Name: Trenton Chandler ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Start: 2026-01-28T12:00:00-05:00
End: 2026-01-28T15:00:00-05:00

January 2026
Gary Hempsey at Schooner Wharf Bar

January 27 @ 6:30 pm - 10:30 pm

Gary Hempsey delivers captivating live performances at Schooner Wharf Bar in Key West. Known for his engaging stage presence and diverse musical repertoire, Hempsey enchants…

Free
Monday Night Football at Rick’s Entertainment Complex

January 27 @ 7:00 pm - January 28 @ 1:00 am

Join the excitement of Monday Night Football at Rick's Entertainment Complex in Old Town Key West. Amidst the vibrant nightlife, experience electrifying performances by talented…

Free
DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex

January 27 @ 7:00 pm - January 28 @ 4:00 am

Immerse yourself in an unforgettable night with DJ Marty at the Red Garter Saloon in Rick's Entertainment Complex. Known for crafting electrifying playlists that keep…

Free
HYPER DRIVE ~ Durty Harry’s Stage at Rick’s Entertainment Complex

January 27 @ 9:00 pm - January 28 @ 2:00 am

Experience the electrifying energy of Hyper Drive at Durty Harry's Stage in Rick's Entertainment Complex, Key West's nightlife epicenter. Known for their dynamic performances, this…

Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex

January 27 @ 9:00 pm - January 28 @ 4:00 am

Experience an electrifying night with DJ Duke at Rick's Bar, located upstairs at Key West's iconic Rick's Entertainment Complex. Renowned for his dynamic sets and…

Free
Saltwater Saints at Sloppy Joe’s Bar

January 27 @ 10:00 pm - 11:59 pm

Experience the vibrant energy of Saltwater Saints at the iconic Sloppy Joe's Bar in Key West. Known for their captivating performances, Saltwater Saints bring a…

Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex

January 27 @ 11:00 pm - January 28 @ 4:00 am

Join Jorge for an unforgettable karaoke night at Rick's Bar, located in the heart of Old Town Key West. Renowned for his charismatic stage presence…

Free
daytime event to test 16

January 28 @ 8:00 am - 11:59 pm

test venue 7 416 Applerouth Ln, Key West, FL, United States

Do not fear mistakes. There are none.

$25
Yoga on the Beach – Ft Zachary Taylor

January 28 @ 8:15 am - 9:45 am

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

$20
Aqua Yoga at Southernmost Beach Resort

January 28 @ 9:00 am - 10:00 am

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.…

$20
Izzy Zaidman at Sloppy Joe’s Bar

January 28 @ 10:00 am - 11:45 am

Izzy Zaidman, a passionate musician with his Steel Resonator guitar, fills Sloppy Joe's Bar with the rich sounds of American Roots music. Since moving to…

Free
Trenton Chandler ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex

January 28 @ 12:00 pm - 3:00 pm

Experience the soulful tunes of Trenton Chandler at Rick's Bar in Key West's vibrant entertainment complex. A gifted country musician and songwriter from Shallowater, Texas,…

Free

January 2026