Name: Martini Monday at Virgilios
Start: 2026-02-16T18:00:00-05:00
End: 2026-02-17T01:00:00-05:00

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

February 16 @ 4:00 pm - 7:30 pm

$69.95
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Glass Bottom Boat – Key West’s Window to the sea

February 16 @ 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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Dan Harvey Duo at Hog’s Breath Saloon

February 16 @ 4:30 pm - February 17 @ 8:30 pm

Experience the vibrant sounds of the Dan Harvey Duo at Hog's Breath Saloon in Key West's Mallory Square District. Renowned for their electrifying live performances,…

Free

Categories:
Concert Live Music Music Nightlife
Tags:
dive bar atmosphere Duo Performance Live Music local entertainment musical experience Outdoor Patio Pub Delights vibrant nightlife
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World Famous 801 Girls- 5pm Show

February 16 @ 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 16 @ 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 16 @ 5:00 pm - 8:00 pm

Experience the vibrant sounds of Jay Bangles at Tiki House Key West. Known for his infectious energy and captivating performances, this talented musician brings a…

Free

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

February 16 @ 5:00 pm - 8:00 pm

Scott Morlock captivates audiences at Hank's Hair of the Dog Saloon in Key West with his dynamic musical performances. Known for his engaging presence and…

Free

Categories:
Concert Live Music Music Musician Nightlife
Tags:
Dog Friendly Food Truck happy hour Live Music Musician nightlife Outdoor Venue VIP Seating
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Caribe of Key West at El Meson de Pepes on Mallory Square

February 16 @ 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 16 @ 5:30 pm - 8:30 pm

Experience the exhilarating performance of The 4 Amigos at Sunset Pier, where Duval Street meets the Gulf of Mexico. This vibrant band fills the air…

Free

Categories:
Concert Food & Drink Live Music Music Nightlife Waterfront Dining
Tags:
Band Caribbean cuisine dining experience entertainment Live Music Music Venues seafood restaurant Sunset Views tropical vibes waterfront dining
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Preacher Pete Presents at Sloppy Joe’s Bar

February 16 @ 5:30 pm - 9:30 pm

Experience the captivating performance of Key West legend Preacher Pete at Sloppy Joe's Bar. Known for his mesmerizing musical talent, Pete creates magical moments alongside…

Free

Categories:
Concert Jam Session Live Music Music Nightlife
Tags:
American Cuisine Cocktails entertainment Experience Fun Atmosphere Historic Landmark Live Music magic Musician People Watching
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NY Pauly at Irish Kevin’s Bar

February 16 @ 6:00 pm - 10:00 pm

Catch NY Pauly at Irish Kevin’s Bar in Key West's vibrant Old Town for an unforgettable musical experience. Known for his energetic performances and engaging…

Free

Categories:
Concert Live Music Music Nightlife Party
Tags:
Audience participation Bars comedy clubs Craft beers entertainment Live Music Lively Atmosphere Musician Pub grub
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Martini Monday at Virgilios

February 16 @ 6:00 pm - February 17 @ 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

February 2026