Calendar of Events

There's never a dull moment here! View the Key West events calendar!


23rd Annual Key West Songwriters Festival
Wednesday, May 09, 2018 - Sunday, May 13, 2018 EST
The Key West Songwriters Festival - the largest festival of its kind in the world. Celebrating its 23rd year. Since 1997 BMI has been a presenting sponsor of the festival and has helped it grow into both a tourist attraction and favorite of island locals. The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs.


6th Annual Key Lime Pie Festival
Saturday, June 30, 2018 - Wednesday, July 04, 2018 EST
2018 is shaping up to be the best Key Lime Festival yet. We're pleased to offer a full 4 days of culinary events for every taste, including favorites from past years like the Key Lime Cocktail Sip & Stroll, and new favorites for Key Lime lovers like The Key Lime Pie Hop. We've also added intimate culinary events. Once again, we expect most of the events to sell out. Check out our 2018 schedule below. Registration will open soon.


34th Annual Underwater Music Festival
Saturday, July 7, 2018 EST
The nationally-acclaimed submerged songfest is held at Looe Key Reef in the Florida Keys National Marine Sanctuary. The marine musical event is set 10 a.m. to 2 p.m. and staged by Keys radio station US1 Radio 104.1 FM. The music is broadcast underwater via Lubell Laboratory speakers suspended beneath boats positioned above the reef.

26th Annual Hemingway 5K Sunset Run/Walk & Paddleboard Race
Saturday, July 21, 2018 EST
This is the original and oldest ongoing 5K Run in Key West and takes place as part of the annual Hemingway Days Festival. The race course is a scenic flat course that runs past Key West’s most famous landmarks including the Ernest Hemingway Home, the iconic Southernmost Point and the famous Green Parrot Bar.


Ninth Annual Key West Brewfest
Thursday, August 30 – Monday, September 3, 2018 EST
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.

46th Annual Phil Peterson’s Key West Poker Run
Friday September 14, 2018 – Sunday, September 16, 2018 EST
Motorcyclists from throughout the United States are to travel one of America’s most scenic highways to raise money for charity. Riders traverse the Overseas Highway (U.S. Highway 1), the 113-mile roadway from mainland Florida to Key West that features 42 bridges and long vistas of breathtaking open water.


39th Annual Key West Fantasy Fest
Friday, October 19, 2018 – Sunday, October 28, 2018 EST
This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.

Motown “Let’s Get it On” Dance Party at Sunset Pier
Wed, Oct 24th
Get Down with Motown! The party kicks off on the BIG Stage with The “Soul Man” Robert Albury Band, followed by headliners PATRICK & THE SWAYZEES. Dance to all your favorite Motown grooves on the water at the World Famous Sunset Pier. FREE for everyone! Party starts at 6pm until 11pm. Sunset Pier - Zero Duval St.

Rockabilly “Shake, Rattle & Roll” Party at Sunset Pier
Thur, Oct 25th
Live Fast, Love Hard! Billy the Squid and Sea Cow Drifters kick it off on the BIG Stage along with DJ Greaser spinning Rockabilly Rock-N-Roll classics in all vinyl. FREE for everyone! Party starts at 7pm until 11pm. Sunset Pier - Zero Duval St.

Fri, Oct 26th
A showcase of the human form as a living canvas. Contestant entries are open to Female, Male or Group models competing for the title of Best Overall Living Art of Fantasy Fest 2018 and $3000 in cash and prizes. Best Overall wins $1000 in cash. FREE General Admission event. VIP Backstage and Stage-front tickets available at . Doors open at 8 PM; Contest starts at 9:30 PM; For entry information contact the Sunset Pier 305-295-7047 or


37th Annual Key West World Championship Races
Sunday, November 4, 2018 – Sunday, November 11, 2018 EST
Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.