Key West Food & Drink Events

31st Annual Taste of Key West

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

An Night with Norman Van Aken

291 Front St - Suite 207, Key West, FL, United States, Florida 33040 5 Dec 2025

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025

DSS: Telling Florida’s Food Stories with Dalia Colon

Williams Hall 20 Nov 2025

Black Friday Shopping Extravaganza

Truman Waterfront Park 28 Nov 2025

Thanksgiving at Four Marlins

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

Truman Waterfront Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 20 Nov 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Lower Keys Chamber Holiday Gala and Installation Dinner

Tennessee Williams Theatre 3 Dec 2025

Christmas Dining at Four Marlins

1435 Simonton St, Key West, FL 33040 24 Dec 2025

New Year's Eve at Four Marlins

1435 Simonton St, Key West, FL 33040 31 Dec 2025

Last Sunset Sail of 2025!

0 Duval Street, Key West, FL, United States, Florida 33040 31 Dec 2025

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

Winterfest

Sigsbee Community Center 4 Dec 2025

Margaritaville at Sea Cruise Ship Special

Key West Rebecca 15 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