Name: Joe The Show at Schooner Wharf Bar
Start: 2026-02-23T18:30:00-05:00
End: 2026-02-23T22:30:00-05:00

February 2026
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Glass Bottom Boat Cruise – Key West’s Window to the Sea

February 23 @ 4:00 pm - 7:30 pm

Experience an unforgettable journey with Glass Bottom Boat - Key West's Window to the Sea. With an engaging and knowledgeable captain and crew, embark on…

$69.95

Categories:
Boat Tour Eco Tour Scenic & Nature Tours & Experiences Water-Based Tours Wildlife Tour
Tags:
aquatic adventure coral reef eco-tour glass bottom jet skiing marine eco-system marine life parasailing Snorkeling tropical paradise underwater vistas window to the sea
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Mark Teague & Rick Fusco at Hog’s Breath Saloon

February 23 @ 4:30 pm - February 24 @ 8:30 pm

Experience the vibrant energy of Mark Teague and Rick Fusco at Hog's Breath Saloon in Key West's Mallory Square District. With their dynamic live music…

Free

Categories:
Concert Food & Drink Live Music Music Nightlife
Tags:
Dive Bar Food and Drink Live Music Musician Outdoor Patio Pub Restaurant
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World Famous 801 Girls- 5pm Show

February 23 @ 5:00 pm - 6:30 pm

The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…

Categories:
Arts & Performance Cabaret Dance Performance Drag Show Entertainment LGBT Friendly Nightlife
Tags:
Bachelorette Party Cabaret Drag Show entertainment LGBT Friendly nightlife
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Glow Hours on Hugh’s View

February 23 @ 5:00 pm - 7:00 pm

Experience captivating performances at Glow Hours on Hugh's View, perched atop the vibrant Studios of Key West. Set against the stunning backdrop of Key West's…

Categories:
Art Festival Arts & Performance Community Event Exhibit Gallery Show Live Performances
Tags:
art events art exhibits artist residencies arts culture community events contemporary art creative community cultural events Live Performances performing arts theater productions
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Jay Bangles at Tiki House Key West

February 23 @ 5:00 pm - 8:00 pm

Experience the captivating sounds of musician Jay Bangles at Tiki House Key West. Known for his dynamic performances and infectious energy, Jay delivers an unforgettable…

Free

Categories:
Concert Live Music Music Nightlife
Tags:
concert entertainment Live Music Musician Performance
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Scott Morlock at Hank’s Hair of the Dog Saloon

February 23 @ 5:00 pm - 8:00 pm

Scott Morlock electrifies Hank's Hair of the Dog Saloon with his dynamic musical talent. A must-see performer, Scott keeps the vibrant Key West nightlife alive…

Free

Categories:
Concert Dog Friendly Food & Drink Live Music Music Nightlife
Tags:
Dog Friendly Food Truck happy hour Live Music Musician nightlife Outdoor Venue
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Sunset Celebration at Mallory Square

February 23 @ 5:00 pm - 9:00 pm

The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…

Free

Categories:
Arts & Performance Live Music Outdoor Adventure Street Fair
Tags:
Attractions entertainment food vendors historic waterfront Live Music local artists public spaces street performers sunset celebration Waterfront
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Caribe of Key West at El Meson de Pepes on Mallory Square

February 23 @ 5:00 pm - 9:00 pm

Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…

Categories:
Concert Cultural Festival Food & Drink Live Music Music Outdoor Seating
Tags:
Attractions authentic dishes Cuban Influence family-owned Food and Drink historical building Live Music mojito outdoor seating sunset celebration
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The 4 Amigos at Sunset Pier

February 23 @ 5:30 pm - 8:30 pm

Experience an unforgettable evening with The 4 Amigos at Sunset Pier, where their lively tunes and infectious energy create a captivating atmosphere. Set against the…

Free

Categories:
Concert Live Music Music Nightlife Party Social Mixer
Tags:
Band Caribbean cuisine entertainment Live Music seafood restaurant Sunset Views tropical drinks waterfront dining
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Preacher Pete Presents at Sloppy Joe’s Bar

February 23 @ 5:30 pm - 9:30 pm

Join the legendary Preacher Pete at Sloppy Joe's Bar, where his enchanting musical prowess creates an unforgettable experience. Known for his captivating performances, Pete, alongside…

Free

Categories:
Concert Entertainment Jam Session Live Music Music Nightlife
Tags:
American Cuisine Captivate Cocktails entertainment Experience Live Music magic Musician Performance
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Martini Monday at Virgilios

February 23 @ 6:00 pm - February 24 @ 1:00 am

Experience Martini Monday at Virgilio's, where the talented musician Jay Klein captivates the crowd with his live performances. Set in Key West's premier martini bar,…

Free

Categories:
Cocktail Event Live Music Nightlife Nightlife & Social Party
Tags:
cocktail lounge Italian cuisine late night menu Live Music Martini Monday outdoor dancing
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Joe The Show at Schooner Wharf Bar

February 23 @ 6:30 pm - 10:30 pm

Experience the vibrant tunes of Joe The Show at Schooner Wharf Bar, Key West's iconic seaport venue. Known for captivating performances that resonate with both…

Free

Categories:
Concert Happy Hour Live Music Music Nightlife
Tags:
entertainment happy hour island cuisine laid back Live Music Musician open air seafood Waterfront

February 2026