Rams Head Southernmost
American Restaurants • Brunch
Rams Head was founded in Annapolis, Maryland and has been family owned and operated since 1989. With roots in Key West, Rams Head is proud to be part of the local community and is committed to providing the best in Food, Fun, and Beer.
Rams Head was founded in Annapolis, Maryland and has been family owned and operated since 1989. With roots in Key West, Rams Head is proud to be part of the local community and is committed to providing the best in Food, Fun, and Beer.
Irish Kevin’s
Live Music
This is the place for great friends and ice cold Guinness! From intimate business deals and family celebrations, Irish Kevin’s is a rustic second home to all its guests. With a high standard of hospitality and knowledgeable servers, it’s easy to kick-back, relax, and enjoy the delicious authentic Irish cuisine and the incredible set of live entertainment each night.
This is the place for great friends and ice cold Guinness! From intimate business deals and family celebrations, Irish Kevin’s is a rustic second home to all its guests. With a high standard of hospitality and knowledgeable servers, it’s easy to kick-back, relax, and enjoy the delicious authentic Irish cuisine and the incredible set of live entertainment each night.
Sloppy Joes
Craft Beer • Live Music
As one of Key West’s most iconic locations and the favorite watering hole of Ernest Hemingway, Sloppy Joe’s boasts visitors from all over the world who come to enjoy their favorite beverage, true Key West atmosphere, and high quality cuisine. There’s always a party in the main bar and Joe’s Tap Room sports a large variety of crafted and specialty beers. Live musical entertainment begins at 12 in the afternoon and rocks until 2:00 a.m.!
As one of Key West’s most iconic locations and the favorite watering hole of Ernest Hemingway, Sloppy Joe’s boasts visitors from all over the world who come to enjoy their favorite beverage, true Key West atmosphere, and high quality cuisine. There’s always a party in the main bar and Joe’s Tap Room sports a large variety of crafted and specialty beers. Live musical entertainment begins at 12 in the afternoon and rocks until 2:00 a.m.!
Bar 1
Join us at Bar 1 for a casual drink with friends or a hands-on craft cocktail class. Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting.
Join us at Bar 1 for a casual drink with friends or a hands-on craft cocktail class. Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting.
El Meson de Pepe
Caribbean Restaurants • Cuban Restaurants
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.
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.
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.
Rick’s Entertainment Complex
Dive Bars • Happy 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.
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.
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.
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.
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!
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.
The Chart Room
Dive Bars • Happy 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.
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.
22&Co
Cocktail Bars
22&Co in old town Key West features fresh cocktails, fun bartenders, tutus, flamingos, and unicorns. Need we say more?
22&Co in old town Key West features fresh cocktails, fun bartenders, tutus, flamingos, and unicorns. Need we say more?
Salty Frog's Bar & Grill
Salty Frog's is a laid-back beach bar and grill offering great food, friendly service and southern hospitality. Experience the perfect blend of coastal charm and midwestern warmth. From delicious food to a welcoming atmosphere, Salty Frog's is your go-to spot for a good time in the Florida Keys.
Salty Frog's is a laid-back beach bar and grill offering great food, friendly service and southern hospitality. Experience the perfect blend of coastal charm and midwestern warmth. From delicious food to a welcoming atmosphere, Salty Frog's is your go-to spot for a good time in the Florida Keys.
Shots and Giggles
Craft Beer • Wine Bars
Shots and Giggles is a local's favorite bar in Key West, FL. Nestled next to Tattoos & Scars Saloon right off of Greene St., Shots and Giggles is known for its relaxed atmosphere, cold drinks, and always having the game on any of their 5 TVs.
Shots and Giggles is a local's favorite bar in Key West, FL. Nestled next to Tattoos & Scars Saloon right off of Greene St., Shots and Giggles is known for its relaxed atmosphere, cold drinks, and always having the game on any of their 5 TVs.
Bearded Lady
Craft Beer • Wine Bars
The Bearded Lady offers a selection of 40 different beers, both domestic and import. They even have local brews on tap! Enjoy good beer right off of Duval Street.
The Bearded Lady offers a selection of 40 different beers, both domestic and import. They even have local brews on tap! Enjoy good beer right off of Duval Street.
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!
Tipsy Rooster Liquor Store & Bar
Cocktail Bars
Drink Now….Its cocktail time all the time in Key West! Enjoy specialty cocktails made with house-infused liquors and a pizza while relaxing in the sand. Or you can stop by the liquor store and buy the perfect ingredients to make your own Key West cocktail.
Drink Now….Its cocktail time all the time in Key West! Enjoy specialty cocktails made with house-infused liquors and a pizza while relaxing in the sand. Or you can stop by the liquor store and buy the perfect ingredients to make your own Key West cocktail.
Old Town Tavern & Beer Garden
Burgers • Craft Beer
The lively bar where you can mingle with the locals. Air conditioned, smoke free, indoor high tables or cozy benches? Outdoors in the Beer Garden against the rail to watch the comings and goings of Duval Street or at a garden table? They are also pet friendly!
The lively bar where you can mingle with the locals. Air conditioned, smoke free, indoor high tables or cozy benches? Outdoors in the Beer Garden against the rail to watch the comings and goings of Duval Street or at a garden table? They are also pet friendly!
Sunset Pier
Cocktail Bars • Outdoor Seating
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.
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.
Island Dogs Bar
Burgers • Craft Beer
Island Dog welcomes both locals and tourist for a laid back experience, with affordable drink and delicious food. Come and enjoy live music every weekend!
Island Dog welcomes both locals and tourist for a laid back experience, with affordable drink and delicious food. Come and enjoy live music every weekend!
Schooner Wharf Bar
Dive Bars • Happy Hour Bars
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.
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.
Point5 Lounge at Nine One Five
Cocktail Bars • Lounges
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 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.
Fat Tuesday
Frozen Cocktails • Happy 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.
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.
430 Duval
Caribbean Restaurants • Local Seafood
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! 430 Lounge bar is open from 12PM to 11PM daily, with an enticing happy hour starting at 4:30PM, their bar mixologists offer refreshing signature 430 Duval cocktails! Their Sleek Lounge area seats small and large parties or you can cozy up at the grand bar.
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! 430 Lounge bar is open from 12PM to 11PM daily, with an enticing happy hour starting at 4:30PM, their bar mixologists offer refreshing signature 430 Duval cocktails! Their Sleek Lounge area seats small and large parties or you can cozy up at the grand bar.
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!
Heroes Bar & Liberty Lounge
Craft Beer • Wine Bars
Heroes Bar & Liberty Lounge sits in a 100-year-old building in historic Old Town Key West — just a half a block from Duval Street. Come here for live music, great drinks and a relaxed atmosphere. Serving those who serve — military, first responders, teachers, medical professionals and more receive a 20% heroes discount!
Heroes Bar & Liberty Lounge sits in a 100-year-old building in historic Old Town Key West — just a half a block from Duval Street. Come here for live music, great drinks and a relaxed atmosphere. Serving those who serve — military, first responders, teachers, medical professionals and more receive a 20% heroes discount!
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.
The Green Parrot
Dive Bars • Live Music
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.
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.
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.
Flying Monkeys Saloon
Frozen Cocktails
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.
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.