City Hub

Events in Key West, FL

GrindKit tracks 26 festivals, markets, and vendor opportunities in Key West. Built for mobile coffee, food, and beverage operators.

Get the App

Upcoming (20)

Jul 22-26, 2026
Hemingway Days
Festivals
Jul 25-26, 2026
37th Anniversary Hemingway Sunset 5K – Key West
Sports
Jul 25-26, 2026
37th Anniversary Hemingway Sunset 5K
Sports
Jul 25-26, 2026
Hemingway Sunset 5K
Sports
Aug 1, 2026
Key West Lobsterfest
Community
Aug 5-9, 2026
Key West Lobsterfest
Community
Aug 5-9, 2026
Lobster Fest and Duval Street Fair
Festivals
Aug 12-16, 2026
Key West Rum Festival and Caribbean Culture Celebration
Festivals
Sep 1, 2026
Key West BrewFest
Community
Sep 2-6, 2026
Womenfest
Festivals
Sep 5-7, 2026
Key West Labor Day Weekend Craft Beer Festival
Festivals
Oct 16-17, 2026
Key West Goombay Festival
Vendor Apps
Oct 16-25, 2026
Key West Fantasy Fest
Festivals
Oct 19-25, 2026
Fantasy Fest II
Festivals
Oct 20, 2026
Fantasy Fest 5K (90's Theme)
Sports
Nov 26, 2026
Southernmost Turkey Trot
Sports
Dec 14, 2026
Key West Triathlon
Sports
Dec 31, 2026
Hog Trot 5K
Sports
Jan 17, 2027
Key West Half Marathon & Runfest
Sports
Date TBA
28th Annual Key West Lobsterfest
Community

Past (6)

Jun 1, 2026
Goombay Festival
Community
Jul 1, 2026
Hemingway Days
Festivals
Jul 1, 2026
37th Anniversary Hemingway Sunset 5K
Sports
Jul 1, 2026
37th Anniversary Hemingway Sunset 5K – Key West
Sports
Jul 2-5, 2026
Key West Mermaid Festival
Community
Jul 4, 2026
Key West July 4th Fireworks
Festivals