Wednesday Filet Day at Mary Ellen’s
Every Wednesday at Mary Ellen's Bar in Old Town Key West, enjoy Filet Day alongside live entertainment that electrifies the neighborhood atmosphere. While savoring comfort…
62 events found.
Events for February 26, 2026
Ongoing
Andy Mauerman at Hog’s Breath Saloon
Experience the vibrant sounds of musician Andy Mauerman at Hog's Breath Saloon. Mauerman captivates audiences with his energetic performances, making each visit unforgettable. Enjoy his…
Free
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the vibrant sounds of Mark Teague and Rick Fusco at Hog's Breath Saloon in Key West. Known for their captivating performances, these talented musicians…
Free
DJ Todd ~ Red Garter Saloon Stage
Experience an electrifying night with DJ Todd at the Red Garter Saloon Stage. Known for his dynamic mixes and energetic performances, DJ Todd transforms the…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an unforgettable night with DJ Duke at Rick's Bar Upstairs Stage. Nestled in the vibrant atmosphere of Key West's largest club, DJ Duke electrifies…
Free
Marshall Morlock Band at General Horseplay
Experience an unforgettable night with the Marshall Morlock Band at General Horseplay. Known for their dynamic performances, this talented band brings a unique energy to…
Free
CRANK SINATRA~ Durty Harry’s Stage
Experience the electrifying performance of Krank Sinatra at Durty Harry's Stage in Rick's Entertainment Complex. This high-energy band delivers an unforgettable show, blending captivating rock…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band brings electrifying live music to the vibrant Hog's Breath Saloon in Key West. Known for their dynamic performances, the band creates…
Free
Karaoke at Bobby’s Monkey Bar
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,…
Karaoke w/ Davis ~ Rick’s Bar Downstairs Stage
Join Davis for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage, located in the heart of Old Town Key West. Known for his…
Free
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West for an invigorating start to your day. While there isn't a specific entertainer,…
Free
Fishmonster Max- Daily Party Boat Fishing
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
Yoga on the Beach – Ft Zachary Taylor
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
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, a rejuvenating experience amidst the serene beauty of the Key West Tropical Forest & Botanical Garden. Known…
$20
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a talented musician, electrifies the historic Sloppy Joe's Bar in Key West with his Steel Resonator guitar. Since moving in 2021, he's captivated…
Free
Trenton Chandler ~ Rick’s DownStairs Stage
Experience the heartfelt tunes of Trenton Chandler at Rick's DownStairs Stage in Key West. A Shallowater, Texas native, Trenton channels the spirit of legends like…
Free
Distillery Tour – Key West Legal Rum Distillery
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
Mojito Class by Key West Legal Rum Distillery – Min 4 people
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
Glass Bottom Boat Cruise – Key West’s Window to the Sea
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
Sid The Bayou Kid at Sloppy Joe’s Bar
Sid The Bayou Kid, a charismatic musician from Thibodaux, LA, captivates audiences with his swamp-infused sound. With over 30 years of experience, Sid brings his…
Free
Ross Brown at Schooner Wharf Bar
Ross Brown brings his musical talents to the Schooner Wharf Bar, a beloved Key West venue renowned for its vibrant live music scene. In this…
Free
Ross Brown at Schooner Wharf Bar
Ross Brown brings his musical talents to the Schooner Wharf Bar, a beloved Key West venue renowned for its vibrant live music scene. In this…
Free
Dan Harvey at Hog’s Breath Saloon
Dan Harvey, a talented musician, captivates audiences at the vibrant Hog's Breath Saloon in Key West's Mallory Square District. Known for his engaging performances, Dan…
Free
Marjory Lee at Sunset Pier
Experience the enchanting sounds of Marjory Lee at Sunset Pier, where her captivating performances enhance Key West's vibrant atmosphere. Nestled at the Ocean Key Resort,…
Free
Tony Baltimore at Hank’s Hair of the Dog Saloon
Tony Baltimore, a captivating musician, brings his vibrant performances to Hank's Hair of the Dog Saloon in Key West. Known for his engaging live sets,…
Free
Truman Waterfront Farmers Market
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
Glass Bottom Boat Cruise – Key West’s Window to the Sea
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
Jefff Clark at Tiki House Key West
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
David Warren at The Bull & Whistle Bar
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
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
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
Jeff Harris ~ Rick’s Bar Downstairs Stage
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
Glass Bottom Boat Cruise – Key West’s Window to the Sea
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
Mark Teague & Rick Fusco at Hog’s Breath Saloon
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
World Famous 801 Girls- 5pm Show
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…
Elle Haley at Hank’s Hair of the Dog Saloon
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
Sunset Celebration at Mallory Square
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
Caribe of Key West at El Meson de Pepes on Mallory Square
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…
Reggae Lou and The Kind Buda at Sunset Pier
Experience the vibrant rhythms of Reggae Lou and The Kind Budz at Sunset Pier, Key West. This dynamic band brings infectious energy with their reggae…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Catch the dynamic duo Pete & Larry, better known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. With their infectious humor and lively performances,…
Free
Filming Sit with Kit Podcast Episodes
Join charismatic host Kit in filming Sit with Kit podcast episodes at Angelina's Pizzeria in Key West. Known for its vibrant energy and engaging conversations,…
Free
Bria Ansara at Berlin’s Cocktail Bar
Immerse yourself in an unforgettable evening with Bria Ansara at Berlin's Cocktail Bar. Nestled in Key West's A&B Lobster House, this hidden gem offers a…
Free
Nick Brownell at Schooner Wharf Bar
Nick Brownell, an engaging musician, performs live at the Schooner Wharf Bar, a beloved waterfront venue in Key West. Known for his vibrant music, Nick…
Free
Nick Brownell at Schooner Wharf Bar
Nick Brownell, an engaging musician, performs live at the Schooner Wharf Bar, a beloved waterfront venue in Key West. Known for his vibrant music, Nick…
Free
Scott Kirby With Dave Edmisten at Key West Theater
Experience the musical brilliance of Scott Kirby at the Key West Theater's Back Stage Listening Room. Known for his captivating acoustic performances and masterful storytelling,…
$
Catch The Mania Trivia at Brady’s Pub
Join us at Brady's Pub for Catch The Mania Trivia, hosted by an enigmatic entertainer who promises a night of fun and excitement. Dive into…
Free
Andy’s Cabana Open Mic No Mic Night
At Andy's Cabana Open Mic No Mic Night, the real star is the performer who captivates the audience with raw, acoustic talent. In the heart…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying energy of Joe the Show at Rick's Bar Downstairs Stage. This talented musician captivates audiences with his dynamic performances, making every night…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where Frank dazzles audiences with his spellbinding performances. Nestled in Key West's historic seaport,…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. A master magician, Everhart captivates audiences with mesmerizing illusions and…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the energetic beats of DJ Marty at the Red Garter Saloon Stage, nestled within Rick's Entertainment Complex in Key West. Renowned for his electrifying…
Free
Hot Girl Bummer at General Horseplay
Experience the electrifying performance of Hot Girl Bummer at General Horseplay, where vibrant live music meets inventive craft cocktails. Located in the lively heart of…
Free
Sandra Lee at The Bull & Whistle Bar
Join musician Sandra Lee at The Bull & Whistle Bar in Key West's Old Town. Known for her captivating performances, Sandra Lee combines talent and…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
DJ Chaka electrifies the Upstairs Stage at Rick's Bar in Key West's premier nightlife destination. Known for dynamic beats and infectious energy, DJ Chaka transforms…
Free
The Tiki Bombs at Tiki House Key West
Experience a night of electrifying entertainment with The Tiki Bombs at Tiki House Key West. Known for their high-energy performances and captivating music, The Tiki…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the ultimate party with The Durtbags, Key West’s premier rock band, at Durty Harry’s stage. Every Thursday through Sunday, they deliver electrifying performances that…
Free
Barrett Thomas at Hank’s Hair of the Dog Saloon
Barrett Thomas captivates audiences at Hank's Hair of the Dog Saloon with his soulful tunes and engaging performances. Known for creating a vibrant atmosphere, Barrett's…
Free
Elle Haley and the Why Nots at General Horseplay
Elle Haley and the Why Nots light up General Horseplay with their energetic performances and captivating tunes. Known for their dynamic sound and engaging stage…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies the stage at Hog's Breath Saloon with their dynamic performances in Key West's vibrant Mallory Square District. Known for their…
Free
Karaoke with Foss at RockHouse Live
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
Karaoke at Bobby’s Monkey Bar
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,…
New Normal at Sloppy Joe’s Bar
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
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
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