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The 14th Annual Montauk Music Festival
Presented by the Montauk Sun
May 15-18, 2025
Opening Party on Thursday May 15th at the Westlake Fish House
Enjoy an evening of music, appetizers, cocktails, and dancing. Twenty of the Festival Bands will do a sneak preview of their weekend shows- on three stages: inside and out under the tent.
Tickets- $60- includes appetizers and free sponsor drinks along with over four hours of live music.
Over 400 performances beginning Friday afternoon and running through Sunday evening- there will be shows throughout Montauk showcasing 100 acts at about 40 satellite venues.
On Saturday and Sunday- May 17th and 18th
The MAIN STAGES will once again be on the Green in the center of town.
Bring a Beach Chair and/or Blanket- friends and family-and be ready for 2-days of entertainment. No coolers or outside alcohol. Beer/Wine/Soda, and fun at the sponsor tent available during the event.
There will be an admission/donation fee [$20 for 2-day pass], and children under 5 are free- this will allow you entrance for both Saturday and Sunday’s shows 11am- to 5 or 6pm. {Cash or VENMO only}
A percentage of the proceeds will benefit
Lucia’s Angels & East End Coalition for Women’s Cancers
The Montuak Music Festival APP– or Montauk Music Fesival APP for Android with up-to-date schedules, artists, and venue information will be available in May.
2024 promo video- song
2022 promo video- song by Drop the 4

Original Gossip band
Original Gossip band
"Original Gossip is an all original rock band made up of four seasoned musicians from Long Island, New York. Each member has more than 20 years of experience covering all aspects of music including song writing, performing, recording, sound engineering, and teaching. While Original Gossip was formed 4 years ago, the band has over 40 original songs in their repertoire. They found that an audience of all ages has gravitated towards their music through streaming sites, social media, and live performances in popular clubs on Long Island and in the heart of New York City. Original Gossip remains highly dedicated to creating new music. They look forward to bringing their music to the next level and beyond."

Mark Newman
Mark Newman
"Mark Newman Bio... Growing up in New York, Mark Newman’s musical journey has taken him around the world several times as both sideman and singer/songwriter. This ace stringman (guitar, lap steel, mandolin, dobro) and accomplished songwriter is the type of singer whose warm and expressive voice sounds like an old friend. He put it all together on 2006’s “Must Be A Pony” (Danal Music, LLC). In 2010 he took a quantum leap forward with the stunning “Walls Of Jericho” (Danal Music. LLC) and has just released, “Brussels”( Danal Music. LLC), a live solo EP. “Empirical Truth”, his latest CD was released in June, 2018 (Danal Music, LLC, distributed by WBA Records). It won best CD from the Long Island Blues Society. Sharing the stage with such notables as soul legend Sam Moore (Sam & Dave), John Oates(Hall and Oates), Jim McCarty (Yardbirds, Renaissance),the late Willy DeVille (Mink DeVille), Bobby Whitlock (Derek and the Dominos), Sam The Sham and Darlene Love has given Newman the perspective to craft an individualistic sound framed in straight-from-the-hip rock’n’roll, simmering with the subtle flavors of blues, R’n’B, funk, folk and soul. Mark is currently touring with the reformed Blues Project."

Marshall Oakman
Marshall Oakman
"Marshall Oakman is a prolific, New York based singer-songwriter-performing musician. Recent single releases, written, performed and recorded by Marshall include At The Boiling Point, She's No Doll She's A Woman and When Life's Cold. Check out the video for She's No Doll She's A Woman and keep a look out for the soon-to-be-released video for When Life's Cold."

Jay Shepard Band
Jay Shepard Band
Jay Shepard is a multi-faceted guitarist, performer, songwriter, and recording artist. Living on the North Fork via South Carolina, his guitar playing and professionalism are always in high-demand in the studio with Grammy winning producers and on the stage with rock and roll legends. Jay can currently be seen preforming with his band "The JAY SHEPARD BAND" from Montauk to Manhattan, and on the hit Broadway musical “Rock of Ages.” Visit www.JayShepSounds.com to see, hear, and read what all the buzz is about.

Annie Trezza
Annie Trezza
Annie Trezza is a singer-songwriter based out of Montauk, NY. Her love and passion for fine songwriting shows upon first listening. From the age of 6 years old she was singing along to every Beatles song and by age 15 knew all of the lyrics to many a Bob Dylan tunes. Growing up in a church allowed for the sounds of Gospel to influence and run through and through from a young age. Folky, surfy, soul filled sounds pair perfectly w/ her unique raspy voice and groovy guitar riffs. Her lyrics are inspired by heartaches, The Ocean, surfing, travels, loves lost and found, and Life itself. She recently had the opportunity of having not one, but Three original songs in neo-western thriller, The Last Victim. (Directed by Naveen A. Chathapuram and available to stream on Hulu). Her EP Blue Suitcase #2 was released in December 2019. Her second EP titled Something, Nothing. was recently recorded at the world class Bear Creek Studios w/ producer Ryan Hadlock (The Lumineers, Brandi Carlile, Vance Joy) was released January 2023.

Waylan Brothers
Waylan Brothers
The Waylan Brothers are inspired by Americana blues and country music. This piano, rhythm guitar, and harmonica duet focus on harmony and just creating a good feel vibe.

Diane Gentile
Diane Gentile
Diane Gentile is a New York Singer Songwriter and Producer. Her last album, The Bad and the Beautiful, contributed to large increase in Spotify listeners, YouTube fans, and garnered her tours with ex-Replacements founder Tommy Stinson, and support slots with Alejandro Escovedo, with whom she released a critically acclaimed duet titled "Walk With Me". Her last foray was co-producing the benefit album Silver Patron Saints for artist Jesse Malin, who suffered a rare debilitating spinal stroke. The album contains covers of Jesse's songs from 26 artists, that also culminated in a 2 night sold out benefit show at NY's Beacon Theater, where she performed a duet with Jesse. Diane is currently recording new songs for a fourth full length.

Dizzy After Midnight
Dizzy After Midnight
"Dizzy After Midnight is a 4 piece original band with 80s inspired songs with modern flare! Featuring Mike Alessi, Jake Atherton, Sean Sokol, and Ryan Gruber! Every Dizzy show is truly unique experience. "