Calendar of Events

May 2021: Florida Keys Events

Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL
Image for Fish & Friends Seminar Image for Fish & Friends Seminar Image for Fish & Friends Seminar Image for Fish & Friends Seminar
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 Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest
Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce
Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration
Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret
Image for Connections Project Mural: ‘A Mosaic of the Keys’
  • Mar 30, 2021 - May 3, 2021 The Lower Keys Arts & Culture
  • Connections Project Mural: ‘A Mosaic of the Keys’
  • Website
  • The Connections Project mural, titled “A Mosaic of the Keys” is made up of individual 6-by-6-inch canvases that were decorated by local artists and creative residents, with the completed pieces arranged into the colorful mosaic. Art lovers can see the mural during a Keyswide “road show” tour, currently at Big Pine Key’s Artists in Paradise Gallery.
Image for History of Diving Museum Exhibit: Diving in Pop Culture
  • Apr 21, 2021 - Dec 31, 2021 Islamorada Arts & Culture
  • History of Diving Museum Exhibit: Diving in Pop Culture
  • Website
  • Visit the museum at 82990 Overseas Highway (mile marker 83) to see the latest exhibit with representations of diving in literature, advertising, film, television, games, music, attractions, collectibles, and more, while examining connections amongst these works. Museum staff has been collecting and researching all of the creative ways diving has been incorporated into pop culture for over 100 years.
Image for Marathon Community Theater presents: Suite Surrender
  • Apr 22, 2021 - May 15, 2021 Marathon Arts & Culture
  • Marathon Community Theater presents: Suite Surrender
  • Box Office 305-743-0994 Website
  • Marathon Community Theater, located at 5101 Overseas Highway, presents the comedic farce by Michael McKeever. It's 1942, and two of Hollywood's biggest divas have descended upon the luxurious Palm Beach Royale Hotel -- assistants, luggage, and legendary feud with one another in tow. Everything seems to be in order for their wartime performance...that is, until they are somehow assigned to the same suite. Mistaken identities, overblown egos, double entendres, and a lap dog named Mr. Boodles round out this hilarious riot of a love note to the classic farces of the 30s and 40s. Tickets $25 per person. Shows are Thursday, Friday and Saturday evening shows at 8:00 pm, a 3:00 pm matinee offered on Sunday, May 9.
Image for Fourth Annual Mile 0 Fest Key West
  • Apr 27, 2021 - May 1, 2021 Key West
  • Fourth Annual Mile 0 Fest Key West
  • Website
  • This annual fest brings the best of Americana and Red Dirt Music to the island paradise for five full days of bands, acoustic jams and songwriter swaps. Event organizers are to have safety protocols in place per COVID-19 guidelines.
  • Apr 30, 2021 - May 2, 2021 Marathon Fishing
  • Marathon Offshore Bull & Cow Dolphin Tournament
  • Website
  • Up to $30,000 in cash and prizes await top anglers, with several prizes awarded to anglers catching the largest dolphin fish, wahoo, tuna and tripletail. A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. 
Image for Keys History & Discovery Center’s Cocktails with the Curator: Join Brad Bertelli to Talk!
  • May 7, 2021 - May 8, 2021 Marathon Fishing
  • 15th Annual Mother's Day Dolphin Tournament
  • Website
  • Fish For A Cause! Join a fun and festive one-day fishing tournament for the heaviest Mahi-Mahi. The entire event is a fundraiser to help Habitat for Humanity of the Middle Keys build 11 more affordable homes in Marathon, starting in 2021. This angler tournament awards four categories: Professional, Weekend Warrior, Ladies Only and Jr. Angler (age 16 cutoff). Registration fee donation is $175 per weekend warrior and pro anglers; $100 per lady angler and $75 per junior angler. Register online.
Image for Mother's Day Yoga On the Lawn
  • May 9, 2021 The Lower Keys
  • Mother's Day Yoga On the Lawn
  • Website
  • It's a B.Y.O.M., Bring Your Own Mom (and mat!) for a special Mother's Day outdoor yoga session at the expansive outdoor Perry Hotel & Stock Island Marina Village event lawn, at 9 a.m. In honor of Mother's Day, all moms are FREE (yes, dog moms too!)! Just bring a mat and get ready to enjoy a peaceful, one-of-a-kind practice on the waterfront, ideal for yogis of all levels. Plus, there will be a special surprise at the end of class.
Image for Connections Project Mural: ‘A Mosaic of the Keys’
  • May 20, 2021 - Jun 7, 2021 Key West Arts & Culture
  • Connections Project Mural: ‘A Mosaic of the Keys’
  • Website
  • The Connections Project mural, titled “A Mosaic of the Keys” is made up of individual 6-by-6-inch canvases that were decorated by local artists and creative residents, with the completed pieces arranged into the colorful mosaic. Art lovers can see the mural during a Keyswide “road show” tour, culminating at the Key West Art Center, 301 Front St.
Image for Pride Follies
  • May 22, 2021 Key West
  • Pride Follies
  • Website
  • Pride Follies returns to headline this year’s PRIDE celebration presented by the Key West Business Guild. Fantasy Fest Queen Destiny Montgomery is to direct this year’s presentation of Key West talent not usually seen on a professional stage, at the Key West Theater, 512 Eaton St. Does open 7 p.m., show starts 8 p.m. Tickets available online for general admission, balcony and socially-distanced table seating.
Image for Rams Head presents: Sammy Hagar & The Circle at Coffee Butler Amphitheater
Image for The Rosé Revolution Wine Tasting Event
  • May 25, 2021 Key West
  • The Rosé Revolution Wine Tasting Event
  • Website
  • Join The Studios of Key West for the annual tasting & buying event, a collaboration with BreakThru Beverage, Aspect Wine and The Restaurant Store. Taste over 24 fresh release rosés! This event, from 5:30 - 7:30 p.m., is spread out to provide a safe tasting environment. Ticket sales will be split into two groups for one-hour tastings at each location: Hugh’s View & the Carriage Trade (533 and 529 Eaton Street). Please plan to arrive on time. Tickets: $25 (limited capacity, no door sales)
Image for Rams Head presents: Ana Popovic
  • May 28, 2021 Key West
  • Rams Head presents: Ana Popovic
  • Website
  • Enjoy an evening with this acclaimed blues rock artist who is referred to as 'one helluva guitar player.' Tickets on sale starting April 14 at noon. Performance at Key West Theater, 512 Eaton St., begins at 8 p.m., doors open 7 p.m., patrons must be age 21 and over.
Image for Afro Roots Fest Islamorada
  • May 29, 2021 - May 30, 2021 Islamorada Arts & Culture
  • Afro Roots Fest Islamorada
  • Website
  • Afro Roots World Music is one of the longest-running events of its kind. The festival started at Tobacco Road, and has been staged at various locations throughout South Florida. Afro Roots, now regional, spans from Jupiter to Key West. May 29, starting at 6 p.m. at Florida Keys Brewing Co., enjoy the musical sounds of Electric Piquete, a two-time award-winning Latin funk outfit, and JUKE, a four-piece, ‘post-blues’ hybrid with a high motor and bottomless soul. May 30 entertainment includes the Miami-based power quartet, Electric Kif, and Miami’s Afro Galactic / Tropidelic funksters, Nag Champayons.
Image for Memorial Day Pop-Up 80s-themed, Pool Party
  • May 30, 2021 Key West
  • Memorial Day Pop-Up 80s-themed, Pool Party
  • Website
  • Right in the heart of Old Town Key West, The Marker Key West Harbor Resort, located at 200 William St., is hosting an open-to-the-public Memorial Day weekend celebration from 3-6 p.m., featuring live music and signature cocktails. RSVP online, attendees must be age 21 and older.
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