Orlando's Happiest Hours: Deals Aplenty, Kitchen to Bar - Even Sushi Bar

The work bell rang, it's five o'clock and you're wondering where to sidle up for discount beverages here in Orlando? That depends not only on your location, but your mood and your company. Downtown drinking buddies would do well to sample the warmth (and craft beer selection!) of The Woods, where on Mondays, the specials go all night long. For a well-appointed to make woo – or business deals – consider Mathers Social Gathering. At happy hour, their pricey cocktails, select ones, anyway, are knocked down by half or more! Visitors in the I-Drive corridor will find the ample fare at the Yard House as generous as its daily (and nightly) specials while the apres-work crowd in Winter Park may prefer the clean, contemporary lines of Carmel Kitchen & Wine Bar. Lovers of late-night specials, and gourmands at that, would do well to pop into Santiago's Bodega, where some fine tapas go for $5 a plate with beverage specials to boot (same deal from 4-6 pm, too!)

The Sanford Imperial is a sister to Washburn Imports' first successful endeavor at its Orlando home furnishing location. Similarly appointed with rich, exotic decor from the likes of India, Thailand and beyond, this venue boasts a larger drink...  Read More

The rich, delicious and creative tapas they're slinging at Santiago's are already a favorite here in town, not to mention their great-value, fixed-price Sunday brunch (Bottomless mimosas and sangria? Don't mind if we do!), but if you're looking...  Read More

This Thornton Park eatery's stylishness extends well beyond the vibe, lacing it's tentacles around both plate and glass. Tongues and tummies will find nearly every hour happy here, but its ACTUAL happy hour means you can sample from both food...  Read More

Orlando Brewing
Photo courtesy of Orlando Brewing

"Organic" and "local" are all kinds of foodie buzzwords these days, but throw the word "beer" into the mix and you might prick up a few sets of ears that were previously tuning you out. Orlando Brewing is Florida's only USDA-certified organic...  Read More

In town on business or with friends and family? I-Drive's newest additions at I-Drive 360 might be calling your name. For a happy hour spot pre- or post- a memorable circuit on the Orlando Eye (or a visit to Madame Tussauds, or even some live...  Read More

Mathers Social Gathering's story, or at least that of the charming building in which it is housed, begins back in the 1800s, and the third-floor space that Mathers occupies is rife with charm and atmosphere. Expertly mixed craft cocktails await...  Read More

Cuba Libre may be smack in the middle of the Pointe Orlando shopping, dining and entertainment complex on touristy I-Drive, but its lovely facade, with a casco antiguo aesthetic, alludes to the transportive atmosphere inside. And believe us when...  Read More


Step back in time inside the Courtesy, a downtown haunt that hearkens back to the era of Prohibition. Lovingly hand-crafted cocktails abound " from classics like the daiquiri and Manhattan to new spins on the old-fashioned. Events and specials...  Read More


The Woods' intriging, urban, up-the-stairs-to-a-special-hideaway entrance gives new patrons pause as they take in the warm essence of this friendly watering hole, where specials abound and quality comes in the form of excellent whiskeys and...  Read More


Meet A.D. Thompson

Amy Drew has spent nearly three decades as a professional writer and roughly half her life as a Floridian. The words, she has found, come easier with bare feet and rum.

A roller coaster...  More About A.D.