Calendar of Events

Current Florida Keys Events

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Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race
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Image for Key Lime Festival 2023 Image for Key Lime Festival 2023 Image for Key Lime Festival 2023 Image for Key Lime Festival 2023
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Image for Key West Fishing Tournament
  • Dec 1, 2022 - Jul 31, 2023 Key West Fishing
  • Key West Fishing Tournament
  • Website
  • More than 40 species of fish are targeted during the multi-month tournament, with divisions for men, women, junior anglers (ages 10 to 15) and Pee Wees (under 10 years old). The Key West Fishing Tournament strongly encourages the release of game fish. All participating anglers receive certificates noting their catches and qualify for a variety of prizes.
Image for Monday & Tuesday Evening GLOW Hours at Hugh's Rooftop
Image for Key West Art & Historical Society: Out of the Box - The Art of the Cigar Label
  • 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. From the 1880s into the early 20th century, cigar manufacturers desired an avenue to market their particular cigars to consumers. Mass production of cigars in Cuba and Florida contributed to the successes of lithographic arts. Included with museum general admission. Custom House Museum, 281 Front Street, 10 a.m. to 5 p.m. daily.
Image for History of Diving Museum: Aquanauts to Astronauts Exhibit
  • 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.
Image for Key West Art & Historical Society: Sushi in the Shoe
  • May 31, 2023 - Jun 30, 2023 Key West Arts & Culture
  • Key West Art & Historical Society: Sushi in the Shoe
  • Website
  • After 25 years of ‘dropping’ in a giant red glitter high-heeled shoe on New Year’s Eve, Key West’s legendary drag queen Sushi has hung up the heel. Since its inception, the Red Shoe Drop has become so famous that it’s often featured on national and international New Year’s Eve television programs including CNN. The commemorative exhibit includes the Gary Marion - also known as Sushi - collection of original gowns. Included with general admission. 281 Front Street.
Image for The Key Players: Sandy Shoes & Salty Kisses
  • Jun 1, 2023 - Jun 11, 2023 Key Largo Arts & Culture
  • The Key Players: Sandy Shoes & Salty Kisses
  • Website
  • A group of unlikely characters discover love amidst hilarious circumstances at the enchanting Lovers Landing Hotel. Evening shows June 1-3 and June 8-10 at 7:30 p.m. with the final production a Sunday Matinee on June 11 at 2 p.m. Tickets $18 online or available at several Key Largo ticket outlets in advance for $15. Shows take place at the Murray E. Nelson Government & Cultural Center, 102050 Overseas Highway bayside.
Image for Art Guild of the Purple Isles: Summer Show
  • Jun 1, 2023 - Jul 31, 2023 The Florida Keys Arts & Culture
  • Art Guild of the Purple Isles: Summer Show
  • Website
  • The Art Guild of the Purple Isles presents its first Summer Art Show at the Murray Nelson Government & Cultural Center in Key Largo, featuring work by Upper Keys artists in a variety of media including oil, acrylic, watercolor, ceramic and wood. Some of the artwork will be available for purchase. The center is located at 102050 Overseas Highway bayside.
Image for Don Hawley Invitational Tarpon Fly Tournament
  • Jun 5, 2023 - Jun 9, 2023 Islamorada Fishing
  • Don Hawley Invitational Tarpon Fly Tournament
  • Website
  • Anglers have five uninterrupted days to fly fish for tarpon in this highly revered annual catch-and-release tournament that supports the Guide Trust Foundation, providing funds to support Keys fishing guides during times of illness or injury. Tournament headquarters is the Lorelei Restaurant & Marina, mile marker 82 bayside.
Image for Key West Pride
  • Jun 7, 2023 - Jun 11, 2023 Key West LGBTQ
  • Key West Pride
  • Website
  • Visitors can celebrate diversity and mark the 20th “birthday” of Key West’s famed 1.25-mile sea-to-sea rainbow flag during Key West Pride 2023, scheduled Wednesday through Sunday, June 7-11. Presented by the Key West Business Guild, Pride 2023’s highlight is to be a three-night laser light show that re-creates the flag above Key West’s Duval Street, with its colors once again stretching the nearly 1.25-mile length of the renowned thoroughfare. From 8 to 10 p.m. Friday, Saturday and Sunday, visitors can walk “under the rainbow” to express their support for diversity, equality and acceptance.
Image for Postcard Inn: World Oceans Day Shark Presentation
  • Jun 8, 2023 Islamorada Environmental
  • Postcard Inn: World Oceans Day Shark Presentation
  • Website
  • Whether you love or hate sharks, are are just afraid of them, here's your chance to learn more about them. Postcard Inn hosts a Shark Awareness presentation on its Bimini Row docks near the Raw Bar at 10:30 a.m. Discover the value of sharks to marine ecosystems and economies. You'll learn more about the causes of declining shark populations and the actions you can take to become a knowledgeable shark defender. By being informed, you can teach others to protect sharks. The program is free, no signup required. 84001 Overseas Highway oceanside.
Image for Ladies Dolphin Tournament of the Florida Keys
  • Jun 9, 2023 - Jun 10, 2023 Islamorada Fishing
  • Ladies Dolphin Tournament of the Florida Keys
  • Website
  • Hosted by the Florida Keys Elks in Tavernier, the Ladies Dolphin Tournament welcomes female angler teams to compete for the highest aggregate weight of three dolphin fish. Cash prizes are awarded to first through third place teams, and for the largest dolphin caught. Kick-off party on Friday and all tournament events including the Saturday awards banquet to be held at the Florida Keys Elks Lodge, mile marker 92.6 bayside.
Image for Key West Pride Sea-to-Sea Diversity Flag Laser Light Show
  • Jun 9, 2023 - Jun 11, 2023 Key West Arts & Culture
  • Key West Pride Sea-to-Sea Diversity Flag Laser Light Show
  • Key West Pride celebrates the 20th anniversary of the Sea-to-Sea Diversity Flag being unfurled on Duval Street with an amazing laser light show depicting the flag along the entire length of Duval Street. The light show will happen from 8 to 10 p.m. Friday, Saturday and Sunday nights.
Image for Key West Pride Street Fair
  • Jun 10, 2023 Key West Arts & Culture
  • Key West Pride Street Fair
  • Key West celebrates Pride with a vibrant street fair featuring local artists and vendors from 10 a.m. to 5 p.m. in the 700, 800 and 900 blocks of Duval Street, followed by disco dancing in the street at 5 p.m.
Image for REEF Coastal Cleanup
  • Jun 10, 2023 Key Largo Environmental
  • REEF Coastal Cleanup
  • 305-852-0030 E-mail
  • In celebration of World Oceans Day this week, you can join REEF for a mangrove and coastal cleanup in partnership with The Friends of John Pennekamp Coral Reef State Park from 9 to 11 a.m. in north Key Largo. Attendees should bring a reusable water bottle, and bug protection such as spray and/or netting. Parking is available on Marseilles Blvd. off of County Road 905.
Image for Sea-to-Table Dinner Commemorating the History of the Florida Keys Fishing Industry & Captains
  • Jun 10, 2023 Islamorada Arts & Culture
  • Sea-to-Table Dinner Commemorating the History of the Florida Keys Fishing Industry & Captains
  • As part of the celebration of Monroe County's bicentennial, a magnificent Sea-to-Table Dinner is to take place at Bud N’ Mary’s Marina at 79851 Overseas Highway in Islamorada. A rooftop sunset reception is set for 6:30 p.m., while the dinner is to begin at 7:30 p.m. in the property’s spacious Boat Barn. As well as fine cuisine, attendees can discover Keys artists’ work, historic photos and the coral nursery at Bud N’ Mary’s. Local fishing captains are to host each table. Seating is limited and reservations are required; call the Islamorada Chamber of Commerce at 305-664-4503.
Image for Coralpalooza
  • Jun 10, 2023 The Florida Keys Environmental
  • Coralpalooza
  • Website
  • Coral Restoration Foundation's Coralpalooza™ Dive Day & Festival combines activities in the Florida Keys and community activities happening around the world. On Saturday, June 10th, an armada of dive boats leave from the Upper Keys and Key West filled with citizen science volunteer divers on coral restoration out-planting dives. All dive boat spaces are filled, but you can register for advance notification of next year's dives. On land, the Coralpalooza Festival brings fun for the whole family in both Islamorada and Key West. In Islamorada festivities take place at Dockside Raw Bar & Grill, 90311 Old Highway, from 11a.m. to 3 p.m., including live music, food and drinks, kayak rentals, coral trivia contest with Captain Coral, a "paint-along" party and corn hole contest. In Key West festivities take place at Margaritaville Beach House, 2001 South Roosevelt Blvd, Key West Fromm 10 a.m. to 1 p.m. The fun includes a pool party, food and drinks, lawn games, virtual reality coral restoration dive experiences, and a Smathers Beach clean up.
Image for Marathon Community Theatre: Club MCT White Party
Image for Marathon Community Theatre: Underwater Aquatic-Themed Drag Queen Bingo
Image for Key West Artisan Market: Summer Edition
  • Jun 11, 2023 Key West Arts & Culture
  • Key West Artisan Market: Summer Edition
  • Website
  • Stop by for brunch, shopping, fresh produce, baked goods and other foods to fill your pantry, and meet local artists. Full bar with great bloody Mary's and mimosas, too. The market's summer edition takes place every other Sunday from 10 a.m. to 2 p.m. at Key West VFW Post 3911, located at 2200 N. Roosevelt Boulevard.
Image for Sunset Green: Na Ma Sit & Stay Yoga with Your Dog
  • Jun 11, 2023 Key West
  • Sunset Green: Na Ma Sit & Stay Yoga with Your Dog
  • The Keys Collection offers Na Ma Sit & Stay Yoga with Your Dog the second Sunday of each month at 9:30 am. at the Sunset Green event lawn in Key West. Admission is free but a $10 donation is suggested, with all proceeds donated to Florida Keys SPCA. Bring your dog and your own mat. Located at 3820 N. Roosevelt Blvd. between The Gates and 24 North hotels.
Image for Marathon Community Theatre: Free Monthly Fishing Seminar
Image for REEF Fish & Friends: Coral Reef Sponge Research & Restoration
  • Jun 13, 2023 Key Largo Environmental
  • REEF Fish & Friends: Coral Reef Sponge Research & Restoration
  • Website
  • This month's presenter is Bobbie Renfro, Ph.D. candidate at Florida State University. She will dive into the ecology of the strange and beautiful sponges that live on our Florida Keys reefs and share the preliminary results of her work on how nutrients affect these animals. Learn how these important filter feeders can be restored on reefs that have been damaged by storms. The free event kicks off with a social from 6:15-7 p.m., followed by the presentation from 7 to 8 p.m., at the REEF campus, 98300 Overseas Highway (median).
Image for Father's Day Dolphin Derby
  • Jun 16, 2023 - Jun 17, 2023 Marathon Fishing
  • Father's Day Dolphin Derby
  • Website
  • Cash and prizes are awarded to the top four places based on largest dolphin by weight. Final registration and captain's meeting on June 16th at Two Conchs Sportfishing, 11499 Overseas Highway, Marathon. Fishing on Saturday, June 17, followed by an awards banquet at Florida Keys Aquarium Encounters, 11710 Overseas Highway.
Image for 10th Annual VFW Fishing Tournament
  • Jun 16, 2023 - Jun 18, 2023 Key West Fishing
  • 10th Annual VFW Fishing Tournament
  • 610-304-2392 E-mail Website
  • A family fun tournament, cash prizes are to be awarded for the heaviest catch of five target species -- mahi-mahi (dolphin fish), wahoo, tuna, snapper and grouper. Cash prizes are awarded for the heaviest catches of each including a first-place prize of 5 thousand dollars for the heaviest mahi-mahi. A "super prize" of either 20 thousand dollars or a new Toyota Corolla is to be awarded to the angler who catches the heaviest dolphin fish of 50 pounds or over. Captains and anglers can choose to fish either Saturday or Sunday, but not both. All proceeds benefit disabled and needy veterans of Monroe County. The opening captains meeting and final awards banquet will be held at VFW Post 3911, 2200 N. Roosevelt Blvd.
Image for CFK Swim Around Key West
  • Jun 17, 2023 Key West Arts & Culture
  • CFK Swim Around Key West
  • E-mail Website
  • Embark on an adventurous swim - a 12.5 loop around the island. The pristine waters around Key West give swimmers great views of both the land and underwater life. Compete in different categories including solo swimmer, solo swimmers with fins, solo swimmers using a mermaid tail or a monofin, or gather your friends and compete in the relay category of 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. Swims begin and end at Higgs Beach, 1000 Atlantic Boulevard.
Image for Monroe County Bicentennial Picnic & Fireworks Show
  • Jun 17, 2023 Key Largo Arts & Culture
  • Monroe County Bicentennial Picnic & Fireworks Show
  • Monroe County continues its bicentennial celebrations with a free patriotic picnic and fireworks show to celebrate Monroe County's founding 200 years ago. A patriotic picnic it to take place from 6 to 9 p.m. at Rowell’s Waterfront Park, located at 104550 Overseas Highway bayside in Key Largo. The evening is to feature live music by the U.S. Navy Rock Band and the Mangrove Swamp Band, traditional picnic fare and mini-cupcakes, family-fun activities and entertainment options, and fireworks reflecting the Keys’ exuberant spirit. Beer and wine will be available for purchase from the American Legion and other vendors will be available. Free parking and a shuttle will be available at Key Largo School. There will be no parking onsite at Rowell's Park.
Image for Pelican Cove Resort: Hops for Pops
  • Jun 18, 2023 Islamorada Environmental
  • Pelican Cove Resort: Hops for Pops
  • Website
  • On Father's Day from 12 to 2 p.m., get free beer from Islamorada Brewing Co. with purchase of a bucket of EcoBioBalls, environmentally friendly, biodegradable golf balls filled with fish food! Play some ocean golf and practice your swing by hitting balls out into the ocean, and feed the fish at the same time. Pelican Cove Resort, 84001 Overseas Highway oceanside.
Image for Gold Cup Tarpon Tournament
  • Jun 19, 2023 - Jun 23, 2023 Islamorada Fishing
  • 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 (MM 82 bayside), the all-release fly fishing event is limited to 25 anglers by invitation only. Partial proceeds benefit the Guides Trust Foundation of the Florida Keys.
Image for History of Diving Museum: A Pirate's Life in the Golden Age of Piracy
  • Jun 21, 2023 Islamorada Arts & Culture
  • History of Diving Museum: A Pirate's Life in the Golden Age of Piracy
  • Website
  • Florida has a long and rich history of pirates plundering its shores, cities, and shipping lanes. Tales of Florida pirates abound from Key West to Pensacola and from Miami to Jacksonville. This talk examines the truths, myths, and legends about Florida Pirates. Presenter Robert Jacob has done living history interpretation for over 40 years. He authored the award-winning publication, "A Pirate's Life in the Golden Age of Piracy" in 2018, which is available in the museum store. Presentation takes place live at the museum, or you can register to participate virtually via Zoom. Free to attend at 7 p.m. 82990 Overseas Highway bayside.
Image for Key West Art & Historical Society: "Old Island Eats" Book Signing
  • Jun 21, 2023 Key West Arts & Culture
  • Key West Art & Historical Society: "Old Island Eats" Book Signing
  • Martha Hubbard, culinary director and executive chef of Key West’s Unity Table at Williams Hall, will be signing copies of her highly acclaimed cookbook “Old Island Eats” at the Key West Museum of Art and History at 281 Front Street from 5 to 7 p.m. The new cookbook is a collection of vintage, original Key West recipes and a selection of Hubbard’s own recipes and menus from decades of cooking for the island.
Image for Seventh Annual Mango Fest Key West
  • Jun 22, 2023 - Jun 25, 2023 Key West Environmental
  • Seventh Annual Mango Fest Key West
  • Website
  • Experience all things mango through culinary treats, education and demonstrations during this celebration of the Keys' sweet indigenous fruit and its heritage. Stroll around the Mango Mania vendor village, enter a photo contest, enjoy mouthwatering mango-themed specialties prepared by top local chefs and much more. The festival is presented by the Key West Police Athletic League and supports its local youth programs.
Image for Second Annual Florida Keys PBA Dolphin Tournament
  • Jun 23, 2023 - Jun 25, 2023 The Lower Keys Fishing
  • 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 the Love Fund.
Image for Sunset Green: Live at Sunset Concert
  • Jun 26, 2023 Key West Arts & Culture
  • Sunset Green: Live at Sunset Concert
  • Website
  • The Keys Collection presents the "Live at Sunset" free monthly concert series on the last Tuesday of every month on the Sunset Green! The lawn opens at 6 p.m., with local talent performing from 7-10 p.m. Free entry and parking, food & drinks for purchase. Located at 3820 N. Roosevelt Blvd. between The Gates and 24 North hotels.
Image for Islamorada Fishing Club Dolphin Tournament
  • Jun 28, 2023 - Jun 29, 2023 Islamorada Fishing
  • Islamorada Fishing Club 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 thousand dollars. Tournament activities and official weigh-in is at the Islamorada Fishing Club, mile marker 82 bayside.
Image for History of Diving Museum: Virtual Presentation -- Last Breath with Chris Lemons
  • Jun 28, 2023 Islamorada Arts & Culture
  • History of Diving Museum: Virtual Presentation -- Last Breath with Chris Lemons
  • Website
  • In 2012, commercial diver Chris Lemons nearly lost his life when his umbilical providing breathing gas, light, and heat was severed at 300 feet below the surface of the North Sea. He was left in complete darkness and cut from his lifeline for 40 minutes while his rescuers raced to find and retrieve him. Chris' miraculous survival has baffled experts for years. Join the History of Diving Museum and UK-based Chris Lemons virtually as he takes us through the fascinating and dangerous world of saturation diving, as well as recounting his death-defying experience. Free to register for Zoom presentation.
Image for Key West Association of Realtors Charity Fishing Tournament
  • Jun 30, 2023 - Jul 1, 2023 Key West Fishing
  • Key West Association of Realtors Charity Fishing Tournament
  • 305-296-8259 Website
  • This Key West charity fishing tournament benefits FAIR (Fair Insurance Rates in Monroe) and is based at the Perry Hotel & Marina, 7005 Shrimp Road. Eligible species including sailfish (catch/photo/release) and dolphin fish, blackfin tuna or kingfish, 15 pounds or higher, verified at a live weigh-in. Captains meeting is June 30 at the Perry, with fishing on July 1. Prizes are to be awarded for the 1st, 2nd and 3rd place boats with the highest points; biggest dolphin, kingfish and tuna; top angler and top woman angler.
Image for Key West Key Lime Festival
  • Jun 30, 2023 - Jul 4, 2023 Key West Arts & Culture
  • Key West Key Lime Festival
  • Website
  • Key West's annual Key Lime Festival is set to celebrate the world’s most sensational citrus with a bountiful array of festivities across the island where Key lime pie was conceived. Over five days, lovers of the lime can indulge in a full menu of activities, from an event kick-off cookbook signing and champagne reception with festival co-founder and “Key West Key Lime Pie Cookbook” author David Sloan; delicious Key lime-centric dinner and brunch events; a wild and world famous Key lime pie eating contest; a gravity-defying Key lime pie drop competition – from the top of the Key West Lighthouse; a Key lime pie hop, and for those with a taste for limey libations, a Key lime rum tasting and a bar Sip & Stroll. There’s much more, including numerous family-friendly activities.
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