Upcoming Events

Sunset Celebration at Mallory Square
Sunset Celebration at Mallory Square
January 1 - December 31, 2024

Key West's Sunset Celebration: A Must-Experience Event at Mallory Square Every evening, just as the sun begins its slow descent into the Gulf of Mexico, Mallory Square in Key West transforms into a l...

Coffee Butler Amphitheater: Holiday Village & BeLighted Bike Ride
Coffee Butler Amphitheater: Holiday Village & BeLighted Bike Ride
December 6, 2024 8:00 PM

Kick off the holiday season with a sparkle at the Wesley House Family Services Holiday Village! This festive family-friendly extravaganza is the perfect prelude to Key West’s annual BeLighted Bi...

Key West Holiday Parade 2024
Key West Holiday Parade 2024
December 7, 2024 7:00 PM

Key West Holiday Parade – December 7, 2024: A Festive Celebration in the Southernmost City Mark your calendars for one of the most anticipated holiday events in Key West— the Key West Hol...

Annual Schooner Wharf Bar Lighted Boat Parade
Annual Schooner Wharf Bar Lighted Boat Parade
December 12 - December 15, 2024

Experience the Magic of the Schooner Wharf Bar Lighted Boat Parade: A Key West Tradition Date: December 12-15, 2024Location: Schooner Wharf Bar, Key West, FLEvent Highlights: Dec. 12: Captains' Me...

Waterfront Winter Wonderland
Waterfront Winter Wonderland
December 13 - December 28, 2024

Discover the Magic of Key West’s Waterfront Winter Wonderland! If you're dreaming of a holiday getaway that adds a touch of enchantment to your Key West experience, look no further than the Wat...

NAS Key West Southernmost Air Spectacular
NAS Key West Southernmost Air Spectacular
March 29 - March 30, 2025

The Southernmost Air Spectacular 2025: A Legacy of Aerial Excellence Continues at NAS Key West Join us on March 29th and 30th, 2025, for a breathtaking display of aerial prowess as the U.S. Navy Flig...

More Events

Upcoming Live Entertainment

Captain Tony's Saloon
Sunday, Dec 1, 2024

  • 4:30 PM - Gabriel Wright
  • Hog's Breath Saloon Webcam
    Sunday, Dec 1, 2024

  • 12:00 PM - Tim Hollohan
  • 4:30 PM - Jon Stone Duo
  • 9:00 PM - Andy Westcott Band
  • Sloppy Joe's Bar Webcam
    Sunday, Dec 1, 2024

  • 10:00 AM - End of Prohibition Celebration
  • 10:00 PM - Flo Raw
  • Two Friends Patio Restaurant & Bar
    Sunday, Dec 1, 2024

  • 8:30 AM - Alfonse
  • 5:00 PM - The Shanty Hounds
  • Hank's Hair of the Dog Saloon
    Sunday, Dec 1, 2024

  • 1:00 PM - Sid
  • 5:00 PM - Jay Klein
  • 9:00 PM - Cliff Cody
  • Captain Tony's Saloon
    Monday, Dec 2, 2024

  • 4:30 PM - Gabriel Wright
  • More Live Entertainment

    Latest News

    Duane Betts & Palmetto Motel
    November 13, 2024

    Duane Betts & Palmetto Motel Coming to Key West Theater in May Key West, FL – Mark your calendars: Duane Betts & Palmetto Motel will be lighting up the Key West Theater on May 15, 2025, for an unforgettable evening of soulful, guitar-d...

    Andy Summers of The Police
    November 11, 2024

    Andy Summers of The Police to Perform in Key West When: November 12, 2024, 8:00 PMWhere: Key West Theater, 512 Eaton St, Key West, FL 33040 Rock legend and celebrated guitarist Andy Summers of The Police is set to grace the Key West Theater for an ...

    World's Fastest Boat Parade Hits Duval St
    November 03, 2024

    The World's Fastest Boat Parade Hits Duval Street Today! Today, Duval Street transforms into the heart of high-speed excitement with the arrival of the World’s Fastest Boat Parade! This electrifying event draws powerboat enthusiasts, locals, a...

    2024 Fantasy Fest Parade
    October 25, 2024

    Key West Gears Up for Epic Fantasy Fest Parade Tomorrow Night Key West, FL – As the sun sets on the island tomorrow, the highly anticipated Fantasy Fest Parade is set to ignite Duval Street with vibrant costumes, extravagant floats, and a puls...

    Conch Republic as Sponsor for Key West World Championships
    October 25, 2024

    Race World Offshore Welcomes The Conch Republic as Sponsor for Key West World Championships Race World Offshore is thrilled to announce that The Conch Republic has joined as a sponsor for the upcoming Key West World Championships. With its playful s...

    IGOR and the Red Elvises Are Back in Key West! Catch Them at Surly Siren Saloon
    October 24, 2024

    IGOR and the Red Elvises Are Back in Key West! Catch Them at Surly Siren Saloon It’s time to get excited, Key West! One of the most entertaining and offbeat bands is making their way back to the island—IGOR and the Red Elvises! This Thur...

    More News