A true locals’ spot overlooking Safe Harbor on Stock Island, the Hogfish Bar and Grill Don’t leave without tasting their signature Killer Hogfish Sandwich or Fried Hogfish Benedict. Or how about a Poor 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.

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.

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.

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!

They are Smokin’ Tuna…and it’s legal! Located just 20 steps off Duval Street down Charles Street, they offer the best in live music all day, fresh seafood and raw bar. Their music scheduled is paralleled to no other with some of Key West’s hottest acts on stage. And, speaking of entertainment, this establishment is home base for the Key West Songwriters Festival which features some of America’s leading country and music icons.

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.

Magical panoramic views of the Atlantic Ocean await you at the Upper Deck at Louie’s. Fine wines by the glass or bottle are served as a perfect compliment to the small plates of focaccia, carpaccio, oven-fresh gourmet pizzas and more. Open 5-10pm, Tuesday through Saturday. A local and visitor favorite for over 25 years.

The Little Room Jazz Club is situated on the quieter side of Duval Street. Featuring live music nightly from some of the world’s best blue and jazz musicians around. This cozy club opens at 4pm daily, they serve a large selection of craft beer and wine.

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! Serving breakfast,lunch, and dinner. 430 Lounge bar is open from 12PM to 11PM daily, with an enticing happy hour starting at 4:30PM,our Bar mixologists offer refreshing signature 430 Duval cocktails! Their Sleek Lounge area seats small and large parties or you can cozy up at our grand bar.

What’s behind door number 2? Find out when you visit The Porch! Sit on their famous front deck and enjoy the best variety of craft beers and fine wines. Nestled on the bottom floor of the famed Porter mansion, it is just steps away from Duval Street. It is a friendly little bar that has an eclectic atmosphere with a never-ending supply of good times. Walk, ride your bike or scooter and park it in the back lot. Open seven days a week from 11am-4am.

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.

Specializing in Cuban Conch cuisine, this family owned, Key West restaurant and Chef Pepe Diaz hae been bringing in locals and tourists alike since 1984. Chef Diaz dishes up such favorites as Picadillo, Ropa Vieja, Fambas Ala Plancha, Paella ala Pepe and his own family recipe for flan, and let’s not forget the island’s best Mojitos! Set in Mallory Square overlooking the harbor with live Latin music, El Meson is not to be missed.

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!

Drink Tequila. Agave 308 has the finest selection of tequila and other spirits alike. Want to get away from the craziness of Duval Street? This small Mexican bar and eatery is located across the street from Mallory Square. Make sure you ask for the Mezcalita, otherwise known as a Mexican Mule.

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!

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.

Located harbor side next to the A&B Marina, you will find the White Tarpon. They specialize in fine wine, spirits and beer but you can also pick up your basic vacation needs in their package and grocery store. Sit in their cozy wine bar or under their covered courtyard overlooking the marina while sipping on one of their world famous Key Lime Pie martinis. Grab some oysters from the shucker or go inside and grab a fresh deli sandwich while the live music fills the air.

A great local spot in the heart of Key West, Jack Flats is the best sports bar on the island. Enjoy a beer, spirits, and our generously portioned home-style food for lunch or dinner while watching the games on our 19 big screen TVs. So kick back, relax, and enjoy your time in paradise!

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.

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.

Opened in 2015, we are a working brewery, restaurant, and entertainment center located in the heart of old town over looking the Key West Historic Seaport and Bight. We’re constantly coming up with new brews, many of which have won awards! The Waterfront is also a licensed wholesaler of Florida Keys finfish and shellfish – you can’t beat our freshness. Our food is as lovingly handcrafted as our beers! The sauces, dressings, and desserts are made from scratch in our own state-of-the-art kitchen. Bring your friends for some games, fun, and relaxation while admiring the spectacular view. We aren’t called “Waterfront” for nothing!

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.

Reality is a drag! Are you looking for the best music, lights, sounds and DJ’s in town? Aqua Nightclub is the premier gay nightspot in Key West. Its friendly staff welcomes all patrons– as well as gays, lesbians, young and old. The club is home to the Aquanettes, who perform drag shows nightly. Happy hour is daily from 3pm to 8pm. Must be over 21 to enter.

The ultimate beer experience! It is more than a bar, it is a culture. You will understand it for yourself as you set foot into this mecca. Awesome beer, good people combined with sports and great live music. Whether you are a beer aficionado or just like to explore different tastes, they have more than 100 beers available for you to sample. Their friendly and knowledgeable staff is highly trained to help you with your selection. Located on Greene Street just steps from the world famous Duval Street.

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.

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.

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.

Don’s Place, a “a ‘locals’ bar for tourists. Located at the corner of Truman and Grinnel, Streets, it is an inside air-conditioned bar with an outside tiki bar. Play a game of pool or darts inside or challenge someone in a game of corn hole, ping pong or foosball at the outside tiki-bar while watching your favorite game on the tube. Need to take some liquor home? Its drive up window makes it very convenient. Don’s is the first and last bar you hit off of Duval Street.

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.

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.

Tastings, Souvenirs, Tours and more! Come taste history at the Key West First Legal Rum Distillery. Hand made, bottled and labeled proudly in Key West FLA! Come in and enjoy a FREE tasting! Our Legal rum represents the true essence of the 1920’s in Key West... when rum was the drink just like it is today, except ours is LEGAL! We have something for the whole family including homemade soda tastings for the kids!

Rick’s Entertainment Complex has the perfect combination of everything Key West… dance clubs, VIP bars, adult entertainment, premium drink bars, balcony bars sporting incredible views of Duval, and live rock n’ roll entertainment. With eight different bars its a place to taste a little bit of everything, a variety of music venues, and many party zones all under the same roof.

As one of Key West’s favorite and iconic hotspots, Hog’s Breath Saloon has entertained Key West locals and guests for almost 25 years! With daily live entertainment that features the best in local as well as nationally-acclaimed bands, Hog’s Breath Saloon is the ideal nook to get off hot Duval and enjoy food, good times, and drinks! Remember Hogs Breath is better than No Breath at All!

Welcome to The Other Side. Upon entering door number 1, you will be transported back in time when the cocktail was more than just a drink, but a handcrafted libation prepared with precision and passion just for you. They prepare all of their cocktails with the freshest ingredients and finest spirits. You can find The Other Side hidden away in the old Porter mansion across the hall from The Porch. Don't forget to get your fortune with Zoltar! Yes, the real Zoltar! Doors open at 5pm daily.

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.