Top 10 Rooftop Bars In Key West, Florida - Updated 2021

rooftop bars in key west

An island city in the US state of Florida, Key West is the archipelago. Renowned for its conch-style residences, pastel-hued houses, and cruise-ship stop, Key West is easily accessible from the mainland of Florida. It is a popular destination for snorkeling, scuba diving, and other water sport activities because of its stunning beaches and coral reefs. Other than this, there are plenty of landmarks one can check out on their visit here. Some of them are The Ernest Hemingway Home and Museum, Mallory Square, Fort Zachary Taylor, and Duval Street among others. For accommodation options, choose among the best beachfront hotels and family resorts in the area. And after exploring, if you want to grab good food with craft drinks and great views, hop into any of the best rooftop bars in Key West, Florida, for a fun day out.

1. The Bull and Whistle Bar

Editor's Note: Photo taken from the establishment's official social account

This is a good place," he said. "There's a lot of liquor," I agree. Gerd Rube takes the stage tonight, 8pm till 12! Soup de jour : Jack and Coke!

Posted by Bull and Whistle on Thursday, November 12, 2020

For an authentic and old-school bar experience in the beautiful Key West, head over to The Bull and Whistle Bar and its open-air seating area. This well-loved pub is popular not only with tourists but also with locals. This rooftop restaurant in the city oftentimes hosts holiday celebrations to bring the community together. If you are looking to spend a laid-back night with your friends in some of the best spots of Key West, you have to give The Bull and Whistle Bar a try.

The Bull and Whistle Bar

Address: 224 Duval St, Key West, FL 33040, United States

Website: The Bull and Whistle Bar

Opening hours: 10am - 3am (daily)

2. Scotty's Front Street Stage

Editor's Note: Photo taken from the establishment's official social account

Our rooftop deck is being opened this Friday at 4p!!! Come join us for some live acoustic music and to experience one of the nicest rooftop spaces on the island

Posted by Scotty’s Front Street Stage on Wednesday, January 27, 2021

Being serenaded by music while you enjoy hearty meals is one of the best experiences we can have. When in Key West, be surrounded by world-class music when you dine at Scotty’s Front Street Stage. This rooftop restaurant takes pride in its great passion for music and happy times. Their menu range from the good ol’ juicy burgers to delectable seafood that will have you coming back for more. To top all that, treat yourself to some delightful cocktails as you watch the sunset from the roof deck here at Scotty’s.

Scotty's Front Street Stage

Address: 528 Front St, Key West, FL 33040, United States

Website: Scotty’s Front Street Stage

Opening hours: 11am - 1am (daily)

3. Halo Rooftop Lounge

Editor's Note: Photo taken from the establishment's official social account

Posted by Halo Rooftop Lounge on Monday, July 1, 2019

Halo Rooftop Lounge on Duval Street is where you want to go for a laid-back hangout with your friends or loved ones. The lounge, occasionally, would feature live performers that will make the night even more special. Explore the waters of Key West during the day, and once the sun sets, it’s high time to have refreshments at the restaurant. Swap stories and share laughs with your group as you fill up with handcrafted cocktails, all while taking in the charming views of one of the hippest areas in Key West.

Halo Rooftop Lounge

Address: 326 Duval Street, Key West, FL 33040

Website: Halo Rooftop Lounge

Opening hours: Fri - Sun: 4pm - 10pm (closed on Mon - Thu)

4. Rooftop Cafe

Perched above the Malroy Square’s chaos is Rooftop Cafe. This elegant, spacious, and airy rooftop bar is renowned for its deck, as well as people watching from up above. While here, you can try out the American classic fares with a modern twist that is loved by all the patrons. And to accompany your meal, try out the fresh craft cocktails and other drinks that are perfect for any weather.

Rooftop Cafe

Address: 308 Front St, Key West, FL 33040, United States

Website: Rooftop Cafe

Opening hours: 11am - 4pm, 5:30pm - 10pm (daily)

5. Garden of Eden

Aptly named Garden of Eden in Key West, Florida, this rooftop bar is the only clothing-optional bar in the city. No matter whether the guests show skin or not, you will still get to see topless bartenders serving you your favorite drinks that are not-so-affordable. This rooftop bar features tropical plants all over, and also a handful of dirty dancers doing their thing. And on a Sunday, it is quite a common sight for patrons sunbathing nude on the lounge chairs.

Garden of Eden

Address: 224 Duval St, Key West, FL 33040, United States

Website: Garden of Eden

Opening hours: 12pm - 4am (daily)

6. Schooner Wharf Bar

Situated in the historic harbor of Key West, this open-air hangout spot still exudes the “old Key West” vibes unlike the other rooftop bars in the city. Schooner Wharf Bar, one of the best outdoor bars in Key West, organizes daily live music, while people drink up, eat up, and enjoy the views. Along with this, the bar is also pet-friendly so the pooches can also have a good time with you. Try some of the specialty drinks like mango daiquiris, rumrunners, and more. Also, keep a lookout on their calendar for the theme-night events, and many other fun shows.

Schooner Wharf Bar

Address: 202 William St, Key West, FL 33040, United States

Website: Schooner Wharf Bar

Opening hours: 7am - 2am (daily)

7. Turtle Kraals

If you want to get your hands on some of the best seafood, along with great drinks and entertainment, then you must pay a visit to the Turtle Kraals. Nestled in the center of the historic seaport of Key West, this bar comes with an upstairs patio, along with an organized turtle race event on Friday nights. You can make full use of the food and drinks menu on the rooftop deck, as you enjoy the post-card worthy views, which is one of the best in Key West Historic Seaport.

Turtle Kraals

Address: 231 Margaret St, Key West, FL 33040, United States

Website: Turtle Kraals

Opening hours: 11am - 10pm (daily)

Other options

8. Green Parrot Bar

Established in 1890, Green Parrot Bar has been a local favorite, especially from the submarine sailors during WWII. Back in the days, this bar was known as Brown Derby Bar. This watering hole has legendary stories and food, drinks, and music that are amazing. On weekends, the bar hosts live music. If you are in for the live music scene or not, this bar is a perfect place to chill and relax with locals and your friends.

Green Parrot Bar

Address: 601 Whitehead St, Key West, FL 33040, United States

Website: Green Parrot Bar

Opening hours: 10am - 4am (daily)

9. Sloppy Joe's Bar

Once a favorite hangout spot for Ernest Hemingway, Sloppy Joe’s Bar is a beach bar nestled between streets of Duval and Greene. Established in 1933, the bar, Sloppy Joe’s was named by Ernest Hemingway himself. Sloppy Joe’s is famous for its sandwiches - so much so that Original Sloppy Joe Sandwich has become famous around the world. Try the Sloppy Rita, local rum sledgehammer, Sloppy mojito, and many other Sloppy drinks while here. You can also get craft beers and wine if you are not into Sloppy’s.

Sloppy Joe's Bar

Address: 201 Duval St, Key West, FL 33040, United States

Website: Sloppy Joe’s Bar

Opening hours: Mon - Sat: 9am - 4am; Sun: 12pm - 4am

10. Capt. Tony's Saloon

Thinking of my favorite bar today.

Posted by Josepd Kevin on Tuesday, 20 August 2019

Ever wanted to check out and drink at a haunted beach bar? This bar right here, Capt. Tony’s Saloon is your ticket to do so. History reveals that around 17 pirates were hung in the hanging tree that grows through the roof of the bar. So, don’t be surprised if you catch a glimpse of Papa Hemingway hanging out at this bar getting his go-to drink. Other than all the cool haunting stories, Capt. Tony’s Saloon used to be frequented by renowned names including Jimmy Buffet, Truman Capote, Tennessee Williams, and Shel Silverstein. Now, the bar is known for hosting many festive-themed night events.

Capt. Tony's Saloon

Address: 428 Greene St, Key West, FL 33040, United States

Website: Capt. Tony’s Saloon

Opening hours: 10am - 2am (daily)

Enjoy the best views of Key West from the rooftop bars

Rooftop Bars In Key West, Florida
Source: Pixabay

Other than checking out the amazing attractions of Key West, the second-best way to enjoy the city’s beauty is from the rooftop bars and restaurants. So, head to any of these rooftop bars to spend a fun evening.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Born in Mumbai and brought up in Bangalore, India, Aarti is a full-time freelance writer by profession. She is a lover of everything the ‘blue dot’ offers—world cultures, off-the-beaten tracks,...Read more

 Want to contribute as a Local Expert?
Explore Key West
Good things are meant to be shared!