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Happy Hour Bars

ViV Wine Bistro

Happy Hour BarsLocal Seafood

ViV Wine Bistro, Cellar & Wine Bar is a place that fosters comfort and respect for the Community, the Neighbors, Bahama Village, our Staff, and our Guests in Key West. ViV encourages conversation, not confrontation. As said Ray Campbell, "Till a point, we have to agree to disagree!" ViV accepts the only legal currency, but bartering is encouraged. What have you got? ViV Team takes pride in its products and efforts. Anyone can enlighten them on how they can improve their quality and service.
Old Town Mexican Cafe

Frozen CocktailsHappy Hour Bars

The Old Town Mexican Cafe is the home of Chef Gail Brockway’s award winning fresh take on the cuisine of the Southwest inspired by New Mexican foods of Sante Fe and authentic Mexican cuisine. If you’re looking for something extraordinary and an alternative to the typical Tex-Mex style of Mexican food, then look no further than the Old Town Mexican Cafe.
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.
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.
Matt's Stock Island Kitchen and Bar

American RestaurantsBreakfast

At Matt’s Stock Island Kitchen & Bar, the ingredients speak for themselves. It’s American Coastal Comfort Food—simple, comforting, and delicious in a way you’d never expect. Whether you bring in your own fresh catch for them to prepare or come in to order just a few dishes, you’ll want to try everything on the menu.
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!
Dante's Pool Bar & Restaurant

Cocktail BarsHappy Hour Bars

Dante's an Aquaholics Paradise! A crystal clear swimming pool warmed by its cascading waterfall, friendly servers bringing you ice cold tropical libations and tasty treats as you sun, swim, dance and party. Try our mouth-watering delights, Stone crabs, lobster, oysters and always the freshest local fish, transformed into tacos, po’ boys and platters. Join us for sporting events on 17 TV’s, sunset dinners and the keys most dangerous Happy Hour! It's all about the people, both local and visitor, and their love of two things; the water and a good party!
Schooner Wharf Bar

Happy Hour BarsLive Music

Coined the "Last Little Piece of Old Key West, " it is located in the heart of the Historic Seaport on the water. The Schooner Wharf offers you and your dog a great place to drink, eat and watch the beautiful tall ships come and go. Charles Kuralut called the Schooner Wharf, This must be the center of the universe.” Once you visit, you know why.
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.
Don's Place

Happy Hour Bars

Don’s Place, a ‘locals’ bar for tourists. Located at the corner of Truman and Grinnell 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.
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.
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.
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.
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.
Aqua Nightclub

Happy Hour BarsLounges

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.
Rick’s Entertainment Complex

Dive BarsHappy Hour Bars

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.
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!
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!