Key West Events & Festivals
In the island paradise of Key West we look for any excuse to celebrate. Whether it’s in honor of all things whacky during Fantasy Fest or reeling in the largest marlin during the annual Hemingway Days, refer to our events and festivals guide to see what’s going on during your stay.
What to Do Now to Get Ready for Summer 2022 in Key West
Dreaming of summer in Key West? Let us help you prepare.
All About the ‘Swim Around Key West’ Marathon, Including Where to Watch
We’re breaking down all there is to know about one of the longest continuously running marathon swims in the world.
Who to See at the Key West Songwriters Festival 2022
The largest festival of its kind, the Key West Songwriters Festival returns May 4 - 8, 2022 to celebrate the artists that write their own songs - although they may not always be the ones performing them. Here are the artists to keep on your radar.
Best Places to Ring in the New Year in Key West 2021
The Conch Republic has their share of quirky NYE celebrations that are an island tradition. Here are our favorite.
Our Favorite Ways to Celebrate Thanksgiving in Key West
Thanksgiving marks the unofficial start of the holiday season and what better way to celebrate it then in Key West style?
Everything you Need to Know about the Key West Powerboat Races 2021
Here’s everything you need to know about the Offshore World Championship Powerboat Races (we answer some frequently asked questions too!).
The Events We’re Looking Forward to at the Key Lime Festival
Every Fourth of July weekend, Key West gets together to celebrate the national fruit of the island - the Key Lime.
Prepare to Be Amazed at the Annual Kinetic Sculpture Parade
The annual Papio Kinetic Sculpture Parade celebrates creativity and honors the "dynamic junkman of Key Largo," sculptor Stanley Papio.
Save Your Appetite for the Florida Keys Seafood Festival
The two-day food festival is a time to celebrate the day’s catch and local fishermen with local seafood prepared every-which way, live bands, hourly local celebrity chef and fisherman demonstrations, libations, activities for kids, and plenty more.
Plan a Quick Getaway to Key West this Thanksgiving
Florida residents can enjoy special rates by booking with the Florida Resident Escape, which can save guests up to 20 percent off at The Gates Hotel.
Upcoming Art Exhibitions in Key West We're Looking Forward To
Take a look at what’s set to open at the Custom House Museum, located in right near Mallory Square in Old Town.
The Events We’re Looking Forward to at Key West Pride
Take part in Key West's embrace of "one human family" with these fun activities during Pride, which runs June 5-9.
5 Things You Don't Want to Miss at the Key West Food & Wine Fest
Make your own Key lime pie and enjoy pairings of grilled cheese and craft beer at the island's favorite food festival.
How to Prep for the Key West Half Marathon
The Key West Half Marathon and 5k is coming up on January 20th! Beginning at 7:00 a.m., it’s a fast-paced 13.1 mile challenge across the island’s flat topography, and in true Key West style, it’s packed with fun events before, during and after.
Concerts on the Green: JJ Grey & Mofro
JJ Grey and Mofro from Jacksonville Florida will play an outdoor concert in Key West this December. Held at the Sunset Green Event Lawn, the southern rock group will play soulful tunes mixed with funk during this winter concert on the lawn.