Events & Festivals
The island offers a bevy of options for Valentine’s Day, whether you want an old school heart-fluttering activity or you want to shake things up a bit.
Bid adieu to 2022 with our top picks for ringing in the New Year.
In a holiday state of mind? Here are some activities you can’t miss out on this holiday season.
From Thanksgiving feasts to outdoor activities, cruises, live entertainment, and more, scroll through our round-up of seasonal activities.
Here we’ve rounded up the events you diehard Jimmy Buffett fans can’t miss during the 30th annual Meeting of the Minds.
Ready for some ‘spirited’ fun? Here’s where to party in Key West on (and around) Halloween for those 21+
In addition to the long-awaited return of the Fantasy Fest Parade, there are plenty of standout events we have our eye on.
Be two steps ahead of the rest by reading up on our Fantasy Fest overview.
Here’s a quick guide to places around the island that are offering services and/or kosher meals for the High Holidays.
Give summer a proper send off, bask in the fruits of your labor, and enjoy the best entertainment the island has to offer.
Here's everything you need to know about the beer-lover's paradise (in paradise).
The two-day frenzy draws out-of-towners looking to get in on the action. This year, Florida Keys Mini Lobster Season 2022 will be held July 27 - 28.
The annual fest returns June 30 - July 4 with a packed schedule of activities like pie drops, scavenger hunts, key lime cooking demos, and more honoring our favorite citrus, the venerable key lime.
With the holiday landing on a Monday this year, it’s the perfect excuse to spend the whole weekend enjoying everything the island has to offer.
If there’s ever a place to spend Pride, Key West is it. Key West is open, inviting, and always a good time. And that’s on a normal day.
This iconic festival, and largest of its kind in the world, honors over 175 artists who write hits for country, folk, pop, rock, and blues music billboard acts – but don’t perform them.
Easter is coming up on April 17, so hop to it. Here are things to do for Easter that will get you packing.
...Where locals never miss an opportunity to exhibit their “sovereign state of mind."
The week-long powerboating series features races, shows, and parties, culminating in the grand-daddy of the super boat season: the world championships.
Thrown in honor of the Florida spiny lobster, this festival is easily the island’s tastiest long weekend.
Hemingway Days is an unforgettable experience - and one that’s very Key West. Here are five things to do during the popular festival.
There’s no fruit Key West loves more than the key lime. So when it comes to the Key Lime Festival, you can be sure we’re in attendance.
Show the Mom in your life how much she means to you with our Mother’s Day guide.
The festival gives songwriters a chance to step out from behind the scenes and play songs they usually don’t get a chance to perform.
Conch blowing contests have a long history on the island, put on during the Old Island Days celebrations started in the 1960s.
The Florida Keys plays host to a handful of marathons, so the hospitality business is no stranger to runners.
The Annual Dachshund Walk is among some family-friendly events available in Key West on New Year's Eve.
Fantasy Fest has only grown since its early days, drawing an approximate 75,000 revelers to the island annually.
Runners can expect endless views of the Atlantic Ocean and Gulf of Mexico while on Route 1, which connects the Florida Keys.
For who have attended Fantasy Fest before already know, the more the alcohol flows, the less clothes everybody seems to be wearing.
Is it too early for you to start planning?
Florida has a reputation for being unconventional, and the Florida Keys even more so. It’s no surprise that the Lower Keys host an underwater music festival every year in the coral reef.
Celebrate Key lime pie, local seafood and Cuban fare all year long in Key West. Check out our favorite annual food fests you can only find in the Conch Republic.
Get in on the music! Shows played outdoors or in venues along Duval Street offer something for everyone.
Avoid rookie mistakes and enjoy 10 days of pure fantasy.
Here’s a look at concerts and shows coming to the Conch Republic later this year.
Here are some lesser-known sunshine state brews set to pour during this year’s celebration of hops, malt and barley.
Lobsterfest is a time to celebrate the opening of spiny lobster season in Key West and all its delicious variations.
Fantasy Fest regulars know that the island’s biggest annual event is just around the corner, and there’s no better time to book than now!
Arm wrestling, the Hemingway look-alike contest, running of the bulls, marlin tournament ... come celebrate Papa Hemingway's birthday in Key West.
Pride Week is just around the corner, and thousands are expected to come and to be part of the “One Human Family” that is the Key West community.
Guests will be able to choose between 3 live DJs simply by switching channels on their headphones.
Check out the different acts set to perform in the Conch Republic early this year.
The Florida Keys Seafood Festival is a time to celebrate and sample the fresh seafood harvest, supplied by the local fishermen and women of The Keys.
Check out the nature exhibits in Key West.
Ringing in the New Year with us? Here are some New Year’s Eve Key West traditions to check out.
Goombay is a family-friendly street party that celebrates the rich music, food, dance and cultures of the area’s Caribbean heritage.
Here we’ve compiled a list of things to know if you’re in Key West for the week of the offshore powerboat races.
Fantasy Fest is just about upon us, but it’s hard to be totally prepared for the island’s party of the year.
Because of year-round sunny skies and temperate weather, Key West has no need to wrap up the summer nor hibernate.
And once again, Fantasy Fest nears. Burlesque shows, dog costume contests, drag shows, tutu Tuesday, bodypaint, the smallest parade in the universe…
Singer-songwriter Donavon Frankenreiter will be at the Key West Theater on Sept. 3, playing songs from his most recent album, “The Heart.”
Key West BrewFest is a fitting way to celebrate the end of summer over Labor Day weekend.
Photo courtesy of Mel Fisher.
We’re fascinated by local treasure-hunter Mel Fisher and his 16-year long search for the sunken Spanish galleon, Nuestra Señora de Atocha.
Only in Key West can you run a Zero K race. And that race is the Cow Key Channel Bridge Run.
In Key West, we love any excuse for a party. And when it’s honoring one of our own, even better. That’s why Tennessee William’s March birthday is a national [Conch Republic] holiday. We drink wine and eat cake. But it’s not just on March 26 that us Conchs honor the famous American playwright - it’s all month. After all, Tennessee Williams called Key West home for over forty years. It’s only right we honor him. Starting February 28, 2017, the Tennessee Williams festivities begin. But here are some we’re especially looking forward to
Every January, Key West stuffs itself with some of the best cuisine that south Florida has to offer during the Key West Food & Wine Festival. From tastings and seminars to tours, the festival boasts everything your heart – and stomach – can desire. And this year, we here at 24 North aren’t just participating, we’re hosting, too.
January 22 - February 3, 2017.
Key West may be 90 miles to Cuba, but that doesn’t mean it’s always been easy for Americans to get there. Leave it to a few dedicated Conch skippers to make that happen. As is now tradition, every January Conchs race from Key West to Varadero, Cuba, then to Havana, and back to Key West.
Marked by yachts and crews from all over the world, Key West Race Week brings one of the most important international regattas to the waters off the Conch Republic. With a wide array of sailboats, ranging from the popular J/70s to the C&C 30s, Key West Race Week appeals to not only the serious competitor, but also the weekend enthusiast.
For those of you looking to kick your New Year’s resolutions into full gear, the annual Key West Half-Marathon is just around the corner. Continually ranked as one of the best destination half-marathons in the United States, the Key West Half-Marathon is always a good time - and if you’re a regular runner, it’s a breeze.
Fantasy Fest isn’t all body paint and crazy costumes, it also channels that island vibe we love so much about Key West. Kicking off the Conch Republic’s most infamous festival,Bahama Village Goombay gets the party started with a true Caribbean celebration, just like in the Bahamas. Held on the first Friday and Saturday of Fantasy Fest , this is one tropical dance party you don’t want to miss.
Fall in Key West means one thing for us - Fantasy Fest - the wildest party on the island and quite possibly the country. Fantasy Fest is 10 days of outrageous costumes, intoxicating debauchery, and parties galore. Started over 30 years ago as a way to encourage tourism during Key West’s low season, Fantasy Fest has now turned October into high season in Key West. That said, book your room as soon as possible – they always go fast.
September 15-18, 2016
Pull your bike out of the garage and hammer down to Key West for the 44th annual Phil Peterson’s Poker Run. Win or lose, the Key West Poker Run is a prime excuse to dust off the bike and ride down one of the most scenic routes in all of America. It’s also an even better excuse for a party. After all, proceeds from the Key West Poker Run go to the Diabetes Research Institute and the Sunrise Rotary Club.
At 12:01 a.m. Wednesday, July 27, 2016, you can catch your very own lobster in the Florida Keys. But come 12:01 a.m. Friday, July 29, 2016, and the harvesting of lobster is once again prohibited. This “mini” lobster season is just that – mini - hence the name, “Mini-Lobster Season.”
Key West and Ernest Hemingway go way back. In the 1930s, Hemingway didn’t just have a house in Key West, he called Key West home. Whether he was officiating boxing matches at Blue Heaven or drinking with Joe Russell at Sloppy Joe’s, Hemingway had a strong presence on the island. And Conch Republicans like to keep that presence alive each July with a week-long party.
Whether you’re visiting Key West to cut loose or to adventure, there are some things you just can’t miss during your stay in the Conch Republic. Here are 24 North’s picks for the must-see attractions in Key West.
From parties and pageants to relays and races, Key West Pride is one of the most vibrant parties on the island, and we at 24 North are proud to be celebrating in our beloved Conch Republic.