DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Chaka at Rick's Bar Upstairs Stage in Key West. Known for his dynamic beats and infectious energy, DJ Chaka…
Free
55 events found.
Events for March 27, 2026
Ongoing
The Durtbags ~ Durty Harry’s Stage
Experience the electrifying performance of The Durtbags at Durty Harry's Stage, located within Rick's Entertainment Complex in Key West. This dynamic rock band lights up…
Free
Kc Johns Band at Hog’s Breath Saloon
Experience the electrifying KC Johns Band at Hog's Breath Saloon, where powerhouse vocalist KC Johns delivers an irresistible fusion of country and rock. With her…
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,…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage for an exhilarating night of karaoke. Known for his electrifying mixes and innovative soundscapes, Jason blends genres…
Free
Yoga on the Beach – Smather’s Beach
Join us for Yoga on the Beach at Smather's Beach, a serene experience led by an inspiring local instructor. Connect with the tranquil surroundings of…
$20
Yoga on the Beach – Smather’s Beach
Join us for Yoga on the Beach at Smather's Beach, a serene experience led by an inspiring local instructor. Connect with the tranquil surroundings of…
$20
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
Rolando Rojas at Sloppy Joe’s Bar
Rolando Rojas, an electrifying presence at Sloppy Joe's Bar, captivates audiences with his exceptional guitar skills and stage charisma. As one of Key West's premier…
Free
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.…
Free
Jeff Harris at Irish Kevin’s Bar
Jeff Harris captivates the crowd at Irish Kevin's Bar with his dynamic musical performances, embodying the lively spirit of this renowned Key West venue. As…
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
Elle Haley at Hog’s Breath Saloon
Elle Haley captivates audiences at Hog's Breath Saloon with her dynamic performances and musical prowess. As an accomplished musician, her engaging stage presence and versatile…
Free
Wynn Taylor ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of Wynn Taylor at Rick's Bar Downstairs Stage. Wynn Taylor, a talented musician known for mesmerizing audiences with his soulful tunes…
Free
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan, a captivating musician from Columbia, South Carolina, enchants audiences at Sloppy Joe's Bar in Key West. Known for his dynamic stage presence and…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore brings his dynamic musical talents to Schooner Wharf Bar, captivating audiences with his lively performances. Set against the backdrop of Key West's Historic…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore brings his dynamic musical talents to Schooner Wharf Bar, captivating audiences with his lively performances. Set against the backdrop of Key West's Historic…
Free
Charlie Knott at The Alamo Key West
Charlie Knott captivates audiences at The Alamo Key West with his engaging performances, showcasing his musical talent in the lively atmosphere of this popular bar…
Free
Charlie Knott at The Alamo Key West
Charlie Knott captivates audiences at The Alamo Key West with his engaging performances, showcasing his musical talent in the lively atmosphere of this popular bar…
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
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
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
Mylo O’Maolain at Irish Kevin’s Bar
At Irish Kevin's Bar, Mylo O'Maolain captivates the audience with his energetic performances and magnetic stage presence. As a talented musician, he brings a unique…
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
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
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performances of Joe The Show at Rick's Bar Downstairs Stage in Key West. Known for his dynamic music and magnetic presence, Joe…
Free
Alex Anthony Duo at Hog’s Breath Saloon
Experience the electrifying Alex Anthony Duo at Hog's Breath Saloon in Key West. Known for reinventing the modern cover band experience, they captivate audiences with…
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…
Happy Dog at The Alamo Key West
Experience the captivating sounds of Happy Dog Band at The Alamo Key West, where the enchanting improvisational jam band takes center stage. With their vibrant…
Free
Happy Dog at The Alamo Key West
Experience the captivating sounds of Happy Dog Band at The Alamo Key West, where the enchanting improvisational jam band takes center stage. With their vibrant…
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…
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
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Pete and Larry captivate audiences with their comedic flair and musical talent as Sloppy 2nds. This dynamic duo ensures evenings filled…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly brings his vibrant energy and musical talent to Irish Kevin’s Bar in Old Town Key West. Known for engaging performances, Pauly captivates audiences…
Free
Cayo Ritmo Band at Schooner Wharf Bar
Experience the rhythmic beats of the Cayo Ritmo Band at Schooner Wharf Bar, Key West's lively waterfront venue. Renowned for their dynamic performances, Cayo Ritmo…
Free
Cayo Ritmo Band at Schooner Wharf Bar
Experience the rhythmic beats of the Cayo Ritmo Band at Schooner Wharf Bar, Key West's lively waterfront venue. Renowned for their dynamic performances, Cayo Ritmo…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the captivating Magic of Frank Everhart at Schooner Wharf Bar, where the art of illusion comes alive. Frank Everhart's masterful sleight of hand and…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the captivating Magic of Frank Everhart at Schooner Wharf Bar, where the art of illusion comes alive. Frank Everhart's masterful sleight of hand and…
Free
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…
$39.95
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…
Free
Elle Haley ~ Rick’s Bar Downstairs Stage
Experience the captivating talent of musician Elle Haley at Rick's Bar Downstairs Stage, Key West's premier nightlife destination. Her soulful performances bring vibrant energy to…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage in Key West. Renowned for his dynamic mixes and vibrant energy, DJ Duke…
Free
Marshall Morlock Band at The Alamo Key West
Experience the electrifying Marshall Morlock Band at The Alamo Key West. Known for their dynamic performances and captivating sound, the band brings an energetic vibe…
Free
Marshall Morlock Band at The Alamo Key West
Experience the electrifying Marshall Morlock Band at The Alamo Key West. Known for their dynamic performances and captivating sound, the band brings an energetic vibe…
Free
Kc Johns Band at Hog’s Breath Saloon
Experience the powerhouse vocals of KC Johns Band at Hog's Breath Saloon. With a captivating blend of country and rock, KC Johns, drawing from her…
Free
The Durtbags ~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's premier rock band, as they take the stage at Durty Harry's every Thursday through Sunday. Located…
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,…
The Audio Files at Sloppy Joe’s Bar
The Audio Files, a dynamic party rock band, takes center stage at Sloppy Joe's Bar from 10:00 pm to 2:00 am. Renowned for their electrifying…
Free
Riptide Riot at Irish Kevin’s Bar
Experience the electrifying performance of Riptide Riot at Irish Kevin’s Bar. Located on Duval Street in Old Town Key West, this band brings an energetic…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage in Key West for an electrifying karaoke experience. Known for his dynamic mixes and innovative soundscapes, Jason…
Free