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Key West June 2020 is Jam Packed! A List Of The 7 Best Things To Do.



It’s officially summer and Key West continues to sizzle with events happening this June. School’s out and days grow longer giving you plenty of time to soak up the sun here in the sub-tropics. Dance, eat, swim and learn this month with our must-do’s list:


Swim Around The Island

Photo // (Bert Budde/Florida Keys News Bureau/HO)

Cool off June 1st and jump in for this 12.5 mile swim around Key West. You’ll be swimming in 80 degrees (cooler than being on land), through two different oceans: the Gulf of Mexico & Atlantic. Take on the feat solo, or join a relay time and become a true merperson.


Stoli Key West Cocktail Classic

Photo // Fla-Keys

Regional winners from LGBT bars in 17 North American cities are to compete from June 4-10th to create an original Key West cocktail that reflects the island’s sunny community spirit. The hotly contested final round starts at 7 p.m. on an open-air stage in the 700 block of Duval Street, with national and regional celebrity judges.


Party With Pride

Photo // Misterbnb

Arguably one of the biggest events in Key West, Pride 2019 is going to be nothing short of amazing. June 5 -9th, it’s 5 fun filled days of street parades, rainbow bike rides, parties till the sunrise, and Mr. & Mrs. Pride pageants. Get lost in the glitter and represent One Human Family.


Get “Slightly Stoopid” at the Truman Amphitheater

Photo //

Key West is finally getting some good music our way with the creation of our Truman Waterfront Amphitheater. This Slightly Stoopid summer show is for those chill types who love the Cali surf rock. The line up looks pretty rad, featuring Matisyahu, Tribal Seeds and Hirie. Gates open 3:30 p.m., show states 4:30 p.m.

Live The Local Culture

Indulge in some of the freshest seafood in town on the Southernmost Food Tour. Fisherman deliver their catch daily and you truly get to taste the culture of Key West. This afternoon will leave you feeling like a local.


 Annual Mystery Fest Key West

Photo //

This Jun 21, 2019 – Jun 23, 2019, New York Times and USA Today bestselling authors will host panels, presentations and parties with some two-dozen high profile and award-winning authors, book signings, professional publishing and marketing discussions, presentation of the 2019 Whodunit Mystery Writing Competition and Award, a mini Conch Train tour, and social events at different landmark locations in the Southernmost City of the United States.


Truman’s Tropical Fruit Festival

Photo // Florida Weekly Key West

Presented by The Truman Little White House, Saturday from 9 a.m. to 1 p.m., June 15th,  enjoy fresh fruit, tropical fruit trees for purchase, as well as educational talks, cooking demonstrations, local vendors, kids activities and more.