Location: Key West
Top Things to do in Key West
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Top 10 Nightlife in Key West, Florida (FL)
Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.
Restaurants in Key West
1. chester ruder
Overall Ratings
5.0 based on 27 reviews
I'm a boat captain in Key West with several boat options for fun afternoons or evenings. I have a large sailboat that goes out almost every evening, houseboats for group parties or overnight stays and several dinghies for daytime waterfront bar hopping and mangrove expirations. On Tripadvisor, I offer Dinghy Drinking Tours of Key West Waters.
2. Eat Drink Discover Key West
Overall Ratings
5.0 based on 147 reviews
The Ultimate Provider of Key West Mouthwatering Bucket List Foodie, Drink and Cultural Tours reveals a treasure trove of history as you walk through time reliving the stories of the piratical, historical and hysterical tales of Iconic Legends, Resident Ghosts and Island Lore as you indulge on delicious culinary influences and some Adult Beverages, prepared by the island's best Taste Makers. Our tours are a Food Tour, a Pub Crawl and a History Stroll all in one. The only tours in town with Piratude and Pageantry! You have to eat, you love to drink. Join one of our tours to discover the best of Key West.
3. Greene Street Cigar Company
Overall Ratings
5.0 based on 336 reviews
Greene Street Cigar & Cafe, is a Craft beer/Wine Bar located on the corner of Greene St & Simonton St in Key West, FL. We also have the only walk-in humidor in Key West. We carry the largest selection of Premium cigars, Craft beer on Draft, a great variety of Red & White Wine, Champagne and Port Wine.
Reviewed By Vtosto42
What an absolute find! Some friends and I were staying nearby on vacation and stopped in to pick up some cigars. Little did we know that we found our favorite spot in Key West! Not only was the staff helpful in making cigar suggestions, but Marisa and Sandra spent a lot of time to teach us how to play dominoes. Ended up coming back each day while we were down there to play dominoes and smoke some cigars. Highly recommend this spot!
4. Viv Wine Bistro
Overall Ratings
5.0 based on 81 reviews
ViV Wine Bistro in Key West is a specialized French Bistro for: a Bistro Menu, wine tastings and blind tastings - private parties, birthdays, - gift certificates and gift baskets with delicatessen products, - pairings with cheeses or charcuterie on boards, oysters, etc. - French and European wines, American real small batches of artisanal natural wines from California, Oregon, Chile, etc... This is (one of) the best wine bar in Key West, the original fine wines shop in town. You find us if you look for wine and spirits. You will find an amazing selection of natural wines, and the best cheeses in town from the Old and new world. We serve the cheeses with charcuterie, Bellota Iberico Ham, salami, pancetta, saucisson, pickles, olives, and homemade Jam...on a wood board. We provide a unique selection of organic and biodynamic wines. We deliver the cheese and charcuterie boards and any kind of gift basket for free in Key West and Stock Island.
Reviewed By giampaoloo684
A marvelous little French corner: the food menu is iper curated offering classical French dishes mixed with local produces. The cheeses are insane and the extended wine lists has gems from all around the world. Julie is the warmest host in Key West!
5. Comedy Key West
Overall Ratings
5.0 based on 52 reviews
Comedy Key West is the only comedy club in The Florida Keys. The closest club is in Cuba & they are not as funny as we are. Comedy Key West specializes in bringing national headliners every week. Join us in our intimate downtown Key West club as comedians from Comedy Central, Netflix, NBC, CBS & Comedy Festival Award Winners take the stage. Our headliners are used to playing in venues that hold thousands of guest. Our venue maxes out at 75 guests. Check our updated calendar at comedykeywest.com & swing into see our professional stand-up comedy shows every Thursday, Friday & Saturday.
Reviewed By judys49
We went to Comedy Key West the last night of our girls trip. It was a lot of fun, and we had some good laughs. The food was good too! A must see when you are at KW. We will be back! I even got to get a picture on stage.
6. Tipsy Rooster Liquor Store & Bar
Overall Ratings
5.0 based on 187 reviews
Reviewed By 422kathyp - Carmel, United States
Stopped at this excellent little bar/ liquor store after a day of sightseeing. Some of our group had their jalapeño infused margaritas (just right) and the rest had their hand shaken Pina Coladas....mmmmm good. Walking distance to the Southernmost Point and to Duval St. Friendly staff, good service, & excellent drinks.
7. Heroes Bar & Liberty Lounge
Overall Ratings
5.0 based on 64 reviews
Est 2019 Heroes Bar & Liberty Lounge is a cozy bar downstairs and a craft cocktail lounge upstairs located in a 100-year old building in the heart of the historic district of Old Town Key West. Now with gourmet sandwiches and local fish dip made right on-site!
Reviewed By joansW1614JO
Awesome bar. Great discounts for locals and military. Amazing happy hour 12-6 $3.00 well and domestics. The bartender morne' is awesome. You need to stop by especially on Sundays to see Michael Festa.
8. Capt. Tony's Saloon
Overall Ratings
4.5 based on 1,061 reviews
A popular Key West saloon which Hemingway is said to have frequented and used in his novels.
Reviewed By seasick36122018 - Coral Springs, United States
Capt. Tony’s is an fantastic look into Key West History. Tree growing right through the bar with live music and Delicious Rum Punch. Various business cards dollar bills and license plates from everywhere make up the decor. Definitely stop by this place if your in Key West.
9. 801 Bourbon Bar
Overall Ratings
4.5 based on 403 reviews
Gay bar, clothing optional gay leather bar, upstairs cabaret bar. Nightly drag shows featuring the World Famous 801 Girls at 9 and 11 PM. Karaoke every Sunday afternoon starting at 4 PM. Located at 801 Duval Street in Key West, Florida.
Reviewed By 942wrenl
The drag show is amazing! The performers are fun and engaging and Raquel is fiery as hell with her jokes and banter. I would *absolutely* go back to see them because they put on a good show. The audience, on the other hand, could benefit on a primer of what drag is, where it came from, and the etiquette of being an audience member at a drag show. I fear there are a lot of straight people coming in simply to gawk, who don’t get that the gay bar is *our* sacred space, a place we carved out where we could be safe from their leering and jeering. I get their want to be there, but they’re coming in like it’s theirs and for them rather than as guests baring witness to our miracles. Raquel did something awesome, pausing to answer questions from the audience, but I have a better idea. Don’t ask what they want to know. Instead, *tell* them what they *should* know. Doesn’t have to be political, and can come from a place of warmth and sincerity. Let them know we’re a people, that drag is our triumph over their world, a world that had no space for us. Also, Edumacate summa these fools on the difference between a trans woman and a drag queen. They come to our church, they’d better be ready for our sermons. ❤️ Kick some ass.
10. Aqua Nightclub
Overall Ratings
4.5 based on 657 reviews
Reviewed By carolpW843DJ - Liverpool, United Kingdom
we recently went down to florida keys for a couple of nights .. on a walk into the town we passed a bar very early in the evening and heard some great singing coming out of this place .. hardly anyone in due to the time but all enjoying themselves that were .. anyway a few drinks in and really getting in to the disney singing etc we stayed for the drag show .. amazing artists, atmosphere and everyone really having a great time .. had an absolute ball in this place .. thank you !!! .. not everyone's cup of tea I know but if you want to do something completely different this is the place ... get in there
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