Key West Events


Key West House and Garden Tours
Tour fine homes and gorgeous gardens of Key West!

Key West Seafood Festival
Enjoy stone crab, lobster, shrimp and fish at the annual Key West Seafood Festival!


Key West Boat Show

Key West Travel Writing Workshop
Key West Travel Writing Workshop, to be held on February 20 & 21, 2010, at the Heritage House Museum


Key West Fishing Tournament Kickoff
Winter is over, and the warm weather fishing season begins!

Key West Fishing Tournament, March through November
A full season of fishing tournaments in Key West!

Conch Shell Blowing Contest
Only in Key West- a contest for making music with conch shells!


Robert Frost Poetry Festival
Robert Frost fans convene in Key West.

Taste of Key West
Sample great food from the restaurants of Key West.

World Sailfish Championship
Big boats go offshore to get sailfish in deeper water and compete for prizes.

Conch Republic Independence Celebration
Conch Republic Independence Celebration, also known as Conch Republic Days

Shell Key West Challenge
Annual Key West event for Shell employees and friends, sportfishing on big boats to benefit charities such as the Diabetes Research Institute


Key West Songwriters Festival
Tons of singer songwriters from all over attend every year for concerts at local bars and restuarant

Dolphin Masters Invitational
Annual Key West sportfishing tournament


Key West Dolphin Derby

Pridefest Key West
This annual event features social events, parties, pageants, street fairs, and a parade.

Annual Swim Around Key West

Southernmost Swordfish Tournament

Annual Harry S Truman Legacy Symposium
All Things Truman


Hemingway Days

Fourth of July Key West
Celebrate Fourth of July in Key West!

Homemade Bikini Contest
Homemade bikini Contest at Schooner Wharf Bar is one of the hottest events all summer!

Lobster Mini Season
Come to Key West for Lobster Mini Season!

Green Parrot Sidewalk Art Show
Green Parrot Sidewalk Art Show check it out!


Battle of the Bars
Battle of the Bars in Key West is a fun for everyone event held each August.

Lobsterfest is a celebration of the beginning of Lobster Season in Key West


Key West Poker Run
This is a motorcycle event, involving the beautiful stretch from Miami to Key West. Participants rid

Schooner Wharf Bikini Fashion Show
Schooner Wharf Bikini Fashion Show in September

Womanfest is a weeklong celebration of Women in Key West


Fantasy Fest
The ultimate week-long extravaganza featuring costumes, parties, and adult fun.

Celebrate Bahamian culture in Bahama Village Key West


Key West Power Boat Races
These big cigarette boats with jet engines come to Key West each year for the big races.


Halleluja Chorus at United Methodist Church
The Key West Christmas season gets going with Handel’s Messiah.

New Year’s Eve in Key West
Ring in the New Year on Duval Street in Key West!

Art in the Park
Art in the Park in Key West is free for everyone. Browse fine arts from Key West’s finest!

Lighted Historic Inn Tour
Tour Key West’s historic inns on a nighttime tour.

Key West Christmas Parade
Annual Holiday Parade on Duval Street in Key West.

Key West Lighted Boat Parade
Another great annual Holiday tradition in Key West.

Pirates in Paradise Festival
Pirate fans, gather in Key West for Pirate sails and more.

Annual Dachshund Walk
Key West’s newest tradition, dachshunds and owners gather and parade.

Florida Keys Art Guild Outdoor Art Festival
Free art show in Bayview Park in Key West.

Gingerbread House-Making Party

Children’s Holiday Festival

Holiday Concerts in Key West