Info on Key West Activities |
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Key West Events
There are so many Key West events, so much to do in Key West all year, we can't even list them all! But here's a pretty good listing of the major events, month by month. Scroll down to any month and find out which Key West events are happening when you are in town.

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| Hemingway Days |
More Info on Key West Events
January
Annual Key West Literary SeminarFamous authors come to Key West for four days of workshops, panel discussions, and receptions. Each year there's a different theme. All writers and non-writers welcome!
Key West House and Garden Tour, Part TwoSee exquisitely-designed gardens, architecture and interiors of some of Key West's finest homes. Like taking a stroll through an architecture magazine or a home decorator's brochure. Just beautiful.
Florida Keys Seafood FestivalCorner of Truman and Eisenhower is a wonderful community park. The seafood festival has live music, and is billed as a family event. Face painting, activities and of course seafood galore. Put on by the Florida Keys Commercial Fishermen's Association and the University of Florida's Monroe County Extenstion Services Office. Admission is free.
Sculpture Key WestThis annual public art festival starts in January and runs through the end of February. Large sculpture appears in places like Fort Zachary Taylor State Park and parks throughout Key West.
Key West Race WeekTop notch sailors come to town every year and compete in yacht races held throughout the week in mid-January.
King Mackerel TournamantThis is usually the last weekend in January, sponsored by local bar and restaurant. Cash prizes for the the kingfish, lots of fun.
TheatreJanuary is a big month for theater-going individuals. Check local listings for what's playing and where.
Key West SymphonyJanuary is their season for concerts by the Key West Symphony.
Key West Craft ShowEvery year artists and crafts people show their work in Old Town on Whitehead Street. Make a day of it and head out to Whitehead Pier, at the end of the street on the Ocean side.
February
Old Island Days Art FestivalAlso on Whitehead Street, like the Craft Show in January. Only this time it's fine art from galleries.
Kelly McGillis Classic International Girls’ and Women’s Flag Football Championship Part of an international tournament cycle for women's flag football, the Kelly McGillis Classic is a four day competition in Key West. Promotes leadership skills for girls and a stronger female in society, according to the league's website. Kelly McGinnis plays in the games and also acts in local productiond while here in February.
Key West Antiques ShowThis is a benefit for the Key West Art & Historical Society. Dealers come from all over for the show and sale.
Civil War Heritage FestivalThis is held at our very own spot of civil war history, Fort Zachary. Re-enactments and special tours of the fort, which is now a Florida State Park.
Key West House & Garden Tour, Part ThreeThe tours continue in the third installment, in February.
March
Key West Boat Show
The show features a wide selection of new boats from many of the largest boat dealers in the Florida Keys. The large nautical flea market offers boaters and fishing enthusiasts everything from new and used rods and reels, to top-of-the-line Sperry boat shoes, hard-to-find boat accessories and nautical art.
Key West PopsLook for concerts in March from the Key West Pops Orchestra.
Conch Shell Blowing Contest Funny contests aimed at kids but anyone can enter. Just make some music with your shell and you might be a winner.
Sculpture Key WestSculpture exhibits all over town continue throughout March.
Island Opera TheaterIsland Opera Theater has shows in March. Held at Tennessee Williams Theatre at Florida Keys Community College.
Key West Fishing TournamentThis tournament starts with a kick-off party in Key West, and continues through November. Open to the public, anyone can enter.
Key West Home & Garden Tour, Final PartThis is the fourth and final segment of the house and garden tour series that runs through winter and early spring.
GardenfestAt Key West Botanical Garden, 5210 College Road, vendors sell all types of exotic plants. The Key West Botanical Garden in on Stokc Island, just over the bridge from the island of Key West.
April
Keys Choral Concert Under The Stars Local singing group give a concert outdoors under the stars. New location each year.
Sculpture Key WestSculpture Key West's final month.
Robert Frost Poetry Festival Poetry and haiku workshops, readings, and contests at the Robert Frost Cottage and the Heritage House Museum.
World Sailfish ChampionshipThree days of fishing and three nights of gala fun.
Taste of Key West Head downt to the waterfront in Old Town for event where Key West restaurants provide samples of their fine food. Benefit AIDS Help Inc.
Red Barn TheaterThis local theater has shows in April so watch for their schedule.
Conch Republic Independence Celebration Whacky tribute to Key West's bid at independece from the United States in the early 1980s. Races, drag race, parties and fun.
May
Shell Key West ChallengeOffhore fishing tournament to benefit Diabetes Research Institute.
Yamaha Dolphin Masters Invitational This dolphin tournament has a legendary first prize.
Key West Songwriters' Festival Songwriters perform in lots of downtown Duval Street bars and restaurants, great for the live music scene.
Waterfront PlayhouseThis local theater gives shows in season, so check out their schedule for showtimes.
June
PrideFest Key West Celebrating diversity and gay and lesbian culture. Parade, events, and good times.
Goombay Summer Fest Bahama Village comes alive with live music, food vendors, and lots of family events. Celebrates Caribbean culture.
IGFA Junior Angler World Championship Tournament Kid compete to catch dozens of species. Catch and release tournament.
Conch Republic Ladies Dolphin Tournament Ladies only! Big cash prizes as women compete for Dolphin.
Key West Gator Club Dolphin Derby Raise money for scholarships by fishing for Dolphin...what could be better?
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JanuaryFebruaryMarchApril
Conch Republic Days
We celebrate our Independence annually in a "public and notorious manner" during a ten day Conch Republic Independence Celebration which is held in April of every year. For more information, conch-tact the Honorable Sir Peter Anderson.
MayJune
Annual Swim Around Key West
Every year in June swimmers swim around the entire island of Key West. It's an amazing feat that attracts swimmers from around the world to compete for prizes.
Harry S. Truman Legacy Symposium
History buffs come to town for this series of events featuring Harry S. Truman. Reception and themed lecture July
Lobster Mini Season
This is one of the most-awaited Key West events of the year. It's a state-wide mini season on lobstering but it's especially popular in Key West.
Hemingway Days
Hemingway's Spirit lives on during the Annual Hemingway Days Festival held in July. Events include a look-alike contest, twilight party, 5K Run, Street Fair, Regatta, Short Story Competition,Marlin Tournament and literary events.
Annual Tropical Fruit Fiesta
This free event is for people who want to plant tropical fruit trees in their yards or for anyone who wants to learn about tropical fruit and trees. Free lectures by experts from Fairchild Tropical Botanical Garden and University of Florida, a plant sale, and plant clinics. AugustSeptember
Key West Poker Run
This is all about motorcycles! Bikers ride from Miami to Key West. Participants make stops at bars and restaurants for cards. Everyone ends up in Key West for a weekend of all things biking.
Women Fest
HERart Shows, Snorkel Trips, Champagne Sunset Sails, Girlie Girl Games, Wet T-Shirt Contest, Hot Buns Contest, Beach Blanket Babes, Lady Luck Casino Cruise, Jet Boat Back Country Tours, Comedy Shows, Wet and Wild Tea Dance, Sunday Tea by the Sea, Lesbian Seminars, Film Fest, and more. October
FIU Writers Conference
This is a four-day intensive series of workshops for writers.
Fantasy Fest
Biggest event of the year in Key West. It's a week of mad crazy parties and lots of nudity, costumed merrymaking and exciting days and nights of make-believe fun!
Goombay
Goombay Festival is the official start of Fantasy Fest. It's a celebration of Caribbean music and food, with vendors and live music in Bahama Village. November
Key West Power Boat Races
Key West Power Boat Races are held every November. Big boats with jet engines come to town and races are held over several days. Sponsors get their logos out there on the big boats and it's a show for everyone. December
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