Name: Glass Bottom Boat Cruise – Key West’s Window to the Sea
Start: 2026-02-27T11:30:00-05:00
End: 2026-02-27T14:00:00-05:00

February 2026
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Karaoke with Foss at RockHouse Live

February 26 @ 9:00 pm - February 27 @ 2:00 am

Experience an unforgettable night of entertainment with Foss at RockHouse Live in Key West. Known for electrifying performances, Foss brings charisma and energy to the…

Free

Categories:
Club Night Karaoke Live Music Nightlife Nightlife & Social Party
Tags:
Bars Bartender Dance parties DJ Drinks entertainment Fun Karaoke Live Music live music venues Nightclubs nightlife Restaurants Rooftop Deck Veteran owned
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Karaoke at Bobby’s Monkey Bar

February 26 @ 9:30 pm - February 27 @ 3:00 am

Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…

Categories:
Karaoke Nightlife Nightlife & Social Party
Tags:
entertainment Evening entertainment.fun evening happy hour Karaoke Lively Atmosphere nightlife Pool Table tourists
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New Normal at Sloppy Joe’s Bar

February 26 @ 10:00 pm

Catch New Normal live at Sloppy Joe's Bar from 10:00pm to 2:00am for an unforgettable night of music. Hailing from Bethlehem, PA, this band promises…

Free

Categories:
Concert Entertainment Live Music Nightlife Nightlife & Social
Tags:
American Cuisine Attractions Band Bar Cocktails entertainment Historic Landmark Live Music nightlife People Watching Restaurant
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Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage

February 26 @ 11:59 pm - February 27 @ 4:00 am

Join Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage in Key West. Known for his dynamic energy and engaging presence, Jason turns…

Free

Categories:
Club Night Karaoke Nightlife Nightlife & Social Party
Tags:
Bars Dance Club entertainment Fun Karaoke Live Music nightlife People Watching
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Yoga on the Beach – Smather’s Beach

February 27 @ 8:00 am - 9:00 am

$20
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Fishmonster Max- Daily Party Boat Fishing

February 27 @ 8:00 am - 1:00 pm

Fishmonster Max offers a thrilling daily party boat fishing experience in Key West, perfect for families and groups. With its stable twin hulls, the boat…

$85.00

Categories:
Family Event Fishing Charter Group Event Outdoor Adventure Tours & Experiences Water-Based Tours
Tags:
Corporate Charters Family Trip Fishing Group Trips Outdoor & Recreation Party Boat
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Yoga on the Beach – Ft Zachary Taylor

February 27 @ 8:15 am - 9:45 am

Join a unique yoga experience with renowned instructors at Yoga on the Beach at Fort Zachary Taylor. Set against the backdrop of Key West’s historic…

$20

Categories:
Fitness Class Nature Walk Outdoors Adventure Wellness Wellness & Mindfulness Yoga
Tags:
Beach Civil War History Nature Trails Outdoor Activities Snorkeling Sunset Views Tourist Attraction Yoga
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Rolando Rojas at Sloppy Joe’s Bar

February 27 @ 10:00 am - 11:45 am

Experience the electrifying presence of Rolando Rojas at Sloppy Joe's Bar. Known as Key West's premier wedding entertainer, Rolando dazzles audiences with his exceptional guitar…

Free

Categories:
Concert Entertainment Live Music Music Nightlife
Tags:
American Cuisine Charismatic entertainment Guitarist Live Music Stage Presence Talent Wedding Act
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Story Time at the Key West Library

February 27 @ 11:00 am - 12:00 pm

Join us every Tuesday at the Key West Library for an enchanting Storytime in the Garden with a captivating storyteller who brings tales to life.…

Free

Categories:
Community Event Educational Kids Event Family & Kids Family Event Kids Event Story Time
Tags:
Children's Event Educational Program Family friendly Nature Celebration Outdoor Activity Reading Event Storytime
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Distillery Tour – Key West Legal Rum Distillery

February 27 @ 11:00 am - 5:00 pm

Experience an engaging distillery tour at Key West Legal Rum Distillery, featuring a skillful entertainer who brings the history and craft of rum making to…

Free

Categories:
Food & Drink Historic Tour Rum Tasting Tourist Attraction Tours & Experiences Walking & Guided Tours
Tags:
Craft Distillery Free Samples Gluten Free Rum Mojito Making Rum Tasting Vegan Friendly Rum
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Mojito Class by Key West Legal Rum Distillery – Min 4 people

February 27 @ 11:00 am - 5:00 pm

There is a minimum of 4 people. Please contact mojitoclass@gmail.com to schedule. Please put how many people and date in the subject line. Join Key…

$75.00

Categories:
Class Cocktail Event Food & Drink Tours & Experiences Workshop
Tags:
Alcohol Tasting Bartending Skills beverage Experience Cocktail Making Fun Activity Handmade Cocktails Mojito Class Mojito Crafting
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Glass Bottom Boat Cruise – Key West’s Window to the Sea

February 27 @ 11:30 am - 2:00 pm

Experience the captivating Glass Bottom Boat tour in Key West, where our knowledgeable captain and crew offer an engaging eco-tour. Enjoy unparalleled views of North…

$69.95

Categories:
Boat Tour Eco Tour Scenic & Nature Tours & Experiences Water-Based Tours Wildlife Tour
Tags:
Captain and Crew coral reef eco-tour Fish Species glass bottom boat Marine Ecosystem marine life Scuba Divers underwater vistas

February 2026