Making the Work Day a Little Happier – Best Happy Hours in Orlando

Making the Work Day a Little Happier – Best Happy Hours in Orlando

Making the Work Day a Little Happier – Best Happy Hours in Orlando

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You’ve made it through three hours of meetings, two presentations and countless emails — now it’s time to unwind and relax with a yummy cocktail and some delicious bar snacks. Thankfully, Orlando has tons of great options for happy hour and after-work drinks with your colleagues.
Whether you’re in town to attend a conference at one of Orlando’s convention centers or visiting for smaller meetings, the city has plenty of options to celebrate the end of a long day and enjoy away-from-work time with your co-workers.

Del Frisco’s Double Eagle Steakhouse


If the boss is treating, try Del Frisco’s Double Eagle Steakhouse located on International Drive. This high-end steakhouse lets you indulge in creative cocktails and delicious small plates, which are actually large enough to share with one or two other people. During happy hour, six of their signature cocktails are $9 — the list includes The Gold Standard Mule, Pomegranate Martini, The VIP, Scottish Smash, Breath of Fresh Pear and The Old Fashioned. You can also choose from seven different wines by the glass for $8 each and three types of beer for $5 each. The happy hour menu includes five specialty dishes for $8 each. You can choose from Kurobuta Pork Belly Bao, Tenderloin Tips, Wagyu Beef Corn Dogs, Cheesesteak Eggrolls and Lobster and Shrimp Dumplings.

The Hammered Lamb


Popular with the locals, the Hammered Lamb is a laid-back, no fuss bar and restaurant with excellent happy hour drink specials. Every weekday from 4 to 7 p.m., sip on $2.25 domestic bottles, $3.25 call liquors and $4 wines. On Monday nights, it’s happy hour all night long and the other nights of the week also have nightly drink specials. Serving up more than just your typical bar fare, the menu includes unusual options like lamb quesadillas and classics like cuban sandwiches and chicken wings. If you stay long enough, the Hammered Lamb has live music on Thursday and Friday nights with a DJ spinning the tunes for late night partying. You’ll also enjoy the two ping-pong tables and trivia nights.

Tapa Toro

Rotunda curtains open crop

Elevated Spanish cuisine and drinks are on the menu when you choose Tapa Toro for your happy hour. The elegant restaurant, which is known for its amazing family-style paella, is found on International Drive, close to all the major Orlando attractions and the Orange County Convention Center. From 3 to 6 p.m. each day, belly up to the bar for half off house wine, beer and sangria, half-priced cocktail pitchers and two-for-one drinks. Pick your poison and pair it with small plates like lamb sliders, crisp pork belly, mussels with chorizo and empanadas. It’s worth staying past happy hour for the hourly flamenco performances, running from 7 to 10 p.m. every weekday and 7 to 11 p.m. on Friday and Saturday nights.

Downtown Pourhouse

downtown pourhouse

Downtown Pourhouse

Mixing the vibe of your favorite local bar with a menu of foodie-approved dishes, Downtown Pourhouse is a great option for after-dinner drinks. Every day is a good day for a vodka cocktail, as Tito’s is $6 every day and Pinnacle is $4 every day. Pourhouse doesn’t restrict happy hour to just a short one or two-hour window either; happy hour at the bar runs from 11 a.m. to 8 p.m. every day. Happy hour specials include $2 draft beers and just $2 more to make your cocktail a double. You’ll salivate over the gastro-pub dishes with an elegant twist including popular choices like the Pourhouse French Dip, Southern chicken sandwich and Buffalo Blue burger.

Dragonfly Robata Grill and Sushi


Dragonfly Robata Grill and Sushi

With a hip atmosphere and out-of-this world sushi, Dragonfly Robata Grill and Sushi lures you in with awesome happy hour deals. From 5 to 7 p.m. everyday, you can nosh on $5 Spicy Kobachi Handrolls, $6 Japanese Sliders and Create-Your-Own Sushi for $4 to $6. Sip on $3 beers or $6 Sake Blossoms, or try one of Dragonfly’s signature cocktails like the Ginger Ninja or Sumo Smash. The drink menu also includes a selection of house-infused vodkas, with flavors like cucumber, raspberry, blueberry and vanilla. If you stay for dinner, don’t miss the Robata Grilled Skewers and seasonal specials that take advantage of locally-sourced produce and meats.

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Casiola vacation homes

No matter what happy hour you choose, when you stay at a Casiola property, you won’t be far from home. All of Casiola’s rentals enjoy a prime location just minutes from the theme parks, Orange County Convention Center and tons of dining and shopping options. And if you just need a quiet night in after a long day of meetings, all Casiola’s rentals have fully-equipped kitchens with everything you need to prep meals at home. If you haven’t booked your vacation rental with Casiola, you can do it here:

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