Exclusive deal – Savings up to 25% - available only on our website

Unlock Now


Everything you need to know about the Conch Republic. Keep up on local events, nightlife and activities while in Key West.

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.

Things to Do in Key West this October

October 01, 2019

A look at the month's top events.

The Weirdest Events at Fantasy Fest

September 18, 2019

Here we’ve rounded up this year’s weirdest events of Fantasy Fest: In Tune But Off Key, which runs Oct. 18-27.

Best Spots to Watch the Fantasy Fest Parade

September 17, 2019

10 days of Fantasy Fest all leads up to the great parade on Duval Street, which features giant floats, costumes, entertainment and more, with prizes handed out the the best of the rest.

Upcoming Art Exhibitions in Key West We're Looking Forward To

August 31, 2019

Take a look at what’s set to open at the Custom House Museum, located in right near Mallory Square in Old Town.

5 Reasons to Attend Key West BrewFest

August 15, 2019

Take an impromptu trip to Key West this Labor Day to enjoy the end of summer and the island's annual beer fest.

How to Eat Florida Spiny Lobster

August 09, 2019

The iconic, bright red boiled Maine lobster holds strong in most seafood restaurants, but the Florida spiny lobster may be that crustacean you’re missing in your surf and turf.

10 Things You Didn't Know About Key West

July 30, 2019

While these fun facts won’t surprise most Conchs, it might raise some eyebrows from our visitors.

Lobster Season is Here!

July 19, 2019

Your guide to Key West spiny lobster season, Lobsterfest and more.

Upcoming Summer Shows in Key West

July 01, 2019

There’s always live music in Key West. Read up on what shows are taking the stage at the Key West Theater while you’re in the southernmost island this summer.

The Gates Guide to Hemingway Days in Key West

June 26, 2019

Hemingway Days is a culmination of all things Papa, with cultural events, fishing tournaments, look-alike contests, and more.

Book Ahead for Fantasy Fest

June 21, 2019

The season of Fantasy Fest may seem far into the distance, but the week of events draws 75,000 revelers to the Key West. Reserve a room ahead of time!

The Events We’re Looking Forward to at Key West Pride

May 20, 2019

Take part in Key West's embrace of "one human family" with these fun activities during Pride, which runs June 5-9.

Where to Watch the ‘Swim Around Key West’ Marathon

May 15, 2019


Slots to participate in this annual gauntlet of tropical elements are limited, but if you’re planning to be a spectator, there’s plenty of comfortable areas around the island to catch a glimpse.

6 Things to Bring in Your Key West Daypack

April 30, 2019

If you’re planning to take advantage of our hourly shuttle to Mallory Square in Key West, you'll want to pack light but also arrive prepared.

Best Annual Key West Fishing Tournaments

January 21, 2019

Reel in barracuda, marlin, dolphinfish & more in Key West! Cash prizes available year-round in these local game fishing tournaments.

5 Things You Don't Want to Miss at the Key West Food & Wine Fest

January 14, 2019

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

December 11, 2018

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

November 29, 2018

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.

Annual Holiday Events in Key West

November 22, 2018

There are lots of holiday and Christmas activities in Key West. Walk the Harbor Walk of Lights, see a lighted Christmas boat parade on the Key West Bight, or hit local shops during the holiday season in the Florida Keys.

How to Celebrate Halloween in Key West

October 03, 2018

Whether you’re stopping by via cruise ship or visiting the island especially for Fantasy Fest, here are some holiday activities to get you in the Halloween spirit.

Book Your Labor Day Weekend in Key West

August 23, 2018

Labor Day in Key West marks humid months coming to an end, the excellent weather to come, and an excuse to celebrate the extended weekend.

Your Comprehensive FL Keys Marathon Guide

June 06, 2018

Here are some of our favorite marathons, runs, 5ks and walks across the Keys.

Celebrate St. Patrick’s Day in Key West

March 13, 2018

Check out different activities happening around town this St. Patty’s Day, which, luck would have it, falls on a Saturday this year.

Don’t Miss the KW Lighted Boat Parade

November 30, 2017

The maritime holiday tradition has been a local mainstay for nearly 30 years.

Best Places to Ring in the New Year in KW

November 17, 2017

Not sure whether you want to watch the shoe, conch or pirate wench drop at midnight? Here’s some background on all the traditions to see which one suits you best.

Watch the Shoe Drop with Sushi

November 09, 2017

The Key West Shoe Drop began in 1996 at the Bourbon Street Pub on Duval Street.

Making the Most of Wine Dine Key West

August 31, 2017

Wine Dine Key West is just about here, offering locals and guests the chance to enjoy a multi-course meal at a discounted price.

5 Must-Taste Local Beers

August 30, 2017

To make the most of Key West Brewfest, we’ve made a list of the most distinct local beers on tap for the tasting.

Lobsterfest 2017

July 31, 2017

Lobster season is a big deal here in Key West. And when it’s opens, we can’t help but party in honor of our favorite crustacean.

The Events We’re Looking Forward to at the Key Lime Festival

June 28, 2017

Every Fourth of July weekend, Key West gets together to celebrate the national fruit of the island - the Key Lime. From July 1 - 4, 2017, it’s Key Lime everything - pies, drinks, and even dinners and brunches.

Time Travel at Fantasy Fest 2017

May 09, 2017

It’s time to start planning for Fantasy Fest 2017.  Held at the end of October, Fantasy Fest is Key West’s biggest party of the year.

Who to See This Year at Songwriters

April 13, 2017

It’s spring in Key West and that means blue skies, warm breezes, and Songwriters. The largest festival of its kind, the Key West Songwriters Festival celebrates the artists that write their own songs, although they may not always be the ones performing them. That said, here are the artists to keep on your radar at the Key West Songwriters Festival 2017.