Event calendar courtesy of fla-keys.com
The Tourism & Development Council of the Florida Keys

  • 7/3/2020 Independence Day Pool Party

    Celebrate Independence Day at The Perry Hotel's waterfront Village pool from 1-4pm which will be open to the public (no entry fee).  The Barrel House will reopen for this special afternoon for cocktails, live music on the expansive event lawn, food specials, and an IV Hydration Station for a quick immunity boost. Social distancing guidelines will apply, and are easy to follow with over 7500+ sq feet of open-air outdoor space!
  • 7/10/2020 - 7/12/2020 27th Annual Lower Keys Dolphin Tournament

    Angling teams targeting dolphin fish can vie to "catch" cash and prizes totaling more than $35,000. Largest dolphin weighing over 50 pounds can win $20,000. Proceeds of this annual family-oriented tournament benefit the Lower Keys Chamber of Commerce.
  • 7/11/2020 36th Annual Underwater Music Festival

    The nationally-acclaimed submerged songfest is held at Looe Key Reef in the Florida Keys National Marine Sanctuary. The marine musical event is set 10 a.m. to 2 p.m. and staged by Keys radio station US1 Radio 104.1 FM. The music is broadcast underwater via Lubell Laboratory speakers suspended beneath boats positioned above the reef.
  • 7/18/2020 - 7/19/2020 History of Diving Museum Celebrates PADI Women Dive Day

    Join the History of Diving Museum to celebrate PADI Women Dive Day. There will be a 10:30AM presentation with marine archaeologist Laurel Seaburn at the Museum. The cost to attend the presentation is $20 and includes admission to the Museum. HDM members are free!  Later this evening, HDM and Key Dives will team together for a night dive followed by a toast to ladies in diving.  Sunday, everyone is invited to participate in guided tours that will highlight the ladies that have shaped and continu
  • 7/21/2020 - 7/26/2020 Hemingway Days

    Writers, anglers and fans of the late author Ernest Hemingway's work are to converge on Key West 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.
  • 7/22/2020 - 7/25/2020 Stock Island Marina Village Key West Marlin Tournament

    Anglers ply the waters once fished by writer Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West's annual Hemingway Days festival, the event awards $25,000 to the first-place team. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day to add to their point total.
  • 7/25/2020 28th Annual Hemingway 5K Sunset Run/Walk & Paddleboard Race

    This is the original and oldest ongoing 5K Run in Key West and takes place as part of the the annual Hemingway Days Festival. The race course is a scenic flat course that runs past Key West's most famous landmarks including the Ernest Hemingway Home, the iconic Southernmost Point and the famous Green Parrot Bar. Visit website for more details.
  • 7/29/2020 - 7/30/2020 Lobster Two-Day Sport Season

    Mini-Season dates are scheduled the last consecutive Wednesday and Thursday of July each year. Officers from the Florida Fish and Wildlife Conservation Commission will be at work during the Lobster Mini-Season to ensure that safe boating and lobster regulations are obeyed. Begins 12:01AM on day one and ends midnight on day two. Click link for important spiny lobster regulations for 2020 season, and for information about no-take areas in the Florida Keys National Marine Sanctuary.
  • 8/6/2020 - 8/9/2020 24th Annual Key West Lobsterfest: A Crustacean Celebration!

    This annual flavorful festival celebrates the Aug. 6 start of the Florida Keys lobster season with a long weekend of tasty events, highlighted by an open-air lobster feast on the island's famed Duval Street. Events include a Thursday night lobster boil, Friday night Duval Crawl, Saturday street fair with lobster-inspired culinary creations and a free concert, and a luscious lobster brunch Sunday.
  • 8/12/2020 - 8/16/2020 Tropical Heat

    The Key West Business Guild presents this all-male celebration that typically includes pool and dance parties, on-the-water adventures and a fashion show that raises money for a local non-profit organization.
  • 8/14/2020 - 8/16/2020 LLGF Screamin' Reels Tournament

    Intended for novice anglers, enjoy a weekend of learning and a non-intimidating, fun competition with the Ladies Let's Go Fishing university organizers. Species include legal inshore and offshore fish. Choose an optional charter experience 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.
  • 9/2/2020 - 9/6/2020 Womenfest 2020

    Each year thousands of ladies come together over the Labor Day weekend and stay for a wide range of activities and events during four days of revelry and fun. Key West welcomes women from across the globe to an annual celebration that has become one of the largest gatherings of lesbians and friends in North America's Womenfest.