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Events in the Florida Keys for June, 2025
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| May 30 to June 01,
in Key Largo |
11th Annual Skippers Dolphin Tournament
This highly competitive, family-friendly tournament is headquartered at Skippers Dockside Restaurant behind Key Largo’s Holiday Inn at mile marker 100. Cash prizes of over $50,000 include a first-place prize of $20,000 as well as prizes for the top six teams and top lady and junior anglers.
Email: [email protected]
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| June 01 to June 20,
in Key West |
Summer Solstice Celebration at Mallory Square: June 1-20
Every evening in Key West, locals and visitors gather at the waterfront Mallory Square for the world-famous Sunset Celebration, to enjoy the unique gathering of skilled artisans, exciting performers, and local vendors -- and to toast the setting of the sun. Beginning June 1, a colorful series of special events and performances will take place nightly from 7 p.m. until after sunset, leading up to the June 20 Summer Solstice, the official first day of summer.
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| June 05 to July 31,
in Key West |
Studios of Key West: Mango Madness Annual Summer Members Show
Every member of The Studios is invited to participate in the annual members’ exhibit, and the result is a bounty of creativity in every form and style imaginable. Artists are not asked to make work about mangoes exactly, but it is hoped that the work brings them – and you – similar joy. 533 Eaton St.
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| June 06 to June 08,
in Big Pine |
Lower Keys Chamber of Commerce Dolphin Tournament
The Lower Keys Chamber of Commerce presents the 32nd 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 -- this prize is available only to the anglers on the first 50 boats registered for the tournament. Additional prizes await winners in open, ladies and youth divisions.
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| June 07 to June 08,
in Key Largo |
Florida Keys Elks Ladies Dolphin Tournament
Female anglers vie for cash and prizes for the heaviest weight of three mahi mahi in the 10th annual Ladies Dolphin Tournament. Tournament events are to be held at the Elks Lodge, mile marker 92.6 bayside in Tavernier.
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| June 07,
in Key Largo |
REEF Ocean Exploration Center: Grand Opening
The new REEF Ocean Exploration Center for Marine Conservation is to be unveiled June 7, 2025, in honor of World Oceans Day in a free grand opening celebration from 3 to 7 p.m. After the ribbon cutting, the center will be open with a variety of hands-on activities and demonstrations. Local food trucks and drink vendors will be there to add to the celebration. The center, located in the median of U.S. 1 at mile marker 98, is designed to inspire curiosity and wonder for the oceans, foster scientific research and collaboration, and serve as an immersive experience that helps everyone discover their unique role in protecting our blue planet.
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| June 10 to June 12,
in Islamorada |
Ladies Tarpon Fly Tournament
Connecting women worldwide through competition and conservation, this all-release fly fishing invitational tournament for women is held in Islamorada each June during the height of the tarpon migration. New teams are invited to apply for invitation consideration.
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| June 13 to June 14,
in Marathon |
Father's Day Dolphin Derby
This popular dolphin tournament with check-in on Friday and fishing Saturday pays out thousands in cash and prizes to the top four adults with the heaviest fish. Junior anglers age 15 and under vie for rod and reel combos.
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| June 13 to June 15,
in Key West |
Key West Gator Club Dolphin Derby
Anglers targeting dolphin fish can compete for $15 thousand in guaranteed cash prizes during the Key West Gator Club Dolphin Derby June 13 through 15. Tournament location to be announced. The team weighing in the heaviest dolphin fish takes home a grand prize of $5 thousand. Proceeds benefit scholarships for Key West High School graduates attending University of Florida.
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| June 14,
in Key West |
College of the Florida Keys Swim Around Key West
Embark on an adventurous competitive 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.
Email: [email protected]
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| June 16 to June 20,
in Islamorada |
Gold Cup Tarpon Tournament
The annual Gold Cup consists of 5 days of fly fishing out of Islamorada for the silver king. The hotly contested competition ends with the top angler and guide having their names added to the 62-year-old perpetual trophy. Headquartered at the Lorelei Restaurant and Marina, mile marker 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.
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| June 19 to June 22,
in Islamorada |
University of Miami Sports Hall of Fame & Museum Celebrity Fishing Tournament
Anglers are invited to join UM sports celebrities to fish for the highest aggregate weight of 3 dolphin fish (mahi-mahi) and other species in this fundraiser for charities and the UM Sports Hall of Fame & Museum. Tournament events take place at several Islamorada locations. The public is invited to attend the tournament's social events to meet and greet their favorite UM players. Find tickets and details online at CanesFish.com
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| June 20 to June 22,
in Key West |
VFW Fishing Tournament
VFW's annual fishing tournament returns with over $75,000 in cash and prizes. The big change for 2025 will be that all registered boats are able to fish two days, with no separate registration required for each fishing day. Tournament events are held at the VFW post at 2200 N. Roosevelt Blvd.
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| June 22 to June 29,
in Key West |
Key West Pride
Celebrate Pride on the tropical island of Key West that is legendary for its laid-back style and its open and accepting atmosphere. This year's event theme is "Still Rising," honoring the history of the LGBTQ+ community. Along with Key West Art & Historical Society and the Stonewall National Museum, a special exhibit will showcase "50 Years: The Stonewall Uprising." This year's Pride also features late-night dance parties, historical tours of Gay Key West, daytime and sunset sailing excursions, a private beach party, pool parties, film screenings, drag performances, comedy night, a bar crawl by trolley and much more.
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| June 25 to June 26,
in Islamorada |
Islamorada Fishing Club Captain's Cup Dolphin Tournament
Teams of up to four anglers compete for top prizes with the total combined weight of three fish determining the winning team. If up to 25 boats register, first prize cash winnings can reach $25,000. Tournament activities are to be held at the Islamorada Fishing Club, 80939 Overseas Highway.
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| June 27 to June 29,
in Big Pine |
Florida Keys PBA Charity Dolphin Tournament
This fishing tournament is hosted by volunteers of the South Florida Police Benevolent Association and headquartered at Oceans Edge Resort and Marina on Stock Island, 5950 Peninsular Ave. Cash prizes for first- through fourth-place anglers are based on the number of entries, and increase as participation increases. Cash prizes are also awarded to top junior, female and PBA member. Over $15 thousand in prizes are to be awarded. The angler with the biggest tuna wins a rod and reel combo. Register online. Proceeds primarily benefit the Autism Society of the Keys and the Love Fund.
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