Name: Caribe of Key West at El Meson de Pepes on Mallory Square
Start: 2026-02-26T17:00:00-05:00
End: 2026-02-26T21:00:00-05:00

February 2026
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Truman Waterfront Farmers Market

February 26 @ 1:00 pm - 6:00 pm

Enjoy the vibrant atmosphere at Truman Waterfront Farmers Market, where local entertainers set the mood with captivating performances. Every Thursday from 2 to 7 pm,…

Free

Categories:
All Ages Event Community Event Family Event Farmers Market Food Festival Shopping & Markets Vendor Market
Tags:
Community Event Family friendly farmers market fresh produce Live Music local crafts pet friendly picnic spots Sunset Views
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Glass Bottom Boat Cruise – Key West’s Window to the Sea

February 26 @ 1:30 pm - 4:00 pm

Experience the magic of Key West's marine life aboard the Glass Bottom Boat. While our knowledgeable captain and crew guide you on an informative eco-tour,…

$69.95

Categories:
Boat Tour Eco Tour Scenic & Nature Tours & Experiences Walking & Guided Tours Water-Based Tours Wildlife Tour
Tags:
Brain Coral coral reef eco-tour glass bottom boat Majestic Elkhorn Marine Eco-systems marine life Ocean Views tropical paradise underwater vistas window to the sea
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Jefff Clark at Tiki House Key West

February 26 @ 2:00 pm - 5:00 pm

Join us at the Tiki House Key West for an unforgettable musical experience with Jefff Clark. A talented musician known for his captivating performances, Jefff…

Free

Categories:
Concert Live Music Music Nightlife
Tags:
concert entertainment Live Music Musician Performance
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David Warren at The Bull & Whistle Bar

February 26 @ 2:00 pm - 6:00 pm

Experience an unforgettable night at The Bull & Whistle Bar with David Warren, a captivating entertainer known for his dynamic performances. His music creates an…

Free

Categories:
Concert Live Music Music Nightlife
Tags:
balcony seating Bars and Clubs Cocktails entertainment happy hour Live Music live music venues nightlife
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Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise

February 26 @ 3:00 pm - 6:30 pm

Join us for a vibrant aquatic adventure in Key West with our Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise. Our passionate and friendly…

$79.95

Categories:
Dolphin Tour Eco Tour Outdoor Adventure Snorkeling Tour Sunset Cruise Tours & Experiences Water-Based Tours
Tags:
aquatic adventure coral reef dolphin tour marine life ocean breeze snorkeling experience sunset cruise tourism travel vacation
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Jeff Harris ~ Rick’s Bar Downstairs Stage

February 26 @ 3:00 pm - 7:00 pm

Experience the mesmerizing talents of musician Jeff Harris on the Downstairs Stage at Rick's Bar, located in Key West's largest entertainment venue. Known for his…

Free

Categories:
Club Night Live Music Music Nightlife
Tags:
Dance Club entertainment Fun Karaoke Live Music Musician nightlife People Watching rock bands
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Glass Bottom Boat Cruise – Key West’s Window to the Sea

February 26 @ 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 26 @ 4:30 pm - February 27 @ 8:30 pm

Experience the vibrant tunes of Mark Teague and Rick Fusco at the Hog's Breath Saloon. With their dynamic live performances, these talented musicians bring the…

Free

Categories:
All Ages Event Concert Food & Drink Live Music Music Nightlife
Tags:
Bar Conch Fritters Dive Bar Food Drink Live Music live music venues Musician Outdoor Patio Pub Restaurant
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World Famous 801 Girls- 5pm Show

February 26 @ 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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Elle Haley at Hank’s Hair of the Dog Saloon

February 26 @ 5:00 pm - 8:00 pm

Elle Haley captivates audiences with her electrifying performances at Hank's Hair of the Dog Saloon in Key West. Known for her soulful voice and dynamic…

Free

Categories:
Concert Happy Hour Live Music Music Nightlife
Tags:
Dog Friendly Food Truck happy hour Live Music Musician nightlife Outdoor Venue VIP Seating
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Sunset Celebration at Mallory Square

February 26 @ 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 26 @ 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

February 2026