Upcoming Key West Festivals and Events and Beyond
July 30, 2025 • Key West Tourist
Upcoming Key West Festivals and Events: Green Parrot Bar, Mallory Square & More
Experience the vibrant rhythm of island life with festivals and events in Key West happening this weekend and beyond. Whether celebrating music legends, indulging in Florida’s spiny lobster season, or savoring island flavors with a dash of rum, there’s something for every kind of fun-seeker.
Green Parrot Bar: 10th Annual Jerry Garcia Birthday Bash
July 31 – August 1, 2025
At 601 Whitehead Street, the legendary Green Parrot Bar pays tribute to the Grateful Dead frontman with the 10th Annual Jerry Garcia Birthday Bash. Expect live jams, tie-dye vibes, and a gathering of fans from all corners of the Keys.
Lobster Mini-Sport Season in Monroe County
July 30 – July 31, 2025
The Lobster Mini-Season kicks off the crustacean craze with two action-packed days of diving and harvesting across Monroe County. This annual tradition is a favorite among locals and visitors, offering a chance to catch the freshest tails before commercial season opens.
Rum Fest Key West at Key West Theater
August 14, 2025 at 7:00 PM
Held at the Key West Theater (512 Eaton St), Rum Fest returns with live music from Cliff Cody, powerhouse vocalist Sharese, and the fan-favorite Rum Cake Competition. Celebrate island spirits and sweet treats in true Conch Republic style.
Just a Few Friends Celebration on Duval Street
August 29 – September 1, 2025
The 2nd Annual Just a Few Friends Celebration brings together the essence of Key West: music, laughter, and camaraderie. Held across venues on Duval Street, this Labor Day weekend bash is a heartfelt celebration of community and good times.
Parrots & Margaritas 5K at Irish Kevin's Bar
August 30, 2025 at 8:00 AM
Kick off the day with the tropical-themed Parrots & Margaritas 5K, starting at Irish Kevin’s Bar (211 Duval St). Runners, walkers, and margarita enthusiasts are welcome to participate in this colorful, fun-filled island race.
Sunset Celebration at Mallory Square
Every Evening, Two Hours Before Sunset
A must-see daily ritual, the Sunset Celebration at Mallory Square draws locals and tourists to the waterfront for street performances, island eats, and unmatched views of the setting sun. Head to 400 Wall Street and watch the sky light up in Key West’s most iconic nightly tradition.
For more details and an expanded calendar of events, visit:
👉 KeyWestTourist.com/festivals-events
