Our monthly ranking of the best happy hours in Key West, refreshed for August 2026. Rankings favor venues with verified specials, real menus, and strong ratings out of the 147 happy hours we track here.
When: Daily 3-5 PM
One of Key West's standouts: a 4.9-star restaurant, happy hour Daily 3-5 PM, full menu on their profile.
View full profile →When: Daily 12-6
Drinks: $10 Tap Drink of the Day; $10 Stoli Elit Martinis; select wine and beer specials
Food: $6 Deviled Rooster Eggs; ½ priced Caviar
View full profile →When: Mon-Sun
Drinks: Mondays: $6.50 Mermaid Water or Mermaid Margarita; 1st Monday: $4 Milagro Tequila; -1 Deep Eddy Vodka Cocktails; Wed: $6 select whiskeys incl. Jameson on tap; Fri: $6 and more
View full profile →When: Daily 4pm-6pm
Drinks: Well Drinks $8; Select Wines $8; Classic Daiquiri $8; Chatham Artillery Punch $8; Mary Pickford $8
Food: Locally Smoked Fish Dip $8; "Cohiba Cigar" Rolls $8; Pickled Delight $8; Tia's Flan $8
View full profile →When: Daily 3:30-5 PM
One of Key West's standouts: a 4.6-star bar restaurant, happy hour Daily 3:30-5 PM, full menu on their profile.
View full profile →When: 4 - 6pm
Deals: Specials Umami Sliders 2 for $11 #1KWBURGER Taco Trio 3 for $11 1 Korean BBQ, 1 Cayo Fish & 1 Yum Yum Shrimp *no substitutions* *Consuming raw or undercooked meats, poultry, seafood and more
View full profile →When: Daily 4:00 PM - 7:00 PM and 11:00 PM - 1:00 AM
Drinks: half off wine, house liquors, share plates & flatbreads; 25% off all beer
View full profile →When: Tue-Sat 5:00-6:30 PM
Food: Small-plate specials from the dinner menu; 25% off full check for Florida Keys locals
View full profile →When: Daily 4:00 PM - 6:00 PM
Drinks: 2-for-1 wells, beers, and Zombies
View full profile →When: Daily 3-6pm + 9-11pm
One of Key West's standouts: a 4.6-star restaurant, happy hour Daily 3-6pm + 9-11pm, full menu on their profile.
View full profile →