Events in the Florida Keys

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

Events in Florida Keys for 2023

  • December 01 - July 31 Key West
  • 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.

  • May 31 - June 30 Key West
  • 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.

  • June 01 - July 31 Key West
  • 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.

  • June 01 - June 11 Key Largo
  • 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.

  • June 05 - June 09 Islamorada
  • 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.

  • June 07 - June 11 Key West
  • 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.

  • June 08 - June 08 Islamorada
  • 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.

  • June 09 - June 10 Islamorada
  • 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.


  • June 10 - June 10 Islamorada
  • 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.

  • June 10 - June 10 Islamorada
  • 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.

  • June 10 - June 10 Key Largo
  • REEF Coastal Cleanup
  • 305-852-0030 Email
  • 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.

  • June 11 - June 11 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.

  • June 11 - June 11 Marathon
  • Marathon Community Theatre: Underwater Aquatic-Themed Drag Queen Bingo
  • Website
  • Come in your best Underwater/Aquatic costume and battle it out on the runway with a prize awarded for the best costume. Costumes are welcomed but not required to attend. Play bingo with host JJ Mills. Doors and concessions open at 4 p.m. Admission $10, includes two first-round bingo cards. More bingo cards available, cash only. 5101 Overseas Highway oceanside.

  • June 12 - June 12 Marathon
  • Marathon Community Theatre: Free Monthly Fishing Seminar
  • Website
  • The Tackle Box presents its June free fishing seminar all about fishing for, and catching, mahi-mahi. Doors and concessions open at 5:30 p.m., seminar starts at 6 p.m. There will also be door prizes and a 50/50 raffle. Located at Marathon Community Theatre, 5101 Overseas Highway oceanside.

  • June 13 - June 13 Key Largo
  • 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).

  • June 16 - June 17 Marathon
  • 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.

  • June 16 - June 18 Key West
  • 10th Annual VFW Fishing Tournament
  • 610-304-2392 Email 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.

  • June 17 - June 17 Key Largo
  • 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.

  • June 17 - June 17 Key West
  • CFK Swim Around Key West
  • Email 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.

  • June 18 - June 18 Islamorada
  • 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.

  • June 19 - June 23 Islamorada
  • 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.

  • June 21 - June 21 Islamorada
  • 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.

  • June 21 - June 21 Key West
  • 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.

  • June 22 - June 25 Key West
  • 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.

  • June 23 - June 25 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 the Love Fund.

  • June 26 - June 26 Key West
  • 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.

  • June 28 - June 29 Islamorada
  • 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.

  • June 28 - June 28 Islamorada
  • 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.

  • June 30 - July 04 Key West
  • 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.

  • June 30 - July 01 Key West
  • 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.

  • July 01 - July 01 Key West
  • Shakedown on the Green -- Key West Island Market
  • Website
  • All are welcome the first Saturday of every month for Shakedown on the Green: Key West Island Market, located on the Sunset Green Lawn at 24 North Hotel, 3820 N. Roosevelt. This family-friendly, Key West Island Market features local goods, artists, food trucks and more. Free admission and free parking. $5 mimosas available.

  • July 01 - July 04 Marathon
  • Isla Bella Resort: Country in the Keys
  • Website
  • A four-day concert series featuring a variety of artists direct from the world of country music and talent from Sony Music Publishing Nashville. Exclusive to Isla Bella resort guests. The resort is located at 1 Knights Key Boulevard oceanside.

  • July 03 - July 03 Islamorada
  • Full Moon Yoga with Coral Restoration Foundation
  • Website
  • Relax and meditate during a yoga practice centered around how the moon affects our coral reefs, triggering coral spawning and the start of a new life for one of our planet's most precious ecosystems. Class takes place 8 to 9 p.m.on the deck at Postcard Inn, Islamorada, located at mile marker 84. $25 for non-guests of the resort.

  • July 03 - July 03 Big Pine Key
  • Monroe County Bicentennial Fireworks & Fun
  • The public is invited to celebrate Monroe County's bicentennial July 3 — 200 years to the day after Monroe County’s 1823 establishment — with a 5 to 10 p.m. family-friendly gathering at Big Pine Community Park at 31009 Atlantis Road. Highlights are to include the creation and serving of the world’s largest Key lime pie, live music by Brian Roberts and the Prime Movers and others, a bounce house and games for kids, food trucks, beverages for sale, and a glittering fireworks and laser show from a barge in the Gulf.

  • July 04 - July 06 Islamorada
  • Billy Knowles Memorial Poor Boys Tarpon Fly Tournament
  • Website
  • A fun tarpon-on-fly tournament open to all anglers. The team with the most releases of tarpon 4 feet and longer wins. Boats can leave from any dock from Harry Harris Park to Duck Key. Tournament events are held at the Lorelei Restaurant and Marina, mile marker 82 bayside.

  • July 04 - July 04 Key Largo
  • Key Largo Chamber of Commerce 47th Fourth of July Parade and Fireworks Celebration
  • Website
  • From 10 a.m. to noon, this colorful parade, themed 'Celebrating Freedom,' kicks off at 10 a.m. at mile marker (MM) 98 in front of Anthony's clothing store and finishes at Laguna Avenue near Key Largo Community Park. Sponsored by the Key Largo Chamber of Commerce, the parade is a Key Largo institution. The evening of July 4th at approximately 9:30 p.m., the annual Blackwater Sound fireworks celebration is to be held with viewing from waterfront restaurants including J.J.'s Big Chill, Sundowners, Caribbean Club and others. Advance reservations are suggested. Rowell’s Waterfront Park, mile marker 104.5, will be open for viewing but parking is limited and you will need to bring your own chairs.

  • July 04 - July 04 Marathon
  • Marathon Fourth of July Parade & Sombrero Beach Park Celebration
  • The annual Marathon Fourth of July Parade begins at 11 a.m. at Marathon High School, proceeding to Sombrero Beach Park. An all-day holiday celebration at the park begins after the parade, with burgers, hot dogs, beer and other food and drink sales by the Rotary Club of Marathon to fund scholarships for local students. What is known as the biggest and the best fireworks display in the Keys is to begin just after sunset.

  • July 08 - July 08 Big Pine Key
  • 39th 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 local radio station, U.S. 104.1 FM, the ocean celebration encourages environmentally responsible diving and preservation of the world’s coral reefs. Photographers, videographers and filmmakers come from around the world to film the colorful festival, with costumed divers pretending to play faux musical instruments in the undersea environment to music piped underwater. The festival’s primary purpose is to promote reef protection and eco-conscious diving, but also offers a bucket-list underwater experience.

  • July 09 - July 09 Key West
  • Sunset Green: Na Ma Sit & Stay Yoga with Your Dog
  • Website
  • 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. Sign up at the link in this listing to reserve your spot. Located at 3820 N. Roosevelt Blvd. between The Gates and 24 North hotels.

  • July 11 - July 11 Key Largo
  • REEF Fish & Friends: The Caribbean Spiny Lobster Super Bug
  • Website
  • It's almost lobster season in the Florida Keys, and there's no better time to learn more about one of South Florida's most popular crustaceans! Tom Matthews, Lobster Research Scientist at Florida Wildlife Conservation Commission, will discuss the complex life history of the Caribbean spiny lobster, their communication style, and their importance to local ecosystems. The free evening kicks off with a social from 6:15 to 7 p.m., followed by the presentation from 7 to 8 p.m. Held at the REEF Campus, 98300 Overseas Highway (median).

  • July 11 - July 11 Key Largo
  • REEF: The Great Annual Fish Count
  • Website
  • The Great Annual Fish Count on July 11th includes a morning fish ID class followed by a dive/snorkel trip. The free fish ID class takes place at the REEF Interpretive Center at 9:15 a.m., located at 98300 Overseas Highway. After a lunch break, meet at Amoray Dive Center, 104250 Overseas Highway bayside for the Fish I.D. Survey dive/snorkel trip. To book, contact Amoray by email, [email protected]. A two-tank dive is $95 plus tax, and snorkel is $65 plus tax.

  • July 14 - July 15 Marathon
  • Florida Keys Brew-BQ
  • Website
  • The third annual BrewBQ takes place Friday and Saturday at Marathon Community Park, mile maker 49, featuring mouth watering barbecue and and plenty of craft beer to wash it down. Highlights include the amateur BBQ cooking competition along with vendors, live music, kids’ games and more. Friday from 5 to 9 p.m.; Saturday 11 a.m. to 8 p.m. Sponsored by the Marathon Chamber of Commerce. $5 per person, per day.

  • July 16 - July 19 Big Pine Key
  • Del Brown Permit Tournament
  • 305-360-6969 Email Website
  • Anglers fly-fish on the flats in a challenge that honors the late angling pioneer Del Brown, who caught and released more than 500 permit off the Keys. Professionals and guides are allowed to compete as well.

  • July 18 - July 23 Key West
  • Hemingway Days
  • Website
  • Ernest Hemingway look-alikes, writers, anglers, and fans of the late author’s work are to gather in Key West Tuesday through Sunday, July 18-23, 2023, for the annual Hemingway Days celebration. The festival honors the legacy of the American literary giant who lived and wrote on the island for most of the 1930s. Events include the legendary Hemingway Look-Alike Contest, the wacky "Running of the Bulls," presentations, prose and poetry readings, a commemoration of the 124th anniversary of his July 21 birth, a museum exhibit, a 3-day marlin tournament, a street fair, a 5k run and paddleboard race, a walking tour and the announcement of the Lorian Hemingway Short Story Competition. Find details online.

  • July 19 - July 22 Key West
  • Key West Marlin Tournament
  • Website
  • Coinciding with the 43rd annual Hemingway Days celebration, anglers ply the waters once fished by novelist Ernest Hemingway, vying for $40,000 in guaranteed cash prizes. The event awards $25,000 to the first-place team with the most points for blue marlin, white marlin and spearfish. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day for additional points. Tournament events are based out of the Perry Hotel & Marina, 7005 Shrimp Road.

  • July 20 - July 22 Key West
  • 2023 Hemingway® Look-Alike Contest
  • Website
  • Dozens of stocky, bearded men resembling Ernest Hemingway are to return to Key West for the 2023 Hemingway® Look-Alike Contest. Staged at Sloppy Joe’s Bar, where it began some 40 years ago, the contest's preliminary rounds are slated for 6:30 p.m. July 20 and 21. The winner is to be chosen July 22, in a final round starting at 6:30 p.m., from a field of about 24 Hemingway hopefuls.

  • July 22 - July 22 Key West
  • Hemingway 5k Sunset Run & Paddleboard Race
  • Website
  • The Hemingway 5k Sunset Run & Paddleboard Race is to challenge competitors Saturday, July 23. Race begins 5 p.m., from Southernmost Beach, 1405 Duval St. Celebrate your accomplishment while easing sore muscles from the race with an all-levels yoga recovery session Sunday, free to all participants. The athletic challenges are part of Hemingway Days, a six-day commemoration of the life and work of the author who lived and wrote in Key West for most of the 1930s.

  • August 05 - August 05 Key West
  • Shakedown on the Green -- Key West Island Market
  • Website
  • All are welcome the first Saturday of every month for Shakedown on the Green: Key West Island Market, located on the Sunset Green Lawn at 24 North Hotel, 3820 N. Roosevelt. This family-friendly, Key West Island Market features local goods, artists, food trucks and more. Free admission and free parking. $5 mimosas available.

Back to the top