Food & Drink events in Key West

Check out happening food & drink events all around Key West, FL

31st Annual Taste of Key West

 Mon, 23 Mar at 06:00 pm Truman Waterfront, Key West, FL, United States, Florida 33040

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

“Cooking with Salt and Pepa.”

 Fri, 10 Oct at 07:00 pm Key West Cooking Show

Oktoberfest Key West

 Fri, 10 Oct at 11:00 am 522 FRONT ST, Key West, FL, United States, Florida 33040

Fantasy Fest 5K Run/Walk

 Mon, 20 Oct at 06:00 pm Duval Street

Costume Swap & Sale!

 Sat, 11 Oct at 10:00 am The Greeen House

Masquerade Monday Wine Dinner Presented by Juggernaut and Bogle Wines

 Mon, 20 Oct at 06:00 pm A&B Lobster House

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

 Wed, 26 Nov at 08:00 pm Key West Theater

Farm Open House

 Sun, 09 Nov at 01:00 pm Monroe County Sheriff's Office Animal Farm

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

 Fri, 21 Nov at 09:00 pm The Alamo Key West

Key West Halloween Drag Brunch Royale

 Sun, 19 Oct at 12:00 pm Mangoes Restaurant USD 55 to 71

Brews & Empanadas

 Fri, 14 Nov at 05:00 pm The Alamo Key West

Paint & Sip

 Thu, 16 Oct at 05:30 pm Key West Lighthouse & Keeper's Quarters Museum

Truman Waterfront Farmers Market

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

Harvest Festival

 Thu, 09 Oct at 04:00 pm Sigsbee Community Center

Italian Night at the Movies: The Bicycle Thief

 Wed, 05 Nov at 05:30 pm Tropic Cinema

Thanksgiving at Four Marlins

 Thu, 27 Nov at 05:30 pm 1435 Simonton St, Key West, FL 33040

Italian Night at the Movies: Light in the Piazza

 Wed, 03 Dec at 05:30 pm Tropic Cinema

Great Gatsby NYE 2026

 Wed, 31 Dec at 08:00 pm First Flight Island Restaurant & Brewery USD 269

Lower Keys Chamber Holiday Gala and Installation Dinner

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

Margaritaville at Sea Cruise Ship Special

 Mon, 15 Dec at 04:00 pm Key West Rebecca

Early Bird Clean Up Duval & Eaton Streets hosted by Key West Woman's Club

 Fri, 09 Jan at 08:00 am Key West Woman's Club

Early Bird CleanUp Lazy Way and the historic Bight area hosted by The Marker Resort

 Fri, 21 Nov at 08:00 am The Marker A Waterfront Resort

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

ABC contest

Wed, 22 Oct at 12:00 pm Greene St, Key West, Florida

THE MANGO MURDERS Brunch Sail *SOLD OUT*

 Fri, 14 Nov at 11:00 am S/V Argo Navis