The Bull and Whistle Bar
Happy Hour Bars • Live 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.
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.
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!
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!
Hurricane Hole
American Restaurants • Burgers
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.
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.
Waterfront Brewery
American Restaurants • Burgers
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!
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!
Little Room Jazz Club
Cocktail Bars • Live Music
Little Room Jazz Club is an intimate jazz venue offering live performances multiple nights each week. Known for its cozy atmosphere, craft cocktails and small plates inspired by American soul food, this club is a go-to spot for jazz lovers and anyone seeking a relaxed, music-filled night in Key West.
Little Room Jazz Club is an intimate jazz venue offering live performances multiple nights each week. Known for its cozy atmosphere, craft cocktails and small plates inspired by American soul food, this club is a go-to spot for jazz lovers and anyone seeking a relaxed, music-filled night in Key West.
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.
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.
The Roost
Cocktail Bars • Craft Beer
The Roost is your friendly neighborhood liquor store and bar with classic craft cocktails, fine wine, and small bites located just steps from Duval Street in Old Town Key West. They offer something for everyone such as delicious small plates of smoked salmon, caviar service, and more… along with an extensive liquor store!
The Roost is your friendly neighborhood liquor store and bar with classic craft cocktails, fine wine, and small bites located just steps from Duval Street in Old Town Key West. They offer something for everyone such as delicious small plates of smoked salmon, caviar service, and more… along with an extensive liquor store!
Conch Republic Seafood Company
American Restaurants • Burgers
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!
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!
Berlin's Martini and Cigar Bar
Cocktail Bars • Tapas
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.
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.
Hogfish Bar and Grill
American Restaurants • Caribbean
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.
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.
Louie's Upper Deck
American Restaurants • Caribbean Restaurants
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.
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.
Hog’s Breath Saloon
American Restaurants • Craft Beer
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!
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!
