Annual Events in Key West
January 2019
14th Annual FL Keys Seafood Festival
January 19-20, 2019
This two-day celebration of the bounty of the sea takes place at Bayview Park. This family-friendly event features the freshest local catches, seafood for purchase, celebrity chef demonstrations, hands-on eco activities, boats on display, and live entertainment.
21st Annual Key West Half Marathon & 5K
January 20, 2019 - 7:00 AM
Key West Food & Wine Festival
January 23-27, 2019
Wine and food themed events showcasing a diverse range of wines and inventive cuisine. Over 30 unique events including waterfront tastings, winemaker/chef collaborations, and local funky events indicative of this small, vibrant island.
34th Annual Key West Craft Show
January 26-27, 2019
This two-day outdoor craft festival brings over 100 finely skilled artists together. Visitors can expect to see beautiful displays of pottery, fabric, glass, wood, jewelry, and other handmade wares.
February 2019
Sloppy Joe's 15th Annual Put-In-Bay Festival
February 6-9, 2019
Garden Fest
February 16-17, 2019
A fair of nature, arts, crafts, food, and entertainment for the whole family. Set amongst the beautiful Key West Tropical Forest & Botanical Garden, this family-friendly event is free and a lot of fun.
The Old Island Days Art Festival
February 23-24, 2019
This fine art show, now in its 53rd year, will feature photography, paintings from watercolor to oil and acrylic, decorative sculpture, and other fine arts from the selected artists.
March 2019
52nd Annual Conch Blowing Contest
March 2, 2019
An island tradition for over 50 years, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make "music" with fluted conch shells.
2019 Southernmost Air Spectacular
March 30-31,2019
This family-friendly free event will have the most seasoned aeronautical enthusiasts brimming with excitement. Spectators can expect to enjoy spectacular flying, static displays, a Kid's Zone, souvenirs, and concessions. Come out and see your military in action!
April 2019
Rams Head Productions Presents: The Beach Boys
April 4, 2019
28th Annual Florida Keys Island Fest
April 6-7, 2019
Music, art, food, and fun complement this annual art show with nearly 100 artists and crafters. Visitors will enjoy live music and a "taste of the islands" food competition. Admission is free and the festival hours are 10:00 AM - 5:00 PM at Founder's Park. On-site parking is available for a donation of $5.
37th Annual Conch Republic Independence Celebration
April 19-28, 2019
Enjoy activities such as a lighthearted sea battle featuring tall ships at this 10-day birthday celebration for the Conch Republic.
May 2019
June 2019
July 2019
Seventh Annual Key Lime Festival
July 4-7, 2019
A wacky talent show, pie-eating and cooking contests, and other tasty temptations await visitors to this annual event. Visit this event and see why Key West is the key lime capital of the world!
Hemingway Days
July 16-23, 2019
The 39th annual celebration of the legendary author's work and lifestyle features literary readings, the Running of the Bulls, a short-story competition, fishing tournament, 5K Run, paddle board race, and of course Sloppy Joe's famous look-a-like contest.
August 2019
22nd Annual Key West Lobsterfest
August 8-11, 2019
Marking the official opening of lobster season, this is a big party on Duval. Event features street fairs, live music, arts & crafts. Street fair with free live concert on Saturday and so much more!
9th Annual Key West Brewfest
2019 Dates to be determined
September 2019
9th Annual Key West Brewfest
Dates to be determined
This popular event features more than 150 varieties of beer, including many award-winning micro brews. Event includes seminars, tastings, pool parties, and meals. The big event is the Signature Tasting on Saturday, September 2nd at South Beach. Cost is $75 a person for that event and advance tickets are required.
October 2019
37th Annual Goombay Fest 2019
Check back for dates
This street party brings out all the locals to Bahama Village and features street fair cuisine (conch ceviche made fresh is popular), vendors selling a variety of wares, and live music at the bottom of Petronia. This is a free, family-friendly event and runs from Noon until Midnight.
Fantasy Fest 2019
October 18-27, 2019
This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.
November 2019
38th Annual Key West World Championship Races
November 3-10, 2019
Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West's longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.
December 2019
It's still too early! Check back for details
