top of page
IMG_1981 (1).JPG

Eight Famous Bars.

One Awesome Night.

Located on the 200 block of the world famous Duval Street the Rick's & Durty Harry's Entertainment Complex is the largest drinking establishment in the Florida Keys.


Where it all began. Rick's Downstairs, also known as the Karaoke Bar, was the first of our eight venues. Enjoy live music while sipping a cold beverage during the day. Live out your Rockstar dreams at night. We have karaoke 7 nights a week starting at midnight


The second acquisition of what would become the Rick's & Durty Harry's Entertainment Complex. Home to some of the island's most talented musicians, you can catch live music in Durty Harry's 7 nights a week. With 15 tv's set through out the bar and our 10ft big screen you can watch your favorite sports event while enjoying tasty cocktails, cold beer, and good music.



Pull up a stool at the hand carved wooden bar shaded by a giant Monkey Pistol tree and enjoy the most refreshing drinks in Key West! Along with bottled beers and classic cocktails, Rick’s Tree Bar’s mixologists blend premium liquors with fresh juices they squeeze by hand right at the bar. The Tree Bar’s Bloody Mary’s are famous among locals and tourists alike, namely for their perfect balance of spice, tang, and spirits all made to order from scratch. Come grab a seat, and watch the world walk by on the famed Duval Street while you sip on your favorite cocktail. This bar will quickly become your favorite spot on the strip!


Offering a fusion of high energy and chill atmosphere, Rick's Upstairs is the place to see and be seen. Sip on a cocktail while sitting on our balcony overlooking the world famous Duval Street or dance the night away on the Florida Keys biggest dancefloor. With FIVE bars, a state of the art laser and light show, and a DJ spinning today's hottest hits Rick's Upstairs has something for everyone!



Want to get away from the crowd? The Crow's Nest, located in Durty Harry's, is tucked away from it all. Don't worry, you can still watch The Durtbags playing from the balcony overlooking the Durty Harry's stage.



These island nights are known to get steamy. Cool down with a frozen treat from our frozen daquiri bar. The Mardi Gras bar has a wide selection of liquor and beer along with a great view of the Durty Harry's courtyard.


Sneak away to a quiet corner of Rick's Upstairs and discover what is sure to be your favorite cool down spot. The Loft offers a touch of sophistication to the Rick's & Durty Harry's Entertainment Complex. Cool marble floors, soft leather couches, and cold a/c will keep you coming back. Have a special event coming up? The Loft is the perfect location for a private party! For inquiries please email

bottom of page