Best Things to Do in Key West in August
August in Key West: Fewer Crowds, Endless Fun
August is the perfect time to experience Key West at a slower, more relaxed pace. With lighter crowds and plenty of sunshine, you can enjoy the island’s best attractions without the wait. Cool off at Dante’s pool, take a refreshing swim at one of Key West’s beautiful beaches, or head out on the water with a boat rental or a remote sandbar charter. Whether you’re here for adventure or relaxation, August offers the best of both worlds.
Just a Few Friends – Key West Festival
This multi-day event will feature an exciting lineup of live performances, unique island experiences, and signature gatherings, culminating in the Second Line Memorial Walking Parade and Party in the Park on Sunday. This year’s festival introduces a new way for attendees to enhance their experience with the Latitude Adjustment Hotel Packages and the Ultimate Friend Badge, both offering exclusive perks and premium access to select events. Learn more
Have a vacation of a lifetime! Spend the Day like a Local, on the Water
Summer in Key West means flat, calm, crystal-clear waters, gentle breezes, and plenty of sunshine. It’s the perfect season to cool off like a true Key West local—by spending your days out on the water. Explore hidden sandbars and remote tropical islands with a private sandbar charter, rent your own boat rental for the freedom to roam, or kick back and relax on a floating tiki boat cruise with friends.
Make this the vacation of a lifetime and see why locals spend their summer days surrounded by nothing but turquoise water and endless blue skies.
Key West Brewfest
More than 150 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the offered activities. Learn more.
Key West Rum Fest
Indulge in the Southernmost Rum Tasting experience and expand your palate. 100% of ticket sales go to MARC, Inc–a 501 (3)(c) that provides wrap around life services to Developmentally and Intellectually Disabled Adults throughout Monroe County Florida. Learn more
Cruise Around Key West
Cruise around Key West, island-style, with eco-friendly electric golf carts, Scooter Rentals, or gas-powered Golf Cart rentals. Discover the thrill of our roadworthy rentals, as they get you from one bucket-list spot to the next with a smooth and safe ride, perfect transportation experience for your vacation.
Try Something New!
Looking to try a new Key West bar or restaurant since your last visit? We’ve got your covered.
Try Something Unique – Ukulele Night
Hit the best dive bar anywhere for a night Ukulele and fun!
Learn Something New and Stay Cool
The Florida Keys Eco-Discovery Center is free and a great educational resource that’s fun for everyone. Highlights of the Center include an interactive map of the Keys, a replica of the Aquarius underwater laboratory, and an underwater video camera that allows guests to observe coral spawning, assess damage from a boat grounding or monitor the health of a coral reef. Free admission and free parking, how can you beat that! Learn more
Key West Lobsterfest -Cancelled 2025
Lobster season is finally open again! Ok, so it’s only been a few months, but it feels like ages since we’ve indulged on these Caribbean tails. What better way to celebrate than Key West’s Annual Lobsterfest, a 4 day festival , where you’ll find Lobster cooked every way imaginable. Head to Duval for the street fair and get lobstered!
