Sports events in Key West

Check out happening sports events all around Key West, FL

Key West Powerboat Races 2025 - VIP Tent - SUNDAY

 Sun, 09 Nov at 09:00 am Sunset Pier USD 461 to 518

Key West Powerboat Races 2025 - VIP Tent - FRIDAY

 Fri, 07 Nov at 09:00 am Sunset Pier USD 461 to 518

Key West Powerboat Races 2025 - General Admission - Fri

 Fri, 07 Nov at 09:00 am Sunset Pier USD 71 to 105

Key West Powerboat Races 2025 - Hot Tin Roof Balcony - SUNDAY

 Sun, 09 Nov at 09:00 am Hot Tin Roof Restaurant USD 403 to 805

Mac McAnally in Key West

 Thu, 04 Dec at 08:00 pm Key West Theater

GAMEDAY! College Football at Mary Ellen's!

 Sat, 11 Oct at 12:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Sunday Funday!

 Sun, 12 Oct at 11:00 am 0 Duval Street, Key West, FL, United States, Florida 33040

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

 Sat, 11 Oct at 05:00 pm The Shops at Mallory Square

Fantasy Fest 5K Run/Walk

 Mon, 20 Oct at 06:00 pm Duval Street

Race World Offshore Vendor Village

 Wed, 05 Nov at 09:00 am Key West Outer Mole

Southernmost Half Marathon & 10K

 Sun, 12 Oct at 06:00 am Higgs Beach Key West, Florida

Key West Powerboat Races 2025 - General Admission - Sun

 Sun, 09 Nov at 09:00 am Sunset Pier USD 71 to 105

Bali Bar Party

 Fri, 07 Nov at 08:00 pm 325 Duval St, Key West, FL 33040-6565, United States

Peace, Love & Cure

 Sat, 18 Oct at 10:00 am 1111 Eaton St, Key West, FL, United States, Florida 33040

New Moon Magic w/Mermaid Dorian

 Wed, 22 Oct at 12:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Truman Waterfront Farmers Market

 Thu, 09 Oct at 02:00 pm 21 E Quay Rd, Key West, FL, United States, Florida 33040

Key West Truman Waterfront Farmers Market @ Bayview Park

 Thu, 06 Nov at 02:00 pm Bayview Park

Cupid's Chase 5K Key West

 Sat, 14 Feb at 09:00 am Clarence S.Higgs Memorial Beach USD 45 to 50

Italian Night at the Movies: The Bicycle Thief

 Wed, 05 Nov at 05:30 pm Tropic Cinema

LKGA Monthly Scramble Event

 Sun, 09 Nov at 07:30 am Key West Golf Club

33rd Annual ABC 10K/5K Run/Walk

 Sat, 01 Nov at 07:30 am 1000 Atlantic Blvd, Key West, FL 33040-4852, United States

Golf Cart Facade Viewing Tour Fantasy Fest

 Wed, 29 Oct at 06:30 pm 3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040

17th Annual Rudolph APSMC 5K

 Sat, 13 Dec at 07:00 am Southernmost Beach Resort

Run for Paradise 5k

 Sat, 03 Jan at 08:00 am Higgs Beach

Vibrator Races for Charity!

 Thu, 08 Sep at 06:00 pm Mary Ellen's Bar & Restaurant USD 31

Italian Night at the Movies: Light in the Piazza

 Wed, 03 Dec at 05:30 pm Tropic Cinema

2026 Pole Vault in Paradise

 Sat, 03 Jan at 09:00 am Higgs Beach

Lower Keys Chamber Holiday Gala and Installation Dinner

 Wed, 03 Dec at 06:00 pm Tennessee Williams Theatre

Key’s Collection Racer’s Party (Sunset Greene Lawn)

 Tue, 04 Nov at 06:00 pm 3820 N Roosevelt Blvd, Key West, FL 33040-4535, United States

SSP Powerboat Races 2025 - WED - Locals Only VIP Tent

 Wed, 05 Nov at 09:00 am 0 Duval Street, Key West, FL, United States, Florida 33040

LKGA Monthly Scramble Event

 Sun, 12 Oct at 07:30 am Key West Golf Club

4th Annual MAC Patriots Golf Tournament

 Sun, 07 Dec at 07:30 am Key West Golf Club

Duval Street Party Presented by Keystar Construction

 Fri, 07 Nov at 06:00 pm Duval St, Key West, FL 33040, United States

NOV 5-11 | 33rd ANNUAL KEY WEST POKER RUN

 Wed, 05 Nov at 09:00 am Key West

Southernmost Turkey Trot 5K

 Thu, 27 Nov at 08:00 am The Southernmost Point Buoy

Key West Power Boat Races

 Wed, 05 Nov at 08:30 am Fury Water Adventures Key West

Amazing Scavenger Hunt Adventure - Key West, FL

 Thu, 02 Jul at 07:00 am Flagler Station Museum USD 47

Key West Powerboat Races - Locals Only VIP / Wednesday

 Wed, 05 Nov at 09:00 am Sunset Pier ~ Key West

Save Our First Responders 5K

 Sat, 10 Jan at 07:00 am Key West Island - Florida

Amazing Scavenger Hunt Adventure - Key West, FL

 Sat, 21 Jun Key West Historic Seaport, William Street, Key West, FL, USA USD 49