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June 2024 Key West Guide: Pride Week, Festivals, and Local Fun

a group of people holding a sign


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:


Party With Pride

People waving a pride flag.

Photo // Misterbnb

Arguably one of the biggest events in Key West, Pride 2024 is going to be nothing short of amazing. June 5th-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.


Drag Brunch

A drag queen show.

Celebrate Sunday Funday Key West style at Mangoes Drag Brunch Show! VIP tickets & General Admission tickets include: a fabulous Drag show, a live DJ, bottomless mimosas, & a portion of each ticket goes to the nonprofit partner.

Check out the website here for more info!    When: Sunday, June 9 @ 12pm

Swim Around The Island

People swimming.

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

Cool off June 8th 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.

Live The Local CultureKey West's Blue Heaven is our Food Tour's stop for Key Lime Pie

Indulge in some of the freshest seafood in town on the Historic Seaport 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.


Get a little Fruity!

Tropical fruit banner.

Learn all about different varieties of fruit at the Tropical Fruit Festival. You’ll get to taste all types of tropical fruits as well as how to plant and grow them, watch cooking demos, delight in some tasty cocktails and even have a chance to purchase some of your own plants to bring home.

When: Saturday, June 15th  Where: Truman’s Little White House


12th Annual VFW Fishing Tournament

A Key West fishing banner.

A family fun tournament, this event awards over $15,000 in total cash and prizes including $5,000 for the heaviest dolphin fish. All proceeds benefit disabled and needy veterans in Monroe County. Register here

When: June 14-16



A pride fest banner.