It’s easy to find exciting events that will float your boat in Key West! Catch the next rising star at the Songwriters’ Festival or meet hundreds of Hemingway lookalikes from around the world during Hemingway Days. Check out our curated list of exciting yearly events near Margaritaville Beach House Key West below, or visit this calendar for a month by month listing of all the events on Key West.
Key West Seafood Festival
January
An event for the whole family! Enjoy live music, local vendors and artists, fresh seafood, and more at this showcase of local seafood and the Keys’ commercial fishing industry.
Mile 0 Fest
February
Red Dirt & Americana acts descend on Key West for four days during the Mile 0 Fest. Grab your cowboy boots and settle in for back-to-back concerts at the Truman Waterfront Amphitheater.
Key West Air Spectacular
March
The world-famous Blue Angels fighter jets return once again for a spectacular free performance at the Naval Air Station that showcases their signature aerial maneuvers and gravity-defying stunts.
Seven Mile Bridge Run
April
Join hundreds of runners from around the world to raise money for local schools and youth groups at the annual Seven Mile Bridge Run.
Songwriters’ Festival
May
Experience the nation’s top talent at this five-day music festival that features over 50 shows. Held every year for more than 20 years, the event features rising artists at venues across the island.
Key West Pride Fest
June
Join the island’s vibrant LGBTQ+ community to celebrate PRIDE with this week-long festival full of parades and parties held at venues across Key West.
Hemingway Days
July
Vote for your favorite Hemingway lookalike out of hundreds from around the world and join in on this unique celebration that commemorates “Papa’s” Key West legacy.
Lobster Feast
August
Kick-off the beginning of the lobster season with a cracking good time! Enjoy lobster infused dishes, bar crawls, and parties across the island.
Key West Womenfest
September
Celebrate the local lesbian community with celebrations and events around the city.
Fantasy Fest
October
Key West’s version of Mardi Gras hits the island every October. With an ever-changing theme, it’s one week of fun-filled parties, events, and parades that celebrate our free-spirited island.
Power Boat World Championships
November
View the final race of the Super Boat International offshore racing series, along with a boat parade and other fun local activities from America’s Southernmost City.
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