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.
Taste Key West one bite at a time on a 3-hour foodie walking tour, where local guides introduce you to six ‘mom and pop’ eateries in the Old Town historic district. Along the way, you’ll sample delicious Cuban & Caribbean cuisine, fresh seafood, tropical fruits, and of course, key lime pie! The walking tour route…
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.
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.
Located within the Key West Margaritaville Resort lies all of your dining needs. Ocean view and glorious sunsets await within Bistro 245 and our Sunset Deck restaurants. Our Bistro 245 offers casual dining inside or out with breathtaking reviews of the Key West Harbor. Open Daily from 7am-10pm. We have the best Sunday Bruch on the island!
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…
Located in a breathtaking Victorian Mansion the Grand Café 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 Café owner Maria Wevers and Grand Café 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.
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.
A locals and tourist favorite, Matt’s Stock Island specializes in American Coastal Comfort Food, serving only the freshest ingredients and sea-to-table fare. Enjoy an unforgettable culinary experience with unobstructed views of the state-of-the-art Stock Island Marina, outdoor fire pits, craft cocktails and daily happy hour specials. Free parking at the award-winning Perry Hotel. Open daily for Breakfast (8am-11am), Lunch (11am-2pm), Bar Bites (3pm-6pm), Happy Hour (6-8pm), and Dinner (6pm-10pm).
Wednesday’s Family Fried Chicken Night (6pm-10pm): southern fried chicken and 3 sides for only $15
Weekly Sunday Brunch (10:30am-2pm): 3 buffets (including raw bar), unlimited small plates, and unlimited bloody marys & mimosas
The Florida Keys extends an invitation to all families to enjoy the Conch Republic this September. During the month-long celebration your kids will be treated to free admission to attractions and tours, meals on the house and tons of other great perks throughout our island chain. With multiple offers and warm fall weather without the summer crowds or prices, big fun is in store for kids, with savings you’ll love.
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!
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
Located in the heart of Duval, Ben & Jerry’s is just steps away from Mallory Square and all of the action of Old Town Key West. Cones, pints, shakes, and sundaes… there’s something for every member of the family or ice cream connoisseur looking to satisfy their late night craving. With a menu full of trademark chunks and super premium ice cream, there’s no wrong choice to be made for euphoria!
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.
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.
Mellow Ventures Backcountry Outfitters featuring Mellow Cafe and Gastropub is located on the water at Garrison Bight in the heart of Key West, FL. They offer Eco-Tour Charters, Paddleboarding, Paddle Yoga, Paddle Retreats, Accommodations, Food, Libation, and Equipment Rentals.
Café Solé has captured the hearts and palates of locals and visitors lucky enough to discover this culinary gem off the beaten path since 1995. Chef John Correa, together with his wife Judy, combine his French mastery of sauces with fresh locally caught seafood. John has created a menu unlike any on the island, where every dish is bursting with indescribable flavors.
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
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