Key West events calendar

Upcoming Key West Events, Tourist Attractions, and Festivals

See the Best of Key West, Florida!

The moment we find out about exciting events in Key West, we post them here! With our vast knowledge of the Conch Republic and our keen eye for happenings around town, our Key West events calendar is sure to have something fun for everyone you’re traveling with.

All year long, our island guests can enjoy a variety of Key West events and festivals that will leave you with memories for a lifetime. The most anticipated event in Key West is our annual Fantasy Fest. Fantasy Fest occurs every year during the last week of October, and can be described as a more laid-back Mardi Gras celebration! Visitors can also take advantage of Key West’s idyllic location in the Florida Keys. From our Key West Sailfish Tournament in April to the Yamaha Dolphin Masters Invitational in May, our island is a fisherman’s paradise for its crystal blue waters.

For more active guests, Key West hosts several athletic events, including the Key West Half Marathon in January, the Swim Around Key West in June, and the Hemingway 5K Sunset Run and Paddleboard Race in July. So whether you’re looking for a lively party or an exhilarating athletic challenge, our Key West events calendar has the perfect event for you!

Let us help you plan fun days and unforgettable nights during your next trip to Key West! Browse through our exciting Key West events, tourist attractions, and festivals, and then book your stay at The Inn at Key West!


Upcoming Special Events in Key West:

ConchFest - A Celebration of Conch Heritage

February 28, 2015
11:00 AM - 08:00 PM
Bayview Park Key West, FL 33040

February 28, 2015

The Rotary Club of Key West is extremely pleased to announce the Fifth Annual “ConchFest - A Celebration Of Conch Heritage”. There will be vendors selling arts and crafts of every imaginable kind, and other treasures. There will be a Queen Conch cook-off, lots of great food for sale including conch fritters, conch salad, pork, and other more traditional fare. There will be children’s activities, a co-ed softball tournament, live music, and much more.

Last year’s event drew thousands of locals and guests alike to Bayview Park. Rotary Club volunteers will be selling alcoholic beverages, food and soft drinks. Admission to the event is free with food and beverages for sale at very reasonable prices. ConchFest raises money for college scholarships for local children. The tournaments will have a small entry fee and benefit this scholarship program.

When: Saturday, February 28, 2015

Where: Bayview Park in Historic Old Town Key West

Time: 11:00 am - 10:00 pm





53rd Annual Conch Shell Blowing Contest

March 7, 2015
12:00 PM - 02:00 PM

The 53rd Conch Shell Blowing Contest 
March 7, 2015

An Old Island Days tradition, this unique contest features novel sounds produced by contestants in several age categories as they attempt to make "music" on fluted conch shells. While most contestants only manage blasts or squawks, each year a few produce complex melodies that impress judges and audiences alike. Winners are chosen for the quality, duration, loudness and novelty of the sounds they make, with trophies awarded in multiple age categories. The festivities typically include performances by talented "pucker pros."

This Key West contest is located in the garden of the Oldest House, 322 Duval Street, free and open to all ages. Registration begins at 10:30 a.m. and contest begins at noon.

More about the History of the Conch Shell Blowing Contest

The contest was conceived 53 years ago by the Old Island Restoration Foundation, founded in 1960 to advocate preservation of Key West's culture and historic buildings. Conch shells have been used as signaling devices in the Florida Keys for more than 200 years. Native-born islanders are called Conchs and the Keys are nicknamed the Conch Republic. In the 1800s, when the local economy was largely based on salvaging cargoes from ships wrecked on the nearby reef, sailors attracted attention by blowing piercing blasts on the shell. However, the Keys' connection with conch goes far beyond instrumental and communications applications. The slightly tough meat of the hardy mollusk is the prime ingredient in conch chowder and conch fritters, two of the island chain's signature dishes. Keys natives proudly proclaim their own tough, hardy nature by calling themselves "conchs" and their home the Conch Republic.

Marathon Seafood Festival

March 14, 2015 - March 15, 2015

The Marathon Seafood Festival is the oldest seafood festival in the Keys. It was founded 39 years ago by commercial fishermen and it’s the fishermen (members of the Organized Fishermen of Florida) who catch and cook all of the seafood. Their wives bake the key lime pies and desserts, according to event coordinator Leah Luckin.

The event, now the second most popular festival in the Keys after Key West Fantasy Fest,  has grown to include music, a fine art show, a boat show, rides and games and booths selling products ranging seagrass hats to sculptures made from old lobster traps.

Admission is $5 and children under 10 are free.  No pets are allowed.

Website for Marathon Seafood Festival. 

Annual St. Patrick's Day Bar Stroll

March 14, 2015

Saturday, March 14, 2015

A Key West St. Patrick's Day tradition since 1979! Stay up-to-date on this years participating bars, how to get your official t-shirt, and more at

From Rick Dostal, Founder and Event Organizer:

I started the St. Patrick’s Day Bar None Suds Run in 1979 with the help of Curly McGinn. Curly owned the Sandcastle Bar (now Michael’s restaurant on Margaret St.). At his request the run ended at his bar and every year that it did, Curly, myself and the Strollers drank the place dry!

Key West artist and muralist Steve Heuel drew the shirt for me using the bar as his easel (see 1st annual t-shirt). For various and sundry reasons certain people were barred from one bar or the other so I got permission from the bar owners that a guy could "get a pass" for the run, hence the name.

It was an absolutely crazy race and everyone who actually ran in it blasted into a bar, chugged a beer, and then "purged" on the fly to the next joint. After a few years of guys and girls running and puking through an increasingly congested Old Town the event had to change to today's format, a "stroll".

The last time it was a race it was won by Key West's own Buco (Pantellis) who is the reigning champion. He still bugs me every year to bring back the run! Maybe next year, B!

The first year we started at the Full Moon Saloon, the legendary and definitive bar from the golden age of Key West. Gone now but it stood roughly where the Southernmost Hotel is (Tiki Bar!).

Stop two was the Holt brothers' Simonton St. Station, now the Monkey Bar at Simonton and Olivia streets. Then the Blue Boar, which is now just a distant memory; the Lowell C, now Mango's. Then we were off to The Bull and Whistle, Maynard's (now Ricks Bar), Sloppy Joe's, Billy's Bar (now Red Fish Blue Fish), the Chart Room at the Pier House (later we used the Cistern Bar, a very cool little underground bar on their property right beside Duval St. built in - what else!?! - a cistern!), Dills Pickle (now a parking lot on the corner of Greene and Simonton streets). Then off to the Half Shell Raw Bar, and finally finishing up at the Sandcastle!

I remember Dave Dill served Becks Dark but he added green dye, and put a little gerkin in the glass. It was not really what a runner wanted just then.

The only bar that was in the first year and has been in every year since is The Bull and Whistle. Rick's came in as soon as they opened (2nd Annual) and have been a stop ever since. The Schooner Wharf Bar has also been in since they opened (as Cafe Diamant!), and is a fine place to unwind at the end of all that strollin'.

We all thank the great bars and their staff that welcome the strollers each year and we welcome some new bars, some brand new to the "Stroll".

Mote Marine Presents: 6th Annual Florida Keys Ocean Festival and Waterfront Craft Show

April 4, 2015
11:00 AM - 06:00 PM
Eco-Discovery Center 32 East Quay Road Key West, FL 33040

6th Annual Florida Keys Ocean Festival 
Saturday, April 4, 2015

Annual Florida Keys Ocean Festival and Waterfront Craft Show is held every year in March to benefit Mote Marine Laboratory's Coral Reef Restoration Programs. Enjoy many activities for children, including a fishing seminar for kids, live entertainment all day, more than 70 arts, crafts, food vendors, and exhibitors, as well as a silent auction.

Presented by Florida-based Mote Marine Laboratory, the event is set for 11 am to 6 pm at the Florida Keys Eco-Discovery Center, located on Key West’s Truman Waterfront past the end of Southard Street. Admission and parking are free.


  • Free Sky Rides on Keys Energy Bucket Trucks

  • Nautical Themed Face Painting

  • Rock Climbing, Bounce House, Bungee Game, Water Wheels

  • Touch Tanks and Live Animals on display

  • Kids Treasure Hunt

  • Passport to the Ocean Game

Contact  305-393-6022 for more information.


20th Annual Key West Songwriters’ Festival

May 6, 2015 - May 10, 2015
12:00 AM

May 6 – 10, 2015

This May, join the talent, music, and fun at the largest festival of its kind in the WORLD. Yes, we said world! Over 5 days and nights, guests can enjoy 30 shows and 150 performers during the 19th Annual Key West SongWriters Festival!

See more than 20 free shows, staged at a variety of Key West’s most popular drinking holes and hot spots, where live music flourishes among the crowds. These diverse line-ups feature more than 100 top songwriters, who offer one-of-a-kind moments to our island paradise.

Festival Guests: Find Comfort at The Inn!

The Inn at Key West is your perfect hotel for the 2015 SongWriters Festival! When you’re not enjoying the live music, find comfort in our Tommy Bahama-inspired guest rooms, enjoy complimentary Internet, and relax beside the island’s largest freshwater pool! Plus, The Inn is just a short taxi drive away from famous Duval Street, where you can enjoy all the nightlife, and then retreat back to our soothing Key West hotel.

The SongWriters Festival looks forward to seeing you this year!

39th Annual Swim Around Key West

June 6, 2015

Saturday, June 6, 2015

This 12.5-mile endurance swim competition begun in 1977 by Anna Fugina. Anna had suffered injuries from a car accident and she chose to begin swimming as therapy to assist in her recovery. As her health improved, so did her swimming ability and love for swimming.

Anna wondered if it was possible to swim the circumference of the Island of Key West. Though she inquired, she could find no evidence that anyone had even attempted the challenge, much less completed the swim. She concluded that someone had to be the first, so on July 4th she entered the water at Mallory Square at Key West Harbor. She completed the swim in 12:59:00. Later, she found that if she studied the tidal current, the swim would be an easier task. Anna swam again in 1978 and improved her time considerably, finishing at 8:00 hours.

This historic, round-the-island event is the longest-running sporting event in the Florida Keys. Since the swim is in June, the water temperatures will likely be between 84 and 86 degrees. Every entered swimmer will receive a technical T-shirt listing the overall first place swimmers and their finish times from 1977 to 2013.



Key West Pride

June 10, 2015 - June 14, 2015

June 10-14, 2015

Key West shows its Pride every day, and this is your chance to be a part of the celebration! This five day celebration includes a film festival, dance parties, drag shows, bike tours, clothing-optional pool parties, water excursions, a street fair, Pride Pageants, and a 'Pride in Our Community' Parade down Duval Street.

Fantasy Fest

October 23, 2015 - November 1, 2015

Celebrate Fantasy Fest 2015 in Key West, FL!

October 23 – November 1, 2015

Fantasy Fest 2015 in Key West is going to be very lively this year! Recharge your creative juices during the craziness that is Fantasy Fest, and enjoy some partying, playing, and just having a great time!

Fantasy Fest occurs near Halloween, which is now one of the busiest times of the year in Key West, FL. Thousands of people visit the island every October, bringing great attitudes and great costumes! Stay tuned for 2015 event news and updates.


Fantasy Fest Goers: Stay at the Inn at Key West

Looking for affordable, but fun accommodations for Fantasy Fest 2015 in Key West? The Inn at Key West is your hotel, just minutes from all the action on Duval Street. And when you’re not celebrating at Fantasy Fest, hotel guests can relax alongside the largest freshwater pool in Key West and enjoy Tommy-bahama guest rooms.


Book your Fantasy Fest holiday with The Inn at Key West today!