Margaritaville Resort and Marina

The Margaritaville Resort and Marina is ideally located on the waterfront in Old Town, within walking distance of attractions, restaurants, shopping and much more! The resort offers multiple dining venues and marina vendors with a variety of watersport activities. The nightly Sunset Celebration on the pier makes The Margaritaville Resort and Marina as desirable a location as Key West itself.

Hard Rock Cafe

Stationed in the heart of downtown Key West, legend has it that this old three-story Victorian style house is still haunted by the ghost of its original owner, Robert Curry, who meanders along the corridors of this unique cafe. We can’t help thinking that if only he’d access our PX system, he could just relax! He’d be guaranteed a seat in our large second floor main room with a full bar and balcony as well as two smaller rooms. The Hard Rock Cafe Key West is your key to the Keys.

Rick’s Entertainment Complex

8 Famous Bars, One Awesome Night.  Rick’s Entertainment Complex is Key West’s largest, most famous and the only set of bars with everything you need to make your night complete! Rick’s Entertainment Complex includes Durty’s Harrys, Rick’s, Red Garter Saloon, Rick’s Upstairs, the Mardi Gras Bar, Tree Bar, the Loft, and Crow’s Nest!

Dante’s Key West

Key West’s colorful history is all about the people, both local and visitor, and their love of two things; the water and a good party.

DANTE’S is the best of both – an Aquaholics Paradise – a crystal clear swimming pool warmed by its cascading waterfall, surrounded by Tiki bars and friendly servers bringing you ice cold tropical libations and tasty treats as you sun, swim, dance and party. Live bands and DJ’s provide the soundtrack as bartenders prepare over-FUELed drinks and the kitchen turns the bounty of our local waters into mouth-watering delights! Stone crabs, lobster, oysters and always the freshest local fish, transformed into tacos, po’ boys and platters.

The baddest burger in the keys, icy cold beers and Key West’s own bluesmen jammin’ on stage; crazy, crazy nachos, frozen margaritas and DJ’s spinnin’ poolside; sporting events on 17 TV’s, sunset dinners and the keys most dangerous Happy Hour.

DANTE’S parties have become notorious, outrageous, Aquaholic events, so come to Dante’s be an Aquaholic!!!

Get Happy with Specials Monday – Friday from 4:30-7:30pm

Smokin’ Tuna Saloon

SMOKIN’ TUNA SALOON “There’s Something Fishy going On”. The Best Kept Secret in Old Town Key West. A Beautiful Key West Eatery and Bar in a Key West Style Compound Canopied with Banyon and Ficus Trees. Fresh Seafood featuring Daily Specials. 2 Tropical Outside Bars. Outdoor and Cool In-Door Seating. World Famous Apparel and Gift Shop Featuring Local Artists. Top Brands of Cigars Featured. Live Entertainment Daily.

Aqua Nightclub

Aqua Nightclub is the quintessential nightlife destination in Key West. Situated at the midpoint of world-famous Duval Street between the buzzing port and the peaceful Southernmost point––Aqua gathers the island’s energy into one neon-lit atmosphere of cocktails, dance music, and performances. There are a variety of Happy Hour shows and specials almost daily including Dueling…

Pier House Resort & Spa

If you’re seeking an authentic taste of “Key West” you will find it at the Pier House Resort & Spa. We offer our guests a collection of accommodations that create an atmosphere that is distinctively Key West. Acknowledging our long standing reputation as Key West’s authentic island resort, our guest rooms reflect a relaxed graciousness found in Caribbean’s traditional island style. Our resort is located at the corner of the Gulf of Mexico and Duval Street. Beautiful tropical gardens surround our pool and open directly onto the private beach.

El Meson de Pepé

Located in the heart of Mallory Square, El Meson de Pepe’s is a family owned and operated Cuban Restaurant here in Key West for over 20 years. Chef Pepe Diaz and family first opened in 1984, bringing locals and tourists alike delicious Cuban favorites. El Meson de Pepe is dedicated to great quality food and the preservation of Cuban-Conch Heritage in Key West.  Dance the night away with the sounds of our live entertainment while you watch the sunset from the only restaurant in Mallory Square. Also, you can visit our cigar shop for a fine cigar after dinner.

At El Meson de Pepe we treat you like family.  Book us for your next function.  Both indoor and outdoor space is available for corporate events, family reunions, or weddings.

Sloppy Joe’s

Sloppy Joe’s is one of the most famous bars in Key West. Located at the corner of Greene and Duval Streets since 1937, it’s filled with historical memorabilia of days gone by, and boasts of times when Hemingway made Key West home. The atmosphere is casual and relaxed. Sloppy Joe’s is known for generous drinks, quality food, live entertainment and world-famous t-shirts. Joe’s Tap Room “features crafted beers on tap,” the same food/drink menu and has a big screen TV.

Margaritaville Cafe & Store

Margaritaville Key West is just the kind of place you’d expect to be cruising home from when you “blew out your flip flop and stepped on a pop-top.” The restaurant & store are located on popular Duval Street in the town that is the real deal escape for artists, writers, musicians and anyone needing to kick back for awhile. Guests looking to escape from mundane and expected restaurants can have an authentic Key West experience here. Groups up to 200 people can make Margaritaville their own tropical paradise and give your group an island adventure they won’t forget

Island House

Private, clothing-optional resort for men in Old Town Key West. Poolside café and bar. Luxury rooms with our feather topped beds. Heated pool, fully-equipped gym, sauna, steamroom, two Jacuzzis, and a tanning deck with misting fans. We were recently named “The best gay mens resort in the world” by OUT Traveler magazine. All facilities of the Island House are open and available 24 hours every day. Men welcome at the restaurant and bar anytime. Daily resort passes are available for locals and men staying elsewhere. Inquire at the front desk.

Grand Café

Located in a breathtaking Victorian Mansion the Grand Cafe serves fine wines, perfect martinis, and of course delicious seafood and meats.  You are invited to spend a lazy afternoon having lunch in our garden, take your time with starlit meals on our wraparound porch, and enjoy our newly renovated bar and lounge.  Grand Cafe owner Maria Wevers and Grand Cafe Chef Paul Menta are dedicated to serving a quality meal prepared with the freshest produce, meats and seafood.  Our bar features cocktails from around the world, including the best Mojito outside of Havana.

First Flight Brewery

First Flight Brewery, Formerly Kelly’s Caribbean Bar and Grill. is one of Key West’s most impressive and historic buildings. The birthplace of Pan American Airlines! In the main restaurant garden soaring trees arch and create a living canopy with sparkling and twinkling lights at night. First Flight is also home to the first micro-brewery in the key’s and home to the Southernmost Brewery in the USA! Don’t miss a visit to the famous Crash Bar. The second floor rooftop garden is the perfect spot for an intimate wedding reception, corporate party or and special event get-togethers. Catering & special event information is available at firstflightkw.com