Week of Events
Aaron Blumer at Hog’s Breath Saloon
Experience an unforgettable evening with the talented musician Aaron Blumer at Hog's Breath Saloon in Key West's vibrant Mallory Square District. Known for his captivating…
Dan Harvey Duo at Hog’s Breath Saloon
Experience the captivating sounds of the Dan Harvey Duo at Hog's Breath Saloon, Key West. Dan Harvey, a talented musician, brings vibrant live music to…
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty on the Red Garter Saloon Stage at Rick's Entertainment Complex. As the heart of Key West's nightlife scene,…
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Kori at Rick's Bar Upstairs Stage in Key West's vibrant nightlife scene. DJ Kori crafts an unforgettable musical journey,…
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West’s ultimate party rock band, at Durty Harry’s Stage. Performing every Thursday through Sunday in the vibrant…
Alex Anthony Band at Hog’s Breath Saloon
Experience the captivating sounds of the Alex Anthony Band at Hog's Breath Saloon, where the talented group brings an electrifying blend of music to Key…
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/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable night of karaoke at Rick's Bar Downstairs Stage. Known for his infectious energy and dynamic hosting skills, Jason creates a…
Zack Seemiller at Hog’s Breath Saloon
Zack Seemiller brings his captivating musical talent to Hog's Breath Saloon in Key West. Known for his dynamic performances, Seemiller's eclectic setlist transforms the lively…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
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…
Martini Monday at Virgilios
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,…
DJ Marty ~ Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex. Known for his dynamic mixes and infectious energy, he turns any night into…
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious energy, DJ Duke creates an unforgettable…
HYPER DRIVE ~ Durty Harry’s Stage
Experience the electrifying energy of HYPER DRIVE at Durty Harry's Stage. This dynamic band delivers an unforgettable live performance, infusing the night with thrilling music…
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, drawing lively crowds into Key West's vibrant nightlife. Renowned for their captivating energy…
Electroniconch at General Horseplay
Experience the electrifying energy of Electroniconch at General Horseplay. This dynamic entertainer brings vibrant live music to the heart of Old Town Key West on…
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,…
Eric Aardema at Hog’s Breath Saloon
Experience the captivating performance of Eric Aardema at Hog's Breath Saloon in Key West. Known for his dynamic musical talent, Eric delivers an unforgettable live…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the captivating sounds of Mark Teague and Rick Fusco at Hog's Breath Saloon, Key West. With their engaging performances, these talented musicians bring vibrant…
DJ Todd ~ Red Garter Saloon Stage
Experience an unforgettable night with DJ Todd at the Red Garter Saloon Stage, part of Rick's Entertainment Complex in Key West. DJ Todd captivates audiences…
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Duke on the Upstairs Stage at Rick's Bar, Key West's largest club. Known for his dynamic sets and unmatched…
The Questionables Punk Rock at General Horseplay
Get ready for an electrifying night with The Questionables, a dynamic punk rock band bringing high-energy performances to General Horseplay in Key West. Known for…
LUVBOM ~ Durty Harry’s Stage
Experience the electrifying performance of LUVBOM at Durty Harry's Stage in Rick's Entertainment Complex, Key West. Known for their dynamic live shows and magnetic presence,…
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies the stage at Hog's Breath Saloon in Key West, infusing the vibrant dive bar with an infectious energy. Their captivating…
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/ Jorge ~ Rick’s Bar Downstairs Stage
Join DJ Jorge for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage. Known for his energetic hosting and diverse music selection, Jorge creates…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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/ 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…
Elle Haley at Hog’s Breath Saloon
Experience the captivating performances of musician Elle Haley at Hog's Breath Saloon, a vibrant venue in Key West's Mallory Square District. Known for her soulful…
Elle Haley at Hog’s Breath Saloon
Experience the captivating performances of musician Elle Haley at Hog's Breath Saloon, a vibrant venue in Key West's Mallory Square District. Known for her soulful…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Mark Teague and Rick Fusco bring their vibrant musical talents to Hog's Breath Saloon, creating an electrifying atmosphere in the heart of Key West. As…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Mark Teague and Rick Fusco bring their vibrant musical talents to Hog's Breath Saloon, creating an electrifying atmosphere in the heart of Key West. As…
DJ Marty ~ Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex in Key West, spinning vibrant beats that keep the dance floor alive. As…
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious beats, DJ Duke transforms the largest…
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, creating an unforgettable experience in the heart of Key West. Known for their…
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, creating an unforgettable experience in the heart of Key West. Known for their…
DURTBAGS ~ Durty Harry’s Stage
Experience an electrifying night with The Durtbags, Key West's ultimate party rock band, performing live at Durty Harry’s Stage. Located in Rick's Entertainment Complex, their…
Andrew Gordon Band at The Bull & Whistle Bar
Experience the captivating sounds of the Andrew Gordon Band at The Bull & Whistle Bar in Key West. Andrew Gordon, a talented musician, brings his…
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,…
Tequila Time Machine at General Horseplay
Tequila Time Machine electrifies General Horseplay in the heart of Old Town Key West with their lively performances. This talented band transforms the vibrant cocktail…
Mike Stack & D-Lew at Tiki House Key West
Join the dynamic duo, Mike Stack & D-Lew, at Tiki House Key West for an unforgettable musical experience. Their electrifying performances, marked by infectious energy…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke night on the Downstairs Stage at Rick's Bar in Old Town Key West. Known for his dynamic hosting and…
Harley Ray at Hog’s Breath Saloon
Experience the dynamic energy of Harley Ray at Hog's Breath Saloon in Key West's Mallory Square District. This talented musician captivates audiences with his engaging…
Harley Ray at Hog’s Breath Saloon
Experience the dynamic energy of Harley Ray at Hog's Breath Saloon in Key West's Mallory Square District. This talented musician captivates audiences with his engaging…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the dynamic duo of Mark Teague and Rick Fusco at Hog's Breath Saloon, where their captivating live music fills the air in Key West's…
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the dynamic duo of Mark Teague and Rick Fusco at Hog's Breath Saloon, where their captivating live music fills the air in Key West's…
Fancy Clown Art at Hinote at General Horseplay
Fancy Clown Art delivers an unforgettable performance at Hinote at General Horseplay, captivating audiences with their unique blend of artistry and entertainment. Their whimsical and…
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage within Rick's Entertainment Complex. Nestled in the vibrant heart of Old Town…
Zach Lovering at General Horseplay
Zach Lovering captivates audiences at General Horseplay with his dynamic musical talent. Known for energizing performances, he brings passion and charisma to the vibrant Key…
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs Stage in Key West. Known for spinning an eclectic mix that keeps the dance…
DURTBAGS ~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's ultimate party rock band, at Durty Harry's Stage. Performing Thursday through Sunday at Rick's Entertainment Complex,…
Mike Stone Band at Hog’s Breath Saloon
Experience the electrifying Mike Stone Band at Hog's Breath Saloon in Key West's Mallory Square District. Known for their dynamic performances, the band brings an…
Mike Stone Band at Hog’s Breath Saloon
Experience the electrifying Mike Stone Band at Hog's Breath Saloon in Key West's Mallory Square District. Known for their dynamic performances, the band brings an…
Andrew Gordon Band at The Bull & Whistle Bar
Experience the captivating performance of the Andrew Gordon Band at The Bull & Whistle Bar, a vibrant Key West venue known for its lively nightlife…
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,…
DJ Sanaris at Tiki House Key West
Experience the electrifying beats of DJ Sanaris at Tiki House Key West. Renowned for his dynamic performances and vibrant mixes, DJ Sanaris transforms the venue…
Mike Stack & D-Lew at General Horseplay
Mike Stack & D-Lew bring unparalleled energy to General Horseplay, captivating audiences with their dynamic performances. Known for their infectious rhythms and soulful melodies, this…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Experience an unforgettable night at Rick's Bar with Karaoke w/ Jason on the Downstairs Stage. Renowned for his engaging personality and dynamic hosting, Jason transforms…
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 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 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 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,…
Monday, February 23, 2026
-
February 23, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 23, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 23, 2026 -Aqua Yoga at Southernmost Beach Resort
-
February 23, 2026 -Aqua Yoga at Southernmost Beach Resort
-
February 23, 2026 -Joe The Show at Sloppy Joe’s Bar
-
February 23, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 23, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 23, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 23, 2026 -Tim Hollohan at Sloppy Joe’s Bar
-
February 23, 2026 -Jay Klein at Schooner Wharf Bar
-
February 23, 2026 -Webb Dillard ~ Rick’s Bar Downstairs Stage
-
February 23, 2026 -Rolando Rojas at Sunset Pier
-
February 23, 2026 -Shastina Chiles at Hank’s Hair of the Dog Saloon
-
February 23, 2026 -Jay Nokes at Tiki House Key West
-
February 23, 2026 -Derek Dunbar at The Bull & Whistle Bar
-
February 23, 2026 -Just George ~ Rick’s Bar Downstairs Stage
-
February 23, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 23, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 23, 2026 -Sunset Celebration at Mallory Square
-
February 23, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 23, 2026 -World Famous 801 Girls- 5pm Show
-
February 23, 2026 -Glow Hours on Hugh’s View
-
February 23, 2026 -Jay Bangles at Tiki House Key West
-
February 23, 2026 -Scott Morlock at Hank’s Hair of the Dog Saloon
-
February 23, 2026 -Preacher Pete Presents at Sloppy Joe’s Bar
-
February 23, 2026 -The 4 Amigos at Sunset Pier
-
February 23, 2026 -Joe The Show at Schooner Wharf Bar
-
February 23, 2026 -Joe The Show at Schooner Wharf Bar
-
February 23, 2026 -Charity Bingo at The Green Parrot
-
February 23, 2026 -Charles Miller ~ Rick’s Bar Downstairs Stage
-
February 23, 2026 -Jay Bangles at Tiki House Key West
-
February 23, 2026 -Gerd Rube at The Bull & Whistle Bar
-
February 23, 2026 -Bone Island Haunted Pub Crawl & Ghost Tour
-
February 23, 2026 -Josh Kiser at Hank’s Hair of the Dog Saloon
-
February 23, 2026Naked Karate Girls at Sloppy Joe’s Bar
-
February 23, 2026Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for an unforgettable daily party boat fishing adventure in Key West, where entertainment meets the thrill of fishing. Whether it's a family…
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…
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
Joe The Show at Sloppy Joe’s Bar
Experience the captivating performance of Joe The Show at Sloppy Joe's Bar, Key West's iconic venue. Renowned for his vibrant stage presence and musical talent,…
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…
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…
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…
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan captivates audiences at Sloppy Joe's Bar, an iconic venue in Key West. Originally from Columbia, South Carolina, Tim graces the stage almost daily,…
Jay Klein at Schooner Wharf Bar
Experience a captivating evening with musician Jay Klein at the Schooner Wharf Bar. Nestled in Key West's Seaport, this popular venue combines dockside views with…
Webb Dillard ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Webb Dillard on Rick's Bar Downstairs Stage at Rick's Entertainment Complex in Old Town Key West. As a talented musician,…
Rolando Rojas at Sunset Pier
Experience the captivating performances of Rolando Rojas at Sunset Pier. Renowned for his dynamic musical talent, Rojas enchants audiences with his vibrant melodies and charismatic…
Shastina Chiles at Hank’s Hair of the Dog Saloon
Enjoy an electrifying evening with musician Shastina Chiles at Hank's Hair of the Dog Saloon in Key West. Known for her captivating performances, Shastina's music…
Jay Nokes at Tiki House Key West
Experience the captivating performance of Jay Nokes at Tiki House Key West. Renowned for his engaging stage presence and musical talent, Jay delivers an unforgettable…
Derek Dunbar at The Bull & Whistle Bar
Derek Dunbar brings his electrifying presence to The Bull & Whistle Bar, captivating audiences with dynamic performances and exceptional musical talent. His engaging style complements…
Just George ~ Rick’s Bar Downstairs Stage
Experience the phenomenal musical talent of Just George at Rick's Bar Downstairs Stage in Key West. Renowned for his captivating performances and dynamic presence, Just…
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join an exhilarating aquatic adventure with the Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise. Led by our passionate and expert staff, enjoy thrilling…
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…
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…
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…
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…
Glow Hours on Hugh’s View
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…
Jay Bangles at Tiki House Key West
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…
Scott Morlock at Hank’s Hair of the Dog Saloon
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…
Preacher Pete Presents at Sloppy Joe’s Bar
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…
The 4 Amigos at Sunset Pier
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…
Joe The Show at Schooner Wharf Bar
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…
Joe The Show at Schooner Wharf Bar
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…
Charity Bingo at The Green Parrot
Experience Charity Bingo at The Green Parrot, where the main attraction is the vibrant live music that electrifies this historic Key West bar. With its…
Charles Miller ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of musician Charles Miller on the Downstairs Stage at Rick's Bar, nestled in the vibrant heart of Old Town Key West.…
Jay Bangles at Tiki House Key West
Experience the vibrant sounds of musician Jay Bangles at Tiki House Key West. Known for his dynamic performances, Jay captivates audiences with his unique style…
Gerd Rube at The Bull & Whistle Bar
Experience the captivating talent of Gerd Rube at The Bull & Whistle Bar in Key West’s lively Old Town. Known for his engaging performances, Rube…
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
Josh Kiser at Hank’s Hair of the Dog Saloon
Country musician Josh Kiser brings his electrifying performance to Hank's Hair of the Dog Saloon, captivating audiences with his soulful sound and high-energy stage presence.…
Naked Karate Girls at Sloppy Joe’s Bar
Experience the electrifying energy of the Naked Karate Girls, the ultimate party band hailing from Cincinnati. Known as The Best Band in the Galaxy, their…
Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Join Karaoke w/ Chris at Rick's Bar Downstairs Stage in Old Town Key West for an unforgettable evening. Chris, a dynamic performer, energizes the stage,…
Tuesday, February 24, 2026
-
February 24, 2026 -Ambitious Morning Runners
-
February 24, 2026 -Daytime event to test 116, Stage A
-
February 24, 2026 -Daytime event to test 117, Stage B
-
February 24, 2026 -Daytime event to test 119, Stage C
-
February 24, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 24, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 24, 2026 -Prime of Life Yoga with Monica Haskell
-
February 24, 2026 -Nina Newton at Sloppy Joe’s Bar
-
February 24, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 24, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 24, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 24, 2026 -Brian Roberts at Sloppy Joe’s Bar
-
February 24, 2026 -Oren Polak at Schooner Wharf Bar
-
February 24, 2026 -Shanty Hounds ~Rick’s Bar Downstairs Stage
-
February 24, 2026 -Billy Ruegger at Sunset Pier
-
February 24, 2026 -Tony Baltimore at Hank’s Hair of the Dog Saloon
-
February 24, 2026 -Joe The Show at Tiki House Key West
-
February 24, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 24, 2026 -Jessie Cotton Stone at The Bull & Whistle Bar
-
February 24, 2026 -Jesse Lee ~Rick’s Bar Downstairs Stage
-
February 24, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 24, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 24, 2026 -Sunset Celebration at Mallory Square
-
February 24, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 24, 2026 -World Famous 801 Girls- 5pm Show
-
February 24, 2026 -Glow Hours on Hugh’s View
-
February 24, 2026 -Jay Klein at Hank’s Hair of the Dog Saloon
-
February 24, 2026 -Marjory & Sid at Sloppy Joe’s Bar
-
February 24, 2026 -CC and The Sunsetters at Sunset Pier
-
February 24, 2026 -Gary Hempsey at Schooner Wharf Bar
-
February 24, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
-
February 24, 2026 -Aaron Hudgins at Tiki House Key West
-
February 24, 2026 -Marshall Morlock at The Bull & Whistle Bar
-
February 24, 2026 -The Original Key West Pub Crawl
-
February 24, 2026 -Bone Island Haunted Pub Crawl & Ghost Tour
-
February 24, 2026 -Victoria Leigh at Hank’s Hair of the Dog Saloon
-
February 24, 2026Naked Karate Girls at Sloppy Joe’s Bar
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,…
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…
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…
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…
Nina Newton at Sloppy Joe’s Bar
Experience the soulful voice and R&B flair of Key West legend Nina Newton at Sloppy Joe's Bar. Known for captivating audiences with her powerful performances,…
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…
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…
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…
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating performance of musician Brian Roberts at Sloppy Joe's Bar, a historic Key West venue on Duval Street. Known for his vibrant energy…
Oren Polak at Schooner Wharf Bar
Experience the captivating performances of musician Oren Polak at Schooner Wharf Bar, located in Key West's historic Seaport. Enjoy his engaging live music in the…
Shanty Hounds ~Rick’s Bar Downstairs Stage
Shanty Hounds captivate audiences on the downstairs stage at Rick's Bar in Old Town Key West. Known for their vibrant performances, this band fills the…
Billy Ruegger at Sunset Pier
Experience the captivating sounds of musician Billy Ruegger at Sunset Pier in Key West. As the sun sets over the Gulf of Mexico, Ruegger's dynamic…
Tony Baltimore at Hank’s Hair of the Dog Saloon
Experience the captivating performance of musician Tony Baltimore at Hank's Hair of the Dog Saloon in Key West. Known for its vibrant atmosphere, this dog-friendly…
Joe The Show at Tiki House Key West
Experience the incredible talent of Joe The Show at Tiki House Key West. This dynamic musician captivates audiences with his electrifying performances, blending exceptional musical…
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,…
Jessie Cotton Stone at The Bull & Whistle Bar
Jessie Cotton Stone electrifies the atmosphere at The Bull & Whistle Bar in Key West’s Old Town. Known for his captivating performances, Jessie brings a…
Jesse Lee ~Rick’s Bar Downstairs Stage
Experience the captivating musical talent of Jesse Lee Jr at Rick's Bar Downstairs Stage in Key West. Known for his engaging performances and exceptional musicianship,…
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…
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…
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…
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…
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…
Glow Hours on Hugh’s View
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…
Jay Klein at Hank’s Hair of the Dog Saloon
Jay Klein will captivate audiences at Hank's Hair of the Dog Saloon in Key West with his mesmerizing musical performances. Known for his dynamic presence,…
Marjory & Sid at Sloppy Joe’s Bar
Join Marjory Leigh and Sid the Bayou Kid at the iconic Sloppy Joe's Bar in Key West for an unforgettable live music experience. Known for…
CC and The Sunsetters at Sunset Pier
Experience the captivating rhythms of CC and The Sunsetters at Sunset Pier. This dynamic band brings vibrant live music to Key West's stunning waterfront setting.…
Gary Hempsey at Schooner Wharf Bar
Experience the soulful tunes of musician Gary Hempsey at Schooner Wharf Bar, where his captivating performance enhances the open-air vibes of this Key West gem.…
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Key West. Known for his dynamic presence and musical prowess, Joe…
Aaron Hudgins at Tiki House Key West
Experience the electrifying performance of musician Aaron Hudgins at Tiki House Key West. Known for his captivating stage presence and dynamic musical talent, Aaron delivers…
Marshall Morlock at The Bull & Whistle Bar
Experience the captivating performance of Marshall Morlock at The Bull & Whistle Bar, Key West’s iconic nightlife hotspot. Known for his dynamic live music, Morlock…
The Original Key West Pub Crawl
Join The Original Key West Pub Crawl for a lively 2.5-hour adventure spotlighted by entertaining guides who infuse humor and energy into the experience. Enjoy…
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
Victoria Leigh at Hank’s Hair of the Dog Saloon
Victoria Leigh is set to captivate the audience at Hank's Hair of the Dog Saloon in Key West. With her soulful melodies and dynamic performance,…
Naked Karate Girls at Sloppy Joe’s Bar
The Naked Karate Girls, hailed as the best band in the galaxy, deliver an epic musical experience that captivates audiences at Sloppy Joe's Bar in…
Wednesday, February 25, 2026
-
February 25, 2026 -Daytime event to test 120, Stage A
-
February 25, 2026 -Daytime event to test 121, Stage B
-
February 25, 2026 -Daytime event to test 122, Stage C
-
February 25, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 25, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 25, 2026 -Aqua Yoga at Southernmost Beach Resort
-
February 25, 2026 -Aqua Yoga at Southernmost Beach Resort
-
February 25, 2026 -Izzy Zaidman at Sloppy Joe’s Bar
-
February 25, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 25, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 25, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 25, 2026 -Brian Roberts at Sloppy Joe’s Bar
-
February 25, 2026 -Tony Baltimore at Schooner Wharf Bar
-
February 25, 2026 -Tony Baltimore at Schooner Wharf Bar
-
February 25, 2026 -Michael Corleto ~ Rick’s Bar Downstairs Stage
-
February 25, 2026 -Claire Finley at Sunset Pier
-
February 25, 2026 -Shastina Chiles at Hank’s Hair of the Dog Saloon
-
February 25, 2026 -Mic Smith at Tiki House Key West
-
February 25, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 25, 2026 -Mac Calhoun at The Bull & Whistle Bar
-
February 25, 2026 -Harley Ray ~ Rick’s Bar Downstairs Stage
-
February 25, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 25, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 25, 2026 -Sunset Celebration at Mallory Square
-
February 25, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 25, 2026 -World Famous 801 Girls- 5pm Show
-
February 25, 2026 -Jay Bangles at Tiki House Key West
-
February 25, 2026 -Kari Wolf and Gigi at Hank’s Hair of the Dog Saloon
-
February 25, 2026 -Victoria Leigh at Sloppy Joe’s Bar
-
February 25, 2026 -Jerica Rockabilly Quartet at Sunset Pier
-
February 25, 2026 -Jeff Clark at Schooner Wharf Bar
-
February 25, 2026 -Scott Kirby With Dave Edmisten at Key West Theater
-
February 25, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 25, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 25, 2026 -Andrew B. ~ Rick’s Bar Downstairs Stage
-
February 25, 2026 -Jay Bangles at Tiki House Key West
-
February 25, 2026 -Dmtb at Key West Theater
-
February 25, 2026 -Kristen McNamara at The Bull & Whistle Bar
-
February 25, 2026 -Bone Island Haunted Pub Crawl & Ghost Tour
-
February 25, 2026 -Pierce August at Hank’s Hair of the Dog Saloon
-
February 25, 2026New Normal at Sloppy Joe’s Bar
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…
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…
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a talented musician who relocated to Key West in 2021, captivates audiences at Sloppy Joe's Bar with his Steel Resonator guitar. Bringing the…
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…
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…
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…
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating performances of Brian Roberts at Sloppy Joe's Bar, a renowned Key West landmark. Known for his dynamic presence and musical prowess, Roberts…
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar with his dynamic musical performances. Nestled in Key West's historic seaport, this open-air gem provides picturesque dockside…
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar with his dynamic musical performances. Nestled in Key West's historic seaport, this open-air gem provides picturesque dockside…
Michael Corleto ~ Rick’s Bar Downstairs Stage
Experience the dynamic performance of Michael Corleto at Rick's Bar Downstairs Stage, located in Key West's premier entertainment hub. Renowned for his captivating stage presence…
Claire Finley at Sunset Pier
Claire Finley enchants Sunset Pier with her captivating live music, creating a vibrant atmosphere against the stunning backdrop of Key West's famous sunsets. Her soulful…
Shastina Chiles at Hank’s Hair of the Dog Saloon
Shastina Chiles, a talented musician, brings her vibrant energy and soulful tunes to Hank's Hair of the Dog Saloon in Key West. Known for captivating…
Mic Smith at Tiki House Key West
Mic Smith brings his captivating musical performance to Tiki House Key West, enchanting audiences with his dynamic stage presence and exceptional talent. Known for his…
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,…
Mac Calhoun at The Bull & Whistle Bar
Mac Calhoun captivates audiences at The Bull & Whistle Bar with his dynamic musical performances. Nestled on Key West's vibrant Duval Street, this lively venue…
Harley Ray ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Harley Ray at Rick's Bar Downstairs Stage. Known for captivating audiences with a unique musical style, Harley Ray delivers an…
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…
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…
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…
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…
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…
Jay Bangles at Tiki House Key West
Experience the captivating sounds of musician Jay Bangles at Tiki House Key West. Known for his vibrant performances, Jay blends various musical styles to create…
Kari Wolf and Gigi at Hank’s Hair of the Dog Saloon
Kari Wolf captivates audiences with soulful melodies and dynamic performances at Hank's Hair of the Dog Saloon. Known for her engaging stage presence, Kari enchants…
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a dynamic Florida Keys–based musician, captivates audiences at Sloppy Joe's Bar with her energetic performances and inventive mashups. As a singer, guitarist, and…
Jerica Rockabilly Quartet at Sunset Pier
Experience the electrifying sounds of the Jerica Rockabilly Quartet at Sunset Pier. This dynamic band brings a fresh twist to classic rockabilly tunes, captivating audiences…
Jeff Clark at Schooner Wharf Bar
Jeff Clark enchants audiences at Schooner Wharf Bar with his captivating musical performances. Against the backdrop of Key West's stunning seaport, his skillful tunes create…
Scott Kirby With Dave Edmisten at Key West Theater
Experience the captivating performance of Scott Kirby at the Key West Theater's Back Stage Listening Room. Renowned for his musical prowess, Kirby delivers an unforgettable…
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at the iconic Schooner Wharf Bar in Key West. Frank Everhart captivates audiences with mesmerizing illusions and charming…
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…
Andrew B. ~ Rick’s Bar Downstairs Stage
Andrew B., a captivating musician, takes center stage at Rick's Bar Downstairs in Key West's largest entertainment venue. Known for his dynamic performances, Andrew B.…
Jay Bangles at Tiki House Key West
Experience the mesmerizing sounds of Jay Bangles at Tiki House Key West. This talented musician captivates audiences with his unique style and dynamic performances. Enjoy…
Dmtb at Key West Theater
Experience the dynamic performance of Dmtb at the Key West Theater, a beautifully restored historic venue. Known for their captivating acoustic sets and engaging stage…
Kristen McNamara at The Bull & Whistle Bar
Experience the enchanting performance of Kristen McNamara at The Bull & Whistle Bar. Known for her captivating voice and dynamic stage presence, Kristen enthralls audiences…
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
Pierce August at Hank’s Hair of the Dog Saloon
Experience the captivating performances of Pierce August at Hank's Hair of the Dog Saloon in vibrant Key West. With electrifying live music, Pierce August transforms…
New Normal at Sloppy Joe’s Bar
Experience the electrifying sounds of New Normal at Sloppy Joe's Bar, a historic Key West landmark on Duval Street. From 10:00 pm to 2:00 am,…
Thursday, February 26, 2026
-
February 26, 2026 -Ambitious Morning Runners
-
February 26, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 26, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 26, 2026 -Prime of Life Yoga with Monica Haskell
-
February 26, 2026 -Izzy Zaidman at Sloppy Joe’s Bar
-
February 26, 2026 -Trenton Chandler ~ Rick’s DownStairs Stage
-
February 26, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 26, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 26, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 26, 2026 -Ross Brown at Schooner Wharf Bar
-
February 26, 2026 -Ross Brown at Schooner Wharf Bar
-
February 26, 2026 -Sid The Bayou Kid at Sloppy Joe’s Bar
-
February 26, 2026 -Truman Waterfront Farmers Market
-
February 26, 2026 -Marjory Lee at Sunset Pier
-
February 26, 2026 -Tony Baltimore at Hank’s Hair of the Dog Saloon
-
February 26, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 26, 2026 -Jefff Clark at Tiki House Key West
-
February 26, 2026 -David Warren at The Bull & Whistle Bar
-
February 26, 2026 -Jeff Harris ~ Rick’s Bar Downstairs Stage
-
February 26, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 26, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 26, 2026 -Sunset Celebration at Mallory Square
-
February 26, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 26, 2026 -World Famous 801 Girls- 5pm Show
-
February 26, 2026 -Elle Haley at Hank’s Hair of the Dog Saloon
-
February 26, 2026 -Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
-
February 26, 2026 -Reggae Lou and The Kind Buda at Sunset Pier
-
February 26, 2026 -Filming Sit with Kit Podcast Episodes
-
February 26, 2026 -Bria Ansara at Berlin’s Cocktail Bar
-
February 26, 2026 -Nick Brownell at Schooner Wharf Bar
-
February 26, 2026 -Nick Brownell at Schooner Wharf Bar
-
February 26, 2026 -Scott Kirby With Dave Edmisten at Key West Theater
-
February 26, 2026 -Andy’s Cabana Open Mic No Mic Night
-
February 26, 2026 -Catch The Mania Trivia at Brady’s Pub
-
February 26, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 26, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 26, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
-
February 26, 2026 -Sandra Lee at The Bull & Whistle Bar
-
February 26, 2026 -The Tiki Bombs at Tiki House Key West
-
February 26, 2026 -Barrett Thomas at Hank’s Hair of the Dog Saloon
-
February 26, 2026New Normal at Sloppy Joe’s Bar
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,…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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…
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,…
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,…
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,…
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,…
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…
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…
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…
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…
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…
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…
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…
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…
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,…
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…
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,…
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…
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…
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…
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,…
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…
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…
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,…
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…
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…
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…
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…
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…
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…
Friday, February 27, 2026
-
February 27, 2026 -Yoga on the Beach – Smather’s Beach
-
February 27, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 27, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 27, 2026 -Rolando Rojas at Sloppy Joe’s Bar
-
February 27, 2026 -Story Time at the Key West Library
-
February 27, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 27, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 27, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 27, 2026 -Tim Hollohan at Sloppy Joe’s Bar
-
February 27, 2026 -Tony Baltimore at Schooner Wharf Bar
-
February 27, 2026 -Tony Baltimore at Schooner Wharf Bar
-
February 27, 2026 -Wynn Tayor ~ Rick’s Bar Downstairs Stage
-
February 27, 2026 -Joel Gibson Jr at Tiki House Key West
-
February 27, 2026 -Nick Norman at Hank’s Hair of the Dog Saloon
-
February 27, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 27, 2026 -Jessie Cotton Stone at The Bull & Whistle Bar
-
February 27, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 27, 2026 -Kari Wolf at Tiki House Key West
-
February 27, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 27, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
-
February 27, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 27, 2026 -Sunset Celebration at Mallory Square
-
February 27, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 27, 2026 -World Famous 801 Girls- 5pm Show
-
February 27, 2026 -Barrett Thomas at Hank’s Hair of the Dog Saloon
-
February 27, 2026 -Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
-
February 27, 2026 -Snacks and Five at Sunset Pier
-
February 27, 2026 -JOE THE SHOW ~ Durty Harry’s Stage
-
February 27, 2026 -Christopher Dean Band at Schooner Wharf Bar
-
February 27, 2026 -Christopher Dean Band at Schooner Wharf Bar
-
February 27, 2026 -Turner Harrison at Tiki House Key West
-
February 27, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 27, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 27, 2026 -Colin Quinn at Key West Theater
-
February 27, 2026 -Karaoke at Two Friends Patio
-
February 27, 2026 -Elle Haley ~ Rick’s Bar Downstairs Stage
-
February 27, 2026 -The Original Key West Pub Crawl
-
February 27, 2026 -iWITNESS True Crime Walking Tour
-
February 27, 2026 -Bone Island Haunted Pub Crawl & Ghost Tour
-
February 27, 2026 -Nick Brownell, Shane Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
-
February 27, 2026New Normal at Sloppy Joe’s Bar
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…
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…
Rolando Rojas at Sloppy Joe’s Bar
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…
Story Time at the Key West Library
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.…
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…
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…
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…
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan, originally from Columbia, South Carolina, captivates audiences at Key West's historic Sloppy Joe's Bar with his engaging performances. A staple in the local…
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar, an iconic Key West venue known for its laid-back ambiance and stunning dockside views. With engaging performances…
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar, an iconic Key West venue known for its laid-back ambiance and stunning dockside views. With engaging performances…
Wynn Tayor ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of Wynn Taylor at Rick's Bar Downstairs Stage. Located in the heart of Old Town Key West, this renowned musician brings…
Joel Gibson Jr at Tiki House Key West
Experience an unforgettable evening with Joel Gibson Jr at Tiki House Key West. Renowned for his captivating performances, Joel's soulful melodies and dynamic stage presence…
Nick Norman at Hank’s Hair of the Dog Saloon
Join musician Nick Norman at Hank's Hair of the Dog Saloon in Key West for an unforgettable evening of live music. With his captivating performances,…
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,…
Jessie Cotton Stone at The Bull & Whistle Bar
Experience the captivating performance of Jessie Cotton Stone at The Bull & Whistle Bar, a lively venue on Key West’s Duval Street. Known for his…
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…
Kari Wolf at Tiki House Key West
Experience the captivating performance of musician Kari Wolf at the vibrant Tiki House Key West. Renowned for her soulful melodies and dynamic stage presence, Kari…
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…
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Old Town Key West. Known for his dynamic musical style and…
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…
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…
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…
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…
Barrett Thomas at Hank’s Hair of the Dog Saloon
Barrett Thomas, a captivating musician, brings his vibrant energy and soulful tunes to Hank's Hair of the Dog Saloon in Key West. Enjoy his engaging…
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,…
Snacks and Five at Sunset Pier
At Sunset Pier, enjoy an unforgettable evening with live entertainment from Snacks and Five, a dynamic musical group known for their vibrant performances. Set against…
JOE THE SHOW ~ Durty Harry’s Stage
Experience an unforgettable evening with Joe The Show at Durty Harry's Stage, located within Rick's Entertainment Complex in Key West. As a captivating musician, Joe…
Christopher Dean Band at Schooner Wharf Bar
Experience the electrifying performance of the Christopher Dean Band at Schooner Wharf Bar, Key West's iconic waterfront venue. Known for their captivating live shows, the…
Christopher Dean Band at Schooner Wharf Bar
Experience the electrifying performance of the Christopher Dean Band at Schooner Wharf Bar, Key West's iconic waterfront venue. Known for their captivating live shows, the…
Turner Harrison at Tiki House Key West
Enjoy an unforgettable evening with Turner Harrison at Tiki House Key West. Known for his charismatic stage presence and soulful melodies, Turner blends rock, folk,…
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where the acclaimed magician dazzles with mind-blowing illusions and captivating performances. Nestled in Key…
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…
Colin Quinn at Key West Theater
Join comedian Colin Quinn at the Key West Theater for an unforgettable night of humor and wit. Known for his sharp, insightful comedy, Quinn effortlessly…
Karaoke at Two Friends Patio
Experience unforgettable evenings at Two Friends Patio with lively karaoke sessions hosted by charismatic entertainers. Sing your heart out on the open-air patio, soaking in…
Elle Haley ~ Rick’s Bar Downstairs Stage
Experience the captivating talents of musician Elle Haley at Rick's Bar Downstairs Stage, located in the vibrant Rick's Entertainment Complex in Old Town Key West.…
The Original Key West Pub Crawl
Join The Original Key West Pub Crawl for a lively 2.5-hour adventure spotlighted by entertaining guides who infuse humor and energy into the experience. Enjoy…
iWITNESS True Crime Walking Tour
Join the iWITNESS True Crime Walking Tour and embark on a thrilling journey through Key West's most notorious crime scenes. Led by an engaging expert…
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
Nick Brownell, Shane Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
Nick Brownell headlines an unforgettable night of live music at Hank's Hair of the Dog Saloon in Key West, supported by Shane Sanders and Haden…
New Normal at Sloppy Joe’s Bar
Experience the electrifying performance of New Normal, a dynamic band from Bethlehem, PA, at Sloppy Joe's Bar. From 10:00 pm to 2:00 am, enjoy their…
Saturday, February 28, 2026
-
February 28, 2026 -Daytime event to test 123, Stage A
-
February 28, 2026 -Daytime event to test 124, Stage B
-
February 28, 2026 -Daytime event to test 125, Stage C
-
February 28, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 28, 2026 -Yoga on the Beach – Ft Zachary Taylor
-
February 28, 2026 -Prime of Life Yoga with Monica Haskell
-
February 28, 2026 -Justin Angelo at Sloppy Joe’s Bar
-
February 28, 2026 -Mojito Class by Key West Legal Rum Distillery – Min 4 people
-
February 28, 2026 -Distillery Tour – Key West Legal Rum Distillery
-
February 28, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 28, 2026 -Jeff Clark at Sloppy Joe’s Bar
-
February 28, 2026 -Nick Brownell at Schooner Wharf Bar
-
February 28, 2026 -Nick Brownell at Schooner Wharf Bar
-
February 28, 2026 -Zack Seemiller ~ Rick’s Bar Downstairs Stage
-
February 28, 2026 -Marjorie Lee at Hank’s Hair of the Dog Saloon
-
February 28, 2026 -Meghan Barter at Sunset Pier
-
February 28, 2026 -Joe The Show at Tiki House Key West
-
February 28, 2026 -Eric Ripper at The Bull & Whistle Bar
-
February 28, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
February 28, 2026 -Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
-
February 28, 2026 -Eric Ripper at Hank’s Hair of the Dog Saloon
-
February 28, 2026 -Bradd Shadduck ~ Rick’s Bar Downstairs Stage
-
February 28, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
February 28, 2026 -Sunset Celebration at Mallory Square
-
February 28, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
-
February 28, 2026 -World Famous 801 Girls- 5pm Show
-
February 28, 2026 -Jerico Duo at Sloppy Joe’s Bar
-
February 28, 2026 -Elle Haley at Tiki House Key West
-
February 28, 2026 -Sunset Blues w/ Andy Westcott at Sunset Pier
-
February 28, 2026 -Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
-
February 28, 2026 -Christopher Dean Band at Schooner Wharf Bar
-
February 28, 2026 -Christopher Dean Band at Schooner Wharf Bar
-
February 28, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 28, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
-
February 28, 2026 -Karaoke at Two Friends Patio
-
February 28, 2026 -Karaoke at Two Friends Patio
-
February 28, 2026 -Michael Corelto ~ Rick’s Bar Downstairs Stage
-
February 28, 2026 -Bone Island Haunted Pub Crawl & Ghost Tour
-
February 28, 2026 -Aaron Hudgins and Sharese at Hank’s Hair of the Dog Saloon
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for an unforgettable daily party boat fishing adventure in Key West, where entertainment meets the thrill of fishing. Whether it's a family…
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…
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…
Justin Angelo at Sloppy Joe’s Bar
Experience the captivating performance of Justin Angelo at Sloppy Joe's Bar, a historic landmark in Key West. Known for his unique blend of folk and…
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…
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…
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…
Jeff Clark at Sloppy Joe’s Bar
Jeff Clark, a captivating musician, brings his vibrant performances to Sloppy Joe's Bar, a beloved Key West institution since 1937. Known for its lively atmosphere…
Nick Brownell at Schooner Wharf Bar
Nick Brownell graces the stage at Schooner Wharf Bar, captivating audiences with his musical talent in Key West's historic waterfront setting. Known for his engaging…
Nick Brownell at Schooner Wharf Bar
Nick Brownell graces the stage at Schooner Wharf Bar, captivating audiences with his musical talent in Key West's historic waterfront setting. Known for his engaging…
Zack Seemiller ~ Rick’s Bar Downstairs Stage
Join musician Zack Seemiller at Rick's Bar Downstairs Stage in Old Town Key West. Known for his captivating performances, Zack delivers an electrifying mix of…
Marjorie Lee at Hank’s Hair of the Dog Saloon
Marjorie Lee captivates audiences at Hank's Hair of the Dog Saloon in Key West with her dynamic performances. Known for her soulful melodies and engaging…
Meghan Barter at Sunset Pier
Experience the enchanting sounds of musician Meghan Barter at Sunset Pier, where her captivating live performances elevate your waterfront dining experience. Nestled in Key West's…
Joe The Show at Tiki House Key West
Experience an unforgettable evening with Joe The Show at Tiki House Key West. Known for his captivating performance and musical prowess, Joe delivers an electrifying…
Eric Ripper at The Bull & Whistle Bar
Experience the captivating sounds of musician Eric Ripper at The Bull & Whistle Bar, a lively venue in Key West’s Old Town. Known for his…
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…
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join an exhilarating aquatic adventure with the Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise. Led by our passionate and expert staff, enjoy thrilling…
Eric Ripper at Hank’s Hair of the Dog Saloon
Experience the dynamic performance of Eric Ripper at Hank's Hair of the Dog Saloon in Key West. Known for his captivating live music, Eric fills…
Bradd Shadduck ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of Bradd Shadduck on the Downstairs Stage at Rick's Bar, nestled in Old Town Key West. As a talented musician, Bradd…
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…
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…
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…
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…
Jerico Duo at Sloppy Joe’s Bar
Experience the electrifying performance of the Jerico Rockabilly Duo at Sloppy Joe's Bar, a landmark of Key West's vibrant music scene. Known for their energetic…
Elle Haley at Tiki House Key West
Experience the captivating sounds of Elle Haley, a talented musician known for her enchanting performances, at Tiki House Key West. Her soulful melodies and vibrant…
Sunset Blues w/ Andy Westcott at Sunset Pier
Experience the soulful melodies of musician Andy Westcott at Sunset Pier in Key West. Against the backdrop of breathtaking sunsets and ocean views, Andy's blues…
Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
Experience the captivating performance of Sanders and Haden Carpenter at Hank's Hair of the Dog Saloon. This talented duo brings an electrifying blend of tunes…
Christopher Dean Band at Schooner Wharf Bar
Experience the soulful sounds of the Christopher Dean Band at the historic Schooner Wharf Bar. Known for their captivating live performances, the band delivers a…
Christopher Dean Band at Schooner Wharf Bar
Experience the soulful sounds of the Christopher Dean Band at the historic Schooner Wharf Bar. Known for their captivating live performances, the band delivers a…
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. Renowned for his captivating performances, Frank Everhart mesmerizes audiences with…
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…
Karaoke at Two Friends Patio
Experience unforgettable evenings at Two Friends Patio with lively karaoke sessions hosted by charismatic entertainers. Sing your heart out on the open-air patio, soaking in…
Karaoke at Two Friends Patio
Experience unforgettable evenings at Two Friends Patio with lively karaoke sessions hosted by charismatic entertainers. Sing your heart out on the open-air patio, soaking in…
Michael Corelto ~ Rick’s Bar Downstairs Stage
Delight in an electrifying performance by Michael Corelto at Rick's Bar Downstairs Stage in Old Town Key West. Known for his engaging live music, Michael…
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
Aaron Hudgins and Sharese at Hank’s Hair of the Dog Saloon
Aaron Hudgins mesmerizes audiences at Hank's Hair of the Dog Saloon in Key West with his captivating performances. Known for his dynamic musical talent, Aaron…
Sunday, March 1, 2026
-
March 1, 2026 -Fishmonster Max- Daily Party Boat Fishing
-
March 1, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
March 1, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
-
March 1, 2026 -Glass Bottom Boat Cruise – Key West’s Window to the Sea
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…
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…
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,…
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…