City Hub
Events in Key West, FL
GrindKit tracks 38 festivals, markets, and vendor opportunities in Key West. Built for mobile coffee, food, and beverage operators.
Upcoming (21)
Oct 3, 2026
Key West OktoBREWfest
Oct 11, 2026
Southernmost Half Marathon & 10K
Oct 16-25, 2026
Fantasy Fest
Oct 16-17, 2026
Key West Goombay Festival
Oct 16-25, 2026
Fantasy Fest & Parade
Oct 16-25, 2026
Key West Fantasy Fest
Oct 16-17, 2026
Goombay Festival
Oct 19-25, 2026
Fantasy Fest II
Oct 20, 2026
Fantasy Fest 5K (90's Theme)
Nov 1-8, 2026
Key West World Championship Power Boat Races
Nov 11-15, 2026
Key West Film Festival
Nov 26, 2026
Southernmost Turkey Trot
Dec 14, 2026
Key West Triathlon
Dec 31, 2026
Hog Trot 5K
Jan 16, 2027
Key West Half Marathon & Runfest
Jan 17, 2027
Key West Half Marathon & Runfest
May 10, 2027
Key West Artisan Market - Mother's Day Edition
Date TBA
28th Annual Key West Lobsterfest
Date TBA
Key West Christmas Parade
Date TBA
Key West Pride
Date TBA
Truman Waterfront Farmers Market - Thursday Market
Past (17)
Jun 1, 2026
Goombay Festival
Jul 1, 2026
Hemingway Days
Jul 1, 2026
37th Anniversary Hemingway Sunset 5K
Jul 1, 2026
37th Anniversary Hemingway Sunset 5K – Key West
Jul 2-5, 2026
Key West Mermaid Festival
Jul 4, 2026
Key West July 4th Fireworks
Jul 22-26, 2026
Hemingway Days
Jul 25-26, 2026
37th Anniversary Hemingway Sunset 5K – Key West
Jul 25-26, 2026
37th Anniversary Hemingway Sunset 5K
Jul 25-26, 2026
Hemingway Sunset 5K
Aug 1, 2026
Key West Lobsterfest
Aug 5-9, 2026
Key West Lobsterfest
Aug 5-9, 2026
Lobster Fest and Duval Street Fair
Aug 12-16, 2026
Key West Rum Festival and Caribbean Culture Celebration
Sep 1, 2026
Key West BrewFest
Sep 2-6, 2026
Womenfest
Sep 5-7, 2026
Key West Labor Day Weekend Craft Beer Festival