Key West Bars

Berlin's Martini and Cigar Bar

Cocktail BarsTapas

A perfect conclusion to any evening would be a visit to Berln’s Martini and Cigar Bar. Relax in their oversize classic furnishings while peering out into the Key West Harbor. Their signature martinis and dessert wine complement an array of cigars. Choose from their selection of rare smokes or bring your own to sample. There is no other place on the island like this.
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!
Salty Oyster

American RestaurantsCocktail Bars

From Key West pinks by the dock to a Mango Overboard in your private cabana, Salty Oyster Dockside Bar & Grill offers fresh fare and tasty drinks in a comfortable atmosphere, just steps from the pool.
Bearded Lady

Craft BeerWine Bars

The Bearded Lady offers a selection of 40 different beers, both domestic and import. They even have local brews on tap! Enjoy good beer right off of Duval Street.
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.
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!
General Horseplay

Cocktail BarsCraft Beer

General Horseplay offers live entertainment and tomfoolery, along with craft cocktails and beer in an old brick house.
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!
430 Duval

Caribbean RestaurantsLocal Seafood

A sophisticated and unique space found in the grand lobby of Crowne Plaza La Concha brings a city chic vibe to Key West. Offering enticing island inspired small plates with bold Caribbean spices and fresh local seafood! 430 Lounge bar is open from 12PM to 11PM daily, with an enticing happy hour starting at 4:30PM, their bar mixologists offer refreshing signature 430 Duval cocktails! Their Sleek Lounge area seats small and large parties or you can cozy up at the grand bar.
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!
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.
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.
Hogfish Bar and Grill

American RestaurantsCaribbean

A true locals’ spot overlooking Safe Harbor on Stock Island, is the Hogfish Bar and Grill. Don’t leave without tasting their signature Killer Hogfish Sandwich or Fried Hogfish Benedict. Or how about a Po' Boy or Lobster BLT? Burgers, Tacos, Fish & Chips and decadent soups and chowders. Bring you catch. They will cook that too! Live Music on the weekends make the Hogfish an island gem.
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!
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!
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.
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.
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.
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!
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.
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!
Old Town Tavern & Beer Garden

Craft BeerWine Bars

The lively bar where you can mingle with the locals. Air conditioned, smoke free, indoor high tables or cozy benches? Outdoors in the Beer Garden against the rail to watch the comings and goings of Duval Street or at a garden table? They are also pet friendly!
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.
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.
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.