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Tipsy Rooster Liquor Store & Bar Key West
#1 of 74 Nightlife in Florida Keys
I love this little bar! Situated right next to the Southwinds Motel (which is also fabulous), this was the perfect spot to stop for a quick drink on our way out, and is also just steps away from the main pool deck...
We bellied up to the cozy and clean bar and there we met Robbie!! Robbie served us beautifully made drinks with a big smile and sparkling personality.
The Green Room Key West
#2 of 74 Nightlife in Florida Keys
Bonus points for the owner also being the owner of one of our favorite nightlife spots at home! Casual atmosphere in the heart of everything.
We stopped by the Green Room when we heard amazing live music from Duval Street- "Pops" made our anniversary with great conversation, awesome drinks and good laughs- our new favorite bar on Key West and we have lo...
Greene Street Cigar Company Key West
#3 of 74 Nightlife in Florida Keys
Well yes I love cigars and wine and beer and yes this comfortable little pub is first rate !! Cozy leather sofas, spacious bar seating, great a/c, amazing air filtration, and the Best happy hour on the island.
Katie, the bar tender, was knowledgable and super friendly!!
Key West Pub Crawl Tour Key West
#4 of 74 Nightlife in Florida Keys
We definitely would recommend doing this if you like nightlife and enjoying cocktails!
We were so lucky we had a fun group of people and the super Mario brothers in our group as well ! 5 bars in 2.5 hours and at each bar a Brian recommendation which was followed at each bar I highly recommend and wo...
2 Ways to experience it
The Rum Bar Key West
#5 of 74 Nightlife in Florida Keys
There are many nightlife and drinking options in Key West, but we liked this one in particular.
A rum bar as you would picture it in your dreams: - Great selection of rums - A good choice of your favorite rum cocktails - Barmen who know their business and can tell you all kind of stories about the rum - Very...
Sunset Pier Key West
#6 of 74 Nightlife in Florida Keys
great mojitos from street vendors or shoreline bars, plus art, musicians, jugglers and of course the legendary CatMan show! capped off by a spectacular sunset and view, you haven't experienced key west unless you'...
This bar is at the southernmost point of the continental United States, from here you can watch the most beautiful sunset over the bay, to a live band and a cocktail, fantastic!
3 Ways to experience it
The Porch - Craft Beer & Wine Bar Key West
#7 of 74 Nightlife in Florida Keys
If you love craft beers the selection is (almost) endless! the Bar tender learned about what we liked in beer and his suggestions and selections were spot on for our pallet.
Awesome bar, hidden gem!
1 Way to experience it
Flying Monkeys Key West
#8 of 74 Nightlife in Florida Keys
Flying Monkeys has a great relaxed atmosphere with friendly bar staff and a great range of frozen cocktails including some well selected blends of 2 other cocktails.
The BEST bar with the BEST drinks and the BEST service.
Little Room Jazz Club Key West
#9 of 74 Nightlife in Florida Keys
Little Room Jazz Club was exactly what we were hoping to find - intimate, dark and romantic - it's an embracing escape from the craziness of Duval Street.
Jenn gave us excellent, personable service from wine bar.
Green Parrot Bar Key West
#10 of 74 Nightlife in Florida Keys
I guarantee it will be original, awe inspiring, mesmerizing, and soon you too will be a devotee of this Green Parrot, the best bar in the world.
Great Old Bar, Great Music, Great Times
Aqua Nightclub Key West
#11 of 74 Nightlife in Florida Keys
In addition to the main show bar, Back Bar and Side Bar are also great, the former providing a little peace and quiet in a lovely outdoor setting, and the latter offering up an upscale, modern dance space.
The great bar staff and cocktailers are beyond efficient and even entertaining with jokes and stories.
801 Bourbon Bar Key West
#12 of 74 Nightlife in Florida Keys
Excellent place to hang out love the bartender Jessie is awesome Great bar and entertainment and fun fun fun
I had a great time at the 801 Bourbon Bar, Rachel the MC was awesome, funny and fun!
Capt. Tony's Saloon Key West
#13 of 74 Nightlife in Florida Keys
We were at this bar everyday on vacation, we could always get a seat, there is live music and the bartenders were super cool!! Oh the pirates punch, delicious and deadly lol can’t wait to go back!!!!
This is a MUST DO for anybody wanting to have a drink and a unique bar experience in one of the most historic bars in the U.S. Cheers Hem!
1 Way to experience it
Vinos on Duval Key West
#14 of 74 Nightlife in Florida Keys
Lovely wine bar with great choice of wine and fizz by the glass
Hubby and I walked up the steps to this little wine bar and totally loved it!
Keys Fisheries Bar Marathon
#15 of 74 Nightlife in Florida Keys
Loved this hole in the wall bar, we stopped on the way down to Key West and enjoyed some snow crabs, and oysters, as well as some oyster shooters, and some bloody marys :)
Meghan was our bar tender/waitress and she was so much fun and catered to us constantly.
Durty Harry's Key West
#16 of 74 Nightlife in Florida Keys
Awesome Bar, Awesome Band
Second visit to Key West and Durty Harry's has become one of our favorite bars.
Shots And Giggles Key West
#17 of 74 Nightlife in Florida Keys
We have been enjoying this bar for the last couple of years from our first visit they made us feel welcome it's a locals hangout but everyone from bartenders to the locals are great easy to talk to.
Short Walk but Big Difference From Duval St. Bars
The Bull And Whistle Bar Key West
#18 of 74 Nightlife in Florida Keys
There are many places that you can stop in for a beverage and live music along Duval Street, and the Bull and Whiskey Bar needs to be on you list!
This is a fun bar that almost anyone who walks in can enjoy!
ViV Wine Bistro Key West
#19 of 74 Nightlife in Florida Keys
This little wine bar on a side street couple blocks from the busy Duval, it will take you to the perfect mellow easy going vibe that you must need while you enjoying a glass of wine, location and staff make this p...
Everything from our wonderful bar tender Amanda, to the beautiful meat, cheese, and wine paring we did.
Smallest Bar Key West
#20 of 74 Nightlife in Florida Keys
Tommy is a phenomenal bar tender, funny conversationalist, and makes the BEST Rum Runner in and around Key West!
Very Unique Bar
Garden of Eden Key West
#21 of 74 Nightlife in Florida Keys
Great fun at a clothing optional bar... Loved it!
We are in our fortys and found this rooftop clothing optional bar to be a blast .
Sharkey's Pub & Galley Restaurant Key Largo
#22 of 74 Nightlife in Florida Keys
They have inside seating with a bar and pool tables, or sit by the dock.
This place has an upstairs dining area and bar w air con and the lower level bar has outside seating and inside seating w pool tables.
Cork and Stogie Key West
#23 of 74 Nightlife in Florida Keys
Great little cigar lounge and bar with all types of beers.
Great craft beer, wine, and cigar bar with local feel.
Coconuts Bar & Liquor Store Big Pine Key
#24 of 74 Nightlife in Florida Keys
Wonderful people, wonderful local bar.
I love stopping at dive bars and this was a great one to stop at.
BottleCap & Blue Room Key West Key West
#25 of 74 Nightlife in Florida Keys
great bar on the south side of town that rocks late in the night..ca couple different bars and you can purchase food too!
This funky little place is a true neighborhood bar frequented by locals; far off the beaten path from Duval Street.
Tiki House Key West
#26 of 74 Nightlife in Florida Keys
What makes a good Tiki bar? Tiki-tacky decor, great bar tender, great prices (happy hour!) and of course a GREAT Tiki drink.
This bar had an awesome rum selection and was conveniently across from Amigos, where we had great tacos.
1 Way to experience it
Bourbon Street Pub Key West
#27 of 74 Nightlife in Florida Keys
We recently visited Key West and nightly visited Bourbon Street Pub and met an outstanding bartender Brad (mainly bartended the back bar) he made the experience fun and memorable with exemplary service!
I've partied at gay bars in Las Vegas, Texas, Los Angeles, New Jersey (just to mention a few)---This one is my favorite Jason and David and Kai are friendly and fun (bartenders).
Hard Rock Cafe Key West
#28 of 74 Nightlife in Florida Keys
2 Ways to experience it
Tattoos & Scars Saloon Key West
#29 of 74 Nightlife in Florida Keys
Great Bar!! Fantastic service!
Clean bar, good beer and great service.
Kelly's Caribbean Bar, Grill and Brewery Key West
#30 of 74 Nightlife in Florida Keys