8 Key West Happy Hour Spots for a Taste of Paradise
Whether your vibe is a neon umbrella in a frozen margarita or an ice-cold Pacifico and lime, Key West is crawling with fabulous restaurants and local hangouts for every kind of traveler. Happy hour is a great way to relax with friends (or make new ones), try multiple places, and squeeze a little more fun out of your travel budget.
We’ve rounded up 8 of the most sip-tacular happy hours on the island so you can plan your next night on the town. Here’s to the good life!
A Guide to The Best Key West Happy Hour Spots
Salty Frog’s
Located at 407 Front St.
With a name like Salty Frog’s, you’re sure to have a no-frills good time at this Mallory Square staple. The open-air establishment combines easygoing Island fare with a dash of Tennessean flare and old-fashioned Southern hospitality.
Come for the deals, stay for the live music after sundown—the Salty Frog’s happy hour specials Monday through Friday from 3-6 pm! Enjoy discounts on bottled, craft, and domestic beer and wine with half-off well drinks and appetizers to boot.
Check out their Instagram for the latest.
The Waterfront Brewery
Located at 201 William St.
It doesn’t get much more local than sipping on an ale freshly brewed right here in the Conch Republic! With a rotating seasonal selection of craft beers, guest brews, and a full bar and food menu, there is something for everyone at this waterfront brewpub. After all, what better way is there to end a day of sightseeing than gazing out at the Historic Seaport from the rooftop deck as you sip on a refreshingly satisfying lager and relax to some live tunes? Sign us up!
Find happy hour deals on drinks every day of the week from 4-6:30 pm. If craft beer doesn’t float your boat, wine, and well drinks are also half-off.
Conch Republic Seafood Company
Located at 631 Greene St.
Conch Republic Seafood Company boasts some of the best seafood in Key West, as well as bright and breezy seaport views, live music, and, of course, a sensational drink menu. This Key West happy hour spot runs daily deals from 4-7 pm like 2-for-1 beer, wine, and well cocktails. Make sure you try the oysters from the fresh raw bar!
Thirsty Mermaid
Located at 521 Fleming St.
Quirky name? Check. Fresh and locally sourced seafood with a full raw bar? Check. Steps away from the buzz and bustle of Duval Street? Check. Thirsty Mermaid ticks all the boxes if you’re looking for a casual eatery with exquisite island ingredients.
Cool off inside after a hot one—Thirsty Mermaid serves up happy hour specials 7 days a week from 4-6 pm. Save on discounted appetizers like steamed mussels and the ceviche du jour and toss back a few $3 pints of their special Mermaid Lager.
Moondog Cafe & Bakery
Located at 823 Whitehead St.
For the perfect combination of drink deals and a funky atmosphere, look no further than the colorful Moondog Cafe, located just steps away from the iconic Hemingway House in downtown Key West.
Happy hour is from 4:30-6:30 pm every day, where you can enjoy 2-for-1 beer, wine by the glass, $5 sangria, and a selection of delicious (and affordable) small plate offerings.
The Green Parrot
Located at 601 Whitehead St.
No happy hour roundup is complete without mentioning The Green Parrot. Locals have been heading to this neighborhood tavern for a quirky dive ambiance and an unforgettable good time for a long while—the bar originally opened in 1890 as a corner store and now serves up ice cold drinks, live music, a vintage jukebox, and free popcorn 7 days a week.
Sip on select drink specials at “The Parrot” Monday-Thursday from 4-7 pm and Fridays from 4-5:30 pm.
Blackfin Bistro
Located at 918 Duval St.
One of our favorite dinner spots, the Blackfin Bistro, is known for serving up unbelievably fresh seafood and an intimate ambiance. Looking for a cozy date night spot with deals? This neighborhood bistro fits the bill. Dine inside and cool off from the heat or lounge in the outdoor courtyard garden, surrounded by lush greenery and fresh island air. The only trouble you’ll have will be deciding what to eat!
Be sure to call ahead [+1 305-509-7408] to confirm their happy hour specials for the evening.
Island Dogs Bar
Located at 505 Front St.
Those looking for a downtown spot with a laid-back vibe and live music should plan a visit to the Island Dogs Bar. Sports fans will also be delighted by the plasma screen setup at this casual, but lively destination.
Chill out with happy hour specials on weekdays from 4:30-6:30 pm, featuring a limited appetizer menu, in addition to well cocktails, house wine, and bottles and cans for half-off prices.
Looking for more Key West dining inspiration? Check out these posts from our blog:
Hidden Key West Gems for Foodies
An Authentic Cuban Food Guide to Key West
7 Incredible Key West Dining Spots
Ready for a taste of the good life? Book your free travel plan with Vacation Key West today.