-person teams. Not interested in the full island swim? Try some of the smaller races offered, a 6.1-mile swim, a 2-mile swim, a 1-mile swim or an 800-yard swim.

  • June 17 - June 19 Key West
  • 10th Annual VFW Fishing Tournament
  • 610-304-2392 Email Website
  • A family fun tournament, this event is to award over $50,000 in total cash and prizes, including $5,000 for the heaviest dolphin among other awards for individual anglers and other species. A Super Prize of either a new Toyota Corolla or $20k in cash (winner's choice) has also been added for 2022. Captains and anglers can choose to fish either day of the two-day tournament. The 10th annual event is to celebrate the history of the tournament. All proceeds benefit disabled and needy veterans of Monroe County.

  • June 18 - June 18 Big Pine Key
  • Florida Keys Tropical Fruit Fiesta
  • Website
  • Enjoy a family friendly day featuring tropical fruit tastings, fruit tree, orchid, veggie and plant sales, kids activities, educational talks, local vendors, cooking demonstrations with breadfruit & Thai veggies and more. From 10 a.m. to 2 p.m. at Big Pine Key Community Park, 31009 Atlantis Dr., the free-admission event is a collaboration between the University of Florida, IFAS Monroe County Extension Service and Grimal Grove.

  • June 20 - June 24 Islamorada
  • 59th Annual Gold Cup Tarpon Tournament
  • Website
  • This annual challenge appeals to “tarpon addicts,” and both experienced and novice anglers apply to compete in what is referred to locally as the “Wimbledon of tarpon fishing.” Headquartered at the Lorelei Restaurant and Marina, the all-release event is limited to 25 anglers by invitation only. Partial proceeds benefit the Guides Trust Foundation of the Florida Keys.

  • June 23 - June 26 Key West
  • Fifth Annual Mango Fest Key West
  • Website
  • Experience all things Mango through shopping, education and demonstrations. Stroll virtually through a vendor village, enter a poetry contest, photo contest, see virtual culinary and cocktail demos, and more. Details to come for the 2022 event.

  • June 24 - June 26 Islamorada
  • Ladies Let’s Go Fishing Screamin’ Reels Tournament
  • Email Website
  • Intended for novice anglers, this weekend is about learning and a non-intimidating, fun competition with the Ladies Let’s Go Fishing university organizers. Species include legal inshore and offshore fish. Charter a professional boat or fish on your own boat. This is a casual tournament with prizes for heaviest offshore fish, longest inshore fish and drawings for prizes of those who caught fish, plus bonus drawings. Dates and schedule subject to change.

  • June 24 - June 26 Big Pine Key
  • Second Annual Florida Keys PBA Dolphin Tournament
  • Website
  • This fishing tournament is being hosted by volunteers on behalf of the South Florida Police Benevolent Association Florida Keys Membership, and headquartered at Oceans Edge Resort and Marina, Stock Island. Cash prizes for first- through fourth-place anglers are based on the number of entries, and increase as participation increases. Prizes also awarded to top junior, female and PBA member. Register online. Proceeds primarily benefit the Autism Society of the Keys and also the Love Fund, Inc., both federally recognized 501(c)(3) charitable organizations.

  • June 29 - June 29 Islamorada
  • IFC Captains Cup Dolphin Tournament
  • Website
  • Teams of up to four anglers compete for top prizes, and the total combined weight of three fish determines the winning team. If up to 25 boats register, first-prize cash winnings can reach $25,000.

  • June 30 - July 04 Key West
  • Key Lime Festival
  • Website
  • Enjoy fun-filled days and evenings of culinary and libation adventures, saluting the tiny fruit that inspired Key lime pie, the Florida Keys' signature dessert. A festival highlight is the mouthwatering World Key Lime Pie Eating Championship. Participants with their hands behind their backs must dive in face-first to devour an entire 9-inch Key lime pie faster than their rivals. The event is free for spectators.

  • July 08 - July 09 Islamorada
  • Caloosa Cove Dolphin Tournament
  • 305-522-0280 Website
  • Anglers can join a new fun fishing tournament to help raise funds for the Save Alligator Reef Lighthouse Restoration Project.

  • July 09 - July 09 Big Pine Key
  • Stock Island Art Stroll
  • Website
  • Experience Stock Island's unique art scene and creative culture, tour Stock Island's best art studios from 11a.m. - 5 p.m. Each location offers a variety of eclectic shops and working studios with multiple artists and disciplines from sculptures to woodworking, mosaics to screen printing, soaps to fabric art.

  • July 09 - July 09 Big Pine Key
  • 38th Annual Underwater Music Festival
  • Website
  • 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. The festival’s primary purpose is to promote reef protection and eco-conscious diving, but also offers a bucket-list underwater experience.

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