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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

Annalyse & Ryan
Annalyse & Ryan
Annalyse & Ryan are a NY-based Americana duo. Their sound and songs take listeners on a soulful, rootsy journey, “resounding from the hollers with a haunting beauty” (Jeff Biggers, Huffington Post). The sweetness and severity in their music echos a cross between The Civil Wars and Tedeschi Trucks Band. Annalyse & Ryan’s strong harmonies melt together seamlessly, with an undeniable edge: a symbiotic clash reminiscent of their differing senses of place, yet their ironically parallel styles of seeing the world. Their music has been featured on CBS, BBC, and in multiple documentaries. The duo is touring this spring in support of their new EP Trilogy. The album features a phenomenal group of musicians brought together for this 3-song project.

Amanda Ayala
Amanda Ayala
Amanda Ayala is NY based artist known for her raw, powerhouse vocals and a style that blends rock, blues, and pop with a modern twist. Her authentic sound and honest lyrics draw from her personal journey, connecting with listeners on a deep level. Amanda first gained national attention as a contestant on NBC’s “The Voice”, where her performances left a lasting impression. She also made a mark as a quarterfinalist on Amazon Prime’s “Who Will Rock You?”showcasing her versatility and stage presence. With her dynamic talent and fearless approach to music, Amanda is steadily carving out her place in the industry as an exciting artist to watch.

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.

Kayla Stockert
Kayla Stockert
"Kayla Stockert is a Long Island based singer/songwriter who often performs with her younger brother Brandon Stockert. Through their music, they are able to naturally create an authentic and real dynamic that audiences can feel and relate with. They are a returning act to the Montauk Music festival. Their talent’s perfectly complement each other. They usually play acoustic covers of old classics as well as their original songs. Their sound can be described as Acoustic/Retro/Indie"

Drop the 4
Drop the 4
The retro-future post funk fusion phenomenon. Complete with horns, vocals, and a rhythm section that will keep you dancing the entire time.

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."

Playing in Traffic
Playing in Traffic
"Playing in Traffic one of N.Y.C’s Premier Hard Rock Bands’ Featuring: Karais James - Shane Sarno - Raymond Carroza and Jim Horan. Playing in Traffic’s Rock style is really hard to pin Down. They are Having too much fun creating music to worry about Style, They write what they feel and bring Fire To it! Rock’n’Roll is Alive and well with This band. Playing in traffic is available for bookings year round in The N.Y.C. area and beyond please contact us at (631)-223-9118 Playing in Traffic was formerly known as Chemically Controlled Children) the band has been together since 2011 "