Key West Bars Near Mallory Square

Sunset Pier

Cocktail BarsOutdoor Seating

Adjacent to Mallory Square along the boardwalk you will find the Sunset Pier. Enjoy breathtaking views of the world famous sunset while indulging in Caribbean delights from their tiki-bar. Nightly music and dancing surround you as you perch atop one of their waterfront bar stools. Sip on a tropical beverage as your watch the sunset into the horizon making it the perfect ending to a marvelous day.
Heroes Bar & Liberty Lounge

Craft BeerWine Bars

Heroes Bar & Liberty Lounge is a pub and craft cocktail lounge in the heart of the historic district of Old Town in Key West, FL. All veterans, active duty military members and first responders receive a 20% heroes discount!
The Bull and Whistle Bar

Happy Hour BarsLive Music

The Bull and Whistle is two bars in one. Large crowds gather around the central bar to watch the live music on the Bull’s small performance stage, while the Whistle plays host to the sport lovers. Shoot a game of pool, play darts or people watch while sitting on one of the many stools that line its famous balcony. Venture on to the third floor if you are daring. It plays host to Key West’s only clothing-optional bar, aptly named Garden of Eden.
Smokin' Tuna Saloon

American RestaurantsSeafood Restaurants

The Smokin’ Tuna Saloon is the best place for good food and music. Offering a raw bar, a generous selection of starters, sandwiches, dinners, sides, and a full bar, this saloon is ideal to sit back, have a drink and listen to a broad variety of live music. As a regular venue for the Key West Songwriters’ Festival, you will never hear a bad tune here. Tucked away on a quiet lane just steps from Duval.
Key West First Legal Rum Distillery

Distilleries

Tastings, Souvenirs, Tours and more! Rated in USA Today's Ten Best! Come taste history at the Key West First Legal Rum Distillery. Hand made, bottled and labeled proudly in Key West, FL! Come in and enjoy a FREE tasting! Their Legal rum represents the true essence of the 1920’s in Key West... when rum was the drink just like it is today. They have something for the whole family including homemade soda tastings for the kids!
Hurricane Hole

American RestaurantsBurgers

From the dockside bar and grill, complete marina, wide range of watersports options and upstairs restaurant overlooking the harbor, Hurricane Hole Marina is a treasure waiting to be discovered from sunup to sundown. Known as "The Hole" by locals the complex is a one-stop dining and recreational shop for those wishing to experience the best the Keys has to offer. So, plan to relax, stay awhile, and have fun.
Point5 Lounge at nine one five

Cocktail BarsLounges

The upstairs from nine one five, POINT5, offers delectable hors d’oeuvres, original cocktails, and a full selection of wine. After dinner, POINT5 becomes an upbeat dance party. There’s plenty of fun to be had under the Victorian columns, filament lights, and awesome food.
Hog’s Breath Saloon

American RestaurantsHappy Hour Bars

For 25 years, the Hog’s Breath Saloon has served cold drinks, delicious food and live music in their outdoor tropical setting and in the rustic, cool interior of the bar! “Hog’s breath is better than no breath at all!” Enjoy the cool, air -conditioned interior or have a drink outside! Check out their three live webcams or purchase one of their famous t-shirts in the mercantile store!
Tipsy Rooster Liquor Store & Bar

Cocktail Bars

Drink Now….Its cocktail time all the time in Key West! Enjoy specialty cocktails made with house-infused liquors and a pizza while relaxing in the sand. Or you can stop by the liquor store and buy the perfect ingredients to make your own Key West cocktail.
Flying Monkeys Saloon

Frozen Cocktails

An outside bar, located at the historical Fogarty House, Flying Monkey’s Saloon is a popular spot for locals. One of the only open air bars located right on Duval Street, it is a great place to people watch. Flying Monkeys also offers a variety of frozen drinks for that warm sunny day. Open all day, happy hour nightly.
The Green Parrot

Dive BarsLive Music

The Green Parrot is a true Key West icon and the ideal place to just let loose with your friends and be yourself. Every night, the great music, original beverages, and groups of local regulars combine with Key West visitors to make for a place of misadventures, excitement, and pure fun. From hurricane parties, to divorce celebrations, to pet birthdays, the true Key West spirit of the Green Parrot never changes and welcomes everyone with open arms.
Fat Tuesday

Frozen CocktailsHappy Hour Bars

Straight from Bourbon Street in New Orleans and dropped in the middle of Duval Street comes Fat Tuesday Key West. WARNING: Don’t be a victim of a brain freeze while slurping on one of its famous frozen daiquiris on a hot summer day. Have your own private party as you dance to their house DJ nightly. Fat Tuesday offers happy hour Monday–Friday from 4-7pm. Open everyday from 10am.
Island Dogs Bar

Craft BeerWine Bars

Island Dog welcomes both locals and tourist for a laid back experience, with affordable drink and delicious food. Come and enjoy live music every weekend!
Willie T's

Happy Hour Bars

Live music fills the air daily at Willie T’s. Popular for its outdoor setting on Duval Street, this bar is well known for it’s famous mojitos. The ceilings and walls are adorned with dollar bills from patrons past. Stop on through, they serve up happy hour daily from 4pm-7pm.
Mary Ellen's Bar & Restaurant

American RestaurantsCocktail Bars

Mary Ellen's Bar & Restaurant is nestled on Appelrouth Lane, right off of the famous Duval Street. They are known for beer and cocktails, as well as the cheesiest grilled cheese sandwiches and an extensive beer can collection.
The Chart Room

Dive BarsHappy Hour Bars

If you are looking for a no fluff, no frills bar…this is the place! Off the beaten path, this watering hole embraces the history of Key West and its characters. For nearly 40 years, this small dive bar has been on the grounds of the Pier House Resort. Famous faces like Jimmy Buffett and Capt. Tony have gathered here to laugh, lie and take aim at others. Free popcorn, peanuts and hot dogs await any visitor.
Mellow Cafe and Gastropub

American RestaurantsBreakfast

Mellow Cafe and Gastropub is located next to the water in the heart of old town key west offering unique island fare with an eclectic mellow atmosphere to match. Fresh, locally-sourced produce. Vegan and Vegetarian Options.
Captain Tony’s Saloon

Dive BarsHappy Hour Bars

The original Sloppy Joe’s Bar, this historical saloon has been loved for decades by locals and visitors alike, as well as iconic figures like Tennessee Williams, Truman Capote, and, of course, Ernest Hemingway. Capt. Tony was an avid fisherman, rumrunner, casino manager, and even the mayor of Key West, who built the saloon with the intention of offering ice cold drinks to his fellow Key Westers—a tradition that everyone still loves to participate in!
Conch Republic Seafood Company

American RestaurantsBurgers

Experience true dock-to-dish dining as you enjoy the incredible views of the Historic Seaport inside our fully open air restaurant! Often, you’ll see our very own fleet of boats unloading their catches of fresh fish, stone crab and Caribbean Lobster!
Sunset Tiki Bar

American RestaurantsHappy Hour Bars

Known as where the boardwalk ends and the sunset begins, the Sunset Tiki Bar and Grille is the ultimate hidden gem! Located on the harbor the Sunset Tiki bar is open 7 days a week from 10am-10pm. Savor one of the best views of sunset while listening to live tropical music every evening. Stroll on back to the docks of the Galleon Resort and bask in the great views on the deck or by the pool and enjoy not only one but two happy hours daily.
Wine-O

Wine Bars

A unique and sophisticated wine shop nuzzled in the chaos of Duval Street featuring over 200 bottles from around the world! With an atmosphere of elegance, fine wine and chocolate. Offering a wide assortment of the ever-famous Godiva chocolate, which can be expertly paired with ample wine choices. Enjoy a bottle in our sleek, sophisticated lounge setting, or take it to go, or stay a while and try our by-the-glass list!
Waterfront Brewery

American RestaurantsBurgers

Opened in 2015, the Waterfront Brewery is a working brewery, restaurant, and entertainment center located in the heart of old town overlooking the Key West Historic Seaport and Bight. They’re constantly coming up with new brews, many of which have won awards! The food is as lovingly handcrafted as their beers! Bring your friends for some games, fun, and relaxation while admiring the spectacular view. They aren’t called “Waterfront” for nothing!
Shots and Giggles

Craft BeerWine Bars

Shots and Giggles is a local's favorite bar in Key West, FL. Nestled next to Tattoos & Scars Saloon right off of Greene St., Shots and Giggles is known for its relaxed atmosphere, cold drinks, and always having the game on any of their 5 TVs.
The Roost

Cocktail BarsWine Bars

The Roost is your friendly neighborhood liquor store and bar with classic craft cocktails, fine wine, and small bites located just steps from Duval Street in Old Town Key West. They offer something for everyone such as delicious small plates of smoked salmon, caviar service, and more… along with an extensive liquor store!
The Rum Bar

Cocktail Bars

Situated in the home of the late Raul Vaquez, a cigar selector and rum-runner of the early 1920’s, the Rum Bar has the largest selection of rums on the island. Spectacular cocktails, not just rum, await you as you sit quietly on the porch watching the passerby’s on Duval Street. Located on the first floor of the Speakeasy Inn, this laid back spot is a must see on your visit.