Our monthly ranking of the best happy hours in Kissimmee, refreshed for August 2026. Rankings favor venues with verified specials, real menus, and strong ratings out of the 225 happy hours we track here.
When: Monday-Friday 2pm-7pm
Drinks: Wine by the glass $1 off
Deals: Jameson & Jameson Orange $5; Sam Adams 22 oz. $5; Dirty Blonde / Knotty Brunette / Twin Peaks IPA 22 oz. $3.99; Shiner Bock 22 oz. $4; Cheap Shots: Old Forester / Bulleit Rye $3.99
View full profile →When: Sun-Thu 12-5 PM & 8:30-10 PM
Drinks: $2 domestic drafts; $3 house wines; $4 house cocktails
Deals: Miller Lite, Coors Light, Yuengling, Bud Light, Budweiser, Michelob Ultra Pint $4 / Pitcher $13; Blue Moon, Landshark Pint $5.5 / Pitcher $17; Goose IPA, Jai Lai, Shock Top and more
View full profile →When: Monday-Friday 3pm-6pm
Drinks: Craft Beer $5; Wine $5; Breadsticks $5
View full profile →When: Mon-Fri 3:00 PM - 7:00 PM
Drinks: $8 cocktails (margarita, mojito, sangria); $5 beer bottles; $5 all draft beers
Food: $9 mofonguitos, canastitas de yuca, empanadas
View full profile →When: Daily starting at 4 PM
Drinks: hand-crafted cocktails starting at $7
View full profile →When: Daily
Drinks: House Margarita $5.99; Miller Lite or Coors Light $11.99; Tito's Strawberry Lemonade Pitcher $14.99
View full profile →When: Sun-Thu 8:30 pm - Close
One of Kissimmee's standouts: a 4.5-star japanese restaurant, happy hour Sun-Thu 8:30 pm - Close, full menu on their profile.
View full profile →When: Monday All Day Tuesday 3 pm – 6 pm
Drinks: $2 oysters, $5 beer, and more
View full profile →