We promise you’re never going to run out of things to do in Key West at night! While relaxing by the ocean in the sunshine is probably the first thing that comes to mind when you think of the Florida Keys, the truth is that the moonlight brings an even deeper sense of magic.
Nighttime activities in Key West include live music, dancing at fun local clubs, and so much more! Don’t worry if hanging out at nightlife spots isn’t your thing. Nature lovers and soul searchers will also find plenty of amazing things to do at night in Key West!
A tour we think you'll love
1) Go Night Kayaking
Experience the secrets of the sea after dark in an LED-illuminated glass-bottom kayak! Yes, the colorful, rambunctious marine life around you will be visible as you paddle along on calm waters under the care of an expert local guide. People who have enjoyed this experience compare it to kayaking inside an aquarium!
When you book this unforgettable experience with Night Kayak Key West, our guides will lead you to the best viewing spots. Here’s what you can expect:
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Watch as your LED kayak illuminates the crystal-clear water all around you to reveal marine life busily moving in the ocean!
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Enjoy a journey through mangrove tunnels that are sheltered from the wind.
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Pass through mangrove island rookies where herons and pelicans live.
Go deeper than a sunset cruise could ever bring you by hitting the water once the moon is up! We provide all of the gear you need for this adventure! Simply book your after-dark kayak adventure with us today!
2) See A Show At The Key West Theater
This acclaimed performing arts theater on Eaton Street is the go-to spot for concerts, comedy acts, and theatrical productions on the island. Key West Theater is a 278-seat theater with cocktail service and VIP seating.
While it’s the best place to see the hottest acts of today in the Florida Keys, the venue has actually been standing since 1848. Check the official box office online to snag tickets for a show while you’re in town.
Pro Tip: For the best experience at the Key West Theater, arrive early to enjoy a pre-show cocktail and snag the best seats. VIP seating offers an extra touch of comfort and an unbeatable view of the stage!
3) Go Out For Dessert
Get your sweet tooth satisfied with some of Key West’s famous decadent desserts. You probably already know we’re talking about Key Lime Pie. Made with special “tiny” limes, this slightly sweet, slightly tart dessert is practically inescapable when you’re dining out on the island.
You can also find a good dessert only restaurant on the island offering more varied menus with sweets for everyone from pie lovers to chocolate fanatics. Here’s the rundown:
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Kermit’s Key West Key Lime Shoppe
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Key West Key Lime Pie Company
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Key Lime Pie Bakery
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Kilwins Chocolate And Ice Cream Shop
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Mattheessen’s
Pro Tip: Pair your dessert with a cup of the signature Cuban coffee that’s served in Key West for an extra special treat!
4) Bring On The Chills With A Key West Ghost Tour
Curious to discover what kinds of spirits lurk in Old Town Key West? Many people don’t know that this corner of the Keys is actually thought to be one of the most haunted places in America! Of course, residents are all too familiar with eerie legends tied to the island’s long history of shipwrecks, tragedies, and boundless lust for treasure that has caused some to do unthinkable things.
The list of the most haunted places in Key West includes:
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The Audubon House On Whitehead Street – Many claim that the original owner of the home is often seen looking on from the balcony or pacing the gardens.
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Marrero’s Guest Mansion – This 1889 Victorian estate went from dream home to tragedy following the untimely death of its owner.
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Fort Zachary Taylor – The eerie sightings here are attributed to the thousands of deaths that occurred due to historic yellow fever and diphtheria outbreaks.
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St. Paul’s Episcopal Church Graveyard – The church beside the graveyard has burned down twice under bizarre circumstances.
Pro Tip: Wear comfortable shoes and bring a flashlight for your ghost tour. It will make navigating the spooky spots easier and add to the eerie atmosphere!
5) Experience The Nightly Sunset Celebration At Mallory Square
See the same setting sun that was witnessed by Ernest Hemingway, Tennessee Williams, Mark Twain, and many more right here in Mallory Square! Offering a stunning view from Old Town’s waterfront on the northern end of Duval Street, Mallory Square often attracts thousands of people per evening.
They come to enjoy the great local food vendors, live music from local musicians, and colorful sunsets that have been keeping the sunset celebration going strong for decades.
Pro Tip: The sunset celebration kicks off about an hour before sunset. Pick up some conch fritters and enjoy some street performers in a festive atmosphere as the sun sets!
6) Party At The Green Parrot On Whitehead Street
There’s no place like the green parrot when you’re in the mood for great music and drinks in Key West! This little watering hole in paradise has been part of Key West since 1890. Patrons can enjoy live bands, games, and fun theme nights throughout the week.
With its laid-back vibe and friendly crowd, the Green Parrot is the perfect spot to unwind and soak up the local culture. Don’t forget to try their signature cocktails for a true taste of Key West!
Plus, the quirky decor and lively atmosphere make it a must-visit spot for both locals and tourists alike. Whether you’re dancing to the music or just people-watching, you’re sure to have a memorable night.
7) Catch A Flick At Tropic Cinema
This retro-style cinema on Eaton Street is a three-screen multiplex with cutting-edge digital projection. The Tropic Cinema marquee offers a mix of mainstream and independent titles. Patrons can enjoy plush seating and vintage-era neon accents.
You can even grab a drink while you watch your movie. Just head over to the Stanley and Judith Zabar concession area for wine or beer. There’s also a great popcorn selection!
In addition to the fantastic movie experience, Tropic Cinema often hosts special events, including film festivals and Q&A sessions with filmmakers. The cozy, intimate setting makes it a perfect spot for a relaxed evening out. Whether you’re a film buff or just looking for a unique night out, Tropic Cinema is sure to impress.
8) Enjoy Famous Key West Pink Shrimp At The Island’s Best Restaurants
If you’re a seafood lover, you have to try the world-famous Key West pink shrimp while you’re here! Caught in the Gulf of Mexico, this delicacy has a sweet, mild, and shrimp-like taste. You’ll find it on the menus at these popular restaurants:
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Blue Heaven (729 Thomas Street)
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The Stoned Crab (3101 North Roosevelt Boulevard)
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Conch Republic Seafood Company (631 Greene Street)
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Red Shoe Island Bistro (411 Petronia Street)
In addition to pink shrimp, the Florida Keys are famous for fresh grouper and snapper. Conch fritters and spiny lobster are also must-try menu items when visiting the Keys!
9) Enjoy Dancing To The Music In Key West
We couldn’t end this list of Key West nightlife suggestions without sharing fun places to dance the warm night away to the beats of pulse-pounding music! If you’re partying here for the first time, Duval Street is considered the epicenter of the action.
Duval runs from the Atlantic Ocean to the Gulf of Mexico. The fun spills over onto Whitehead, Angela, and other surrounding streets. Here’s a look at the best places for a fun evening out on the dance floor:
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Aqua Bar and Nightclub (711 Duval Street)
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Durty Harry’s (202-208 Duval Street)
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Rick’s Upstairs (202 Duval Street)
Local dance clubs generally offer a mix of live music and DJs. With themes and lineups changing so frequently, you should check each club’s website ahead of time to plan your evenings.
Plan An Unforgettable Evening Under The Stars – Book Your Key West Night Kayaking Experience
Warm temperatures and clear skies make Key West a great place to experience a sunset cruise or night kayaking in an LED-illuminated kayak! Once the sun sets, your tour guide will take you through enchanted mangroves under starlight to watch marline life through your glass bottom.
Booking this once-in-a-lifetime experience is so easy! We give you the option to paddle along or partner up with a companion in a two-person kayak. We can’t wait to show you the nocturnal creatures that come out after sunset! Book an unforgettable experience with us today!
