Key West Food & Drink Events

31st Annual Taste of Key West

Truman Waterfront, Key West, FL, United States, Florida 33040 23 Mar 2026

Key West Powerboat Races 2025 - VIP Tent - SUNDAY

Sunset Pier 9 Nov 2025

Key West Powerboat Races 2025 - VIP Tent - FRIDAY

Sunset Pier 7 Nov 2025

“Cooking with Salt and Pepa.”

Key West Cooking Show 10 Oct 2025

Classy Chic Country Western Dinner

Williams Hall 6 Oct 2025

First Friday Potluck and Guest Speaker series!

705 Palm Ave, Key West, FL 3 Oct 2025

Oktoberfest Key West

522 FRONT ST, Key West, FL, United States, Florida 33040 10 Oct 2025

Fantasy Fest 5K Run/Walk

Duval Street 20 Oct 2025

Costume Swap & Sale!

The Greeen House 11 Oct 2025

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025

Tacos & Tequila Tuesday

Old Town Mexican Cafe 7 Oct 2025

Farm Open House

Monroe County Sheriff's Office Animal Farm 9 Nov 2025

Key West Halloween Drag Brunch Royale

Mangoes Restaurant 19 Oct 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Paint & Sip

Key West Lighthouse & Keeper's Quarters Museum 16 Oct 2025

Great Gatsby NYE 2026

First Flight Island Restaurant & Brewery 31 Dec 2025

Sloppy Joe's Slumber Party

Sloppy Joe's 22 Oct 2025

Brews & Empanadas

The Alamo Key West 14 Nov 2025

Captain Tony's Party In Plaid

922 Caroline Street, Key West, FL, United States, Florida 33040 21 Oct 2025

Harvest Festival

Sigsbee Community Center 9 Oct 2025

Thanksgiving at Four Marlins

1435 Simonton St, Key West, FL 33040 27 Nov 2025

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

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

Key West Woman's Club 9 Jan 2026

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

The Marker A Waterfront Resort 21 Nov 2025

Southernmost Turkey Trot 5K

The Southernmost Point Buoy 27 Nov 2025

ABC contest

Greene St, Key West, Florida 22 Oct 2025