Bands, Arts and Craft Vendors, Food Vendors and much more!!!
Free Admission!

$10 parking Fee
No Coolers please
Well behaved dogs welcome
Florida Keys Brewing Co. and Food vendors

00Days -10Hours -37Minutes -59Seconds

T-Shirts, Swag & Raffles!

"Play  With Blues" by Pasta

15" X 30" giclee on canvas valued $500


At Island Music School, we're not just teaching lessons; we’re igniting a lifelong passion in music!

Our music programs are designed to be fun, engaging, and offer benefits beyond the traditional lesson. Our programs are designed to build musical confidence and foster a love of music.

We believe that everyone can benefit from learning to play an instrument and having music in their life.

Develop a Lifelong Talent:

Enroll today for a music education beyond ordinary music lessons!


Leah Sutter

Born and raised in the Florida Keys, Leah Sutter is the youngest of four children to parents John and Michele. Leah realized her talents and love of music early on in her life and, with the support of her family, quickly immersed herself in the art. Soon she was receiving classical voice training and taking both piano and guitar lessons. In middle and high school, Leah often performed in talent shows, arts showcases, drama, and musical theater in an effort to perfect her performance style. As Leah’s involvement in the Keys music scene grew, she learned she could connect with people and make them smile with her music. Today these remain her motivations for pursuing a music career.

Leah continued to develop her signature sound through her training. While attending Florida State University, she took piano lessons and went through classical voice training at FSU, as well as directed music and art shows and performances in the Tallahassee community. Leah’s repertoire was expanded by her position as lead singer in the band Leah & the Aviators (L&A)—whose music generally falls under the Alternative Rock/Adult Contemporary genre. They performed in many FSU showcases and Tallahassee music and art festivals. The band released their debut album “Air Ride” on November 4, 2014, which can be found on iTunes, Spotify, etc.

After finishing school, Leah moved home to the islands again to pursue music in the place she loves most. The culture of the Keys played a role in fostering not only Leah as a person, but also her passion for music and that’s clear in the laid back nature of her original tracks and person. Her music is what one might describe as Pop Coffeehouse, though Leah dubs it ‘Acoustic/Pop.’ Leah has been actively performing since 2014 and has had the opportunity to perform at many different events.

 The Lower Mat Cats formed at the Safari Lounge jam band in the past 6 years we have had many cats be honorary cats today's cats are establishing themselves in the community as a fun rock and country band with front man " Too Tall" Tom, on bass is Larry. On lead guitar is Mark Pedin, on horn is "Chief" andPasta on drums.


Bill Todd Trio

The Music of Bill Todd, Singer/Songwriter, Guitarist, informed by 30 years in the South Fla, LA and Nashville Music Scenes. Caribbean influenced Jazz originals.

Original Lady A Blues Band

Lady A with her strong, earthy blues vocal style and harmonica playing has carved a place all over Florida in the 80’s 90’s and now has returned to her beloved keys ready for action

David Feder

“You have a Treasure in your midst…the great Dave Feder ”  - Jimmy Buffett

“Dave has a magic way of making you feel like an old friend with songs that are original and intimate.  He is a master guitarist who plays his own intricate Flamenco influenced finger-style music with laid back island feel.”   NPR – Michael Stock

Key Largo Jam Band

We are a loose group of studious musicians in the upper keys. Known for hosting jams. We have anywhere between 5 and 10 musicians on stage at any given time. Over the years we’ve had many great vacationing and snowbird musicians sit in with us.
Our current lineup, it’s constantly evolving.
Maurice Santa Cruz ~ Bass
Marianne Dutton ~ Lead and backing vocals
Lewis Rainbow ~ Drums
Dorian Reyes ~ Drums
Jon Henderson ~ Lead and backing vocals/rhythm guitar
Arno Lamb ~ Lead guitar
Freddie Perez ~ Keyboards
John Baxter ~ Sax and flute
Djembe Dan ~ Djembe
Spiderman ~ Bongos

Jimmy Hawkins

Jimmy Hawkins got his first guitar at age 9, and began a musical odyssey, which has taken him literally around the world. He spent his early years absorbing and analyzing the unending variety
of musical styles the river carried to his native town of St. Louis. He paid his dues with a succession of local groups, barnstorming the Midwest from St. Louis to Detroit

In 1973, Jimmy caught wind of a new musical movement taking place in the Caribbean. Accepting an invitation to visit Jamaica with a friend, Jimmy decided to stay a while and ended up spending the next ten years  immersed in its cultural, musical, and spiritual world.

Returning to the States in 1983, Jimmy formed the nucleus of what would become the Cyclones. The Cyclones carefully nurtured a fan base throughout southeast Florida and the Florida Keys. This popularity led to a house band berth at Key Largo’s famous Caribbean Club, and many People’s Choice awards for “best local band.” In 1996, the Cyclones released their first CD, recorded live at the Club. This album is a compilation of original songs written by Jimmy and his son Felix, as well as original arrangements of previously recorded material.

Filex The Catt



Uncle Rico

Uncle Rico was formed in 2011 playing a large variety of music in the upper keys from pop, country, classic rock, and alternative. They have played events alongside some of the most notable acts in the upper keys at local establishments as well as events such as the BayJam Music Festival.

Barstool Sailor & The Carousers


Good times are right around every corner” when you’re jamming with the Barstool Sailor. These FL Keys musicians with influences in Reggae, Funk, Punk, and Classic Rock love to interact with crowd and get the party started. From covers to originals that will be your next favorite song, he bring musical talent and fun to the stage. The singer/songwriter Micah Gardner with guitar/vocals,The Barstool Sailor is a staple on Saturday nights at the Florida Keys Brewing Company in Islamorada, FL.

The Carousers

Based in Islamorada Florida, The Carousers are a local crowd favorite who bring their eclectic Rock n’ Roll show to a number of Florida Keys venues. If your ears enjoy The Allman Brothers, Tom Petty, The Grateful Dead, The Rolling Stones, The Band, and Johnny Cash you will certainly have a fun night with The Carousers. Band members Nick Kimball, Kris Bacen, Jimmy Lozar, Cliff Stutts and Andre Serafini always aim to please your mind and soul and promise to have your feet dancing.