Key West Fishing Tournament
Key West Fishing Tournament
December 1 - July 31, 2023

More than 40 species of fish are targeted during the multimonth tournament, with divisions for men, women, junior anglers (ages 10 to 15) and Pee Wees (under 10 years old). The Key West Fishing Tourna...

Sunset Celebration at Mallory Square
Sunset Celebration at Mallory Square
January 1 - December 31, 2023

Key West's world-famous Sunset Celebration takes place every evening at Mallory Square close to the foot of Duval Street. Featuring both renowned local and international artists and entertainers, the ...

30th Annual Dolphin Tournament Lower Keys Chamber of Commerce
30th Annual Dolphin Tournament Lower Keys Chamber of Commerce
June 2 - June 4, 2023

The 30th Annual Lower Keys Chamber of Commerce Dolphin Tournament is coming up June 2nd! Enter to win over $35,000 in cash & prizes. Friday the 2nd is registration & appetizers at 5pm and Sund...

Meet Guy Harvey in Key West
Meet Guy Harvey in Key West
June 3, 2023 10:00 AM

Guy Harvey, Ph.D., world-renowned artist, scientist, conservationist and entrepreneur will host two separate events at Papa’s Pilar Rum Distillery's Hemingway Social Club at 201 Simonton Street ...

Shakedown on the Green
Shakedown on the Green
June 3, 2023 10:00 AM

Shop local and enjoy $5 mimosas! Presented by The Keys Collection of resorts, the versatile Sunset Green Event Lawn, located between sister hotels the Gates Key West and 24 North, transforms into a lo...

Kevin Bozeman at Comedy Key West
Kevin Bozeman at Comedy Key West
June 3, 2023 8:30 PM

With a smooth and clever style, a great smile, and a contagious laugh, Kevin Bozeman has been entertaining in clubs and colleges across the country. In 2000 he was the winner of the Midwest region of ...

Guy Harvey Book Signing
Guy Harvey Book Signing
June 4, 2023 10:30 AM

Internationally renowned marine wildlife artist and conservationist Dr. Guy Harvey will be signing copies of his highly acclaimed illustrated book, "Santiago's Finest Hour" and his new book "10,000 Ch...

Hedwig and the Angry Inch
Hedwig and the Angry Inch
June 6 - June 10, 2023

The award winning musical about Hedwig Robinson, a genderqueer East German singer of a fictional rock and roll band. A musical you will never forget!

Key West Pride
Key West Pride
June 7 - June 11, 2023

Renowned for its “One Human Family” philosophy of unity and equality, Key West welcomes visitors to Celebrate PRIDE on this tropical island. Presented by the Key West Business Guild, event...

Hedwig and the Angry Inch at Waterfront Playhouse
Hedwig and the Angry Inch at Waterfront Playhouse
June 10, 2023 8:00 PM

The award winning musical about Hedwig Robinson, a genderqueer East German singer of a fictional rock and roll band. A musical you will never forget!

Myke Herlihy at Comedy Key West
Myke Herlihy at Comedy Key West
June 10, 2023 8:30 PM

Originally from Manchester, CT. Myke Herlihy is one of the most lovable jerks you'll ever meet! After spending thirteen years behind bars, serving drinks not time, Myke now takes his bartender's wit t...

CFK Swim Around Key West
CFK Swim Around Key West
June 16 - June 17, 2023

The College of the Florida Keys Swim Around Key West is a 12.5 mile journey around the beautiful island of Key West. The race begins at Higgs Beach and makes its way around the island, passing through...