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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.

Jessie Haines
Jessie Haines
Jessie Haines is a country/pop artist whose infectious songwriting is quickly gaining momentum worldwide.

Dalton Portella and Max Vanderbeek
Dalton Portella and Max Vanderbeek
"Dalton is an interdisciplinary artist, musician and surfer, living and working in Montauk. He plays guitar and percussion, sometimes at the same time. He plays instrumental music that draws on all his roots and influences, ranging from the blues to Middle Eastern and Brazilian music. "

Toby Gibson Band
Toby Gibson Band
Singer/Songwriter Toby Gibson hails from Sneedville, Tennessee. He grew up playing bluegrass, country and soul with his grandfather and local musicians. His songwriting is also influenced by his life in Appalachia. He's released several singles and the album "Dirt Road" in 2020. His new album will be released in Spring, 2023. He is also the lead singer/guitarist and principal songwriter of the Toby Gibson Band. The Toby Gibson Band blends Americana, folk, blues and jam for a sound all their own. The band has drawn comparisons to John Mellencamp, Bob Seger and Tom Petty, and their live show is diverse and engaging. Toby is a staple in the East Tennessee music scene and will Tour the country in 2023

Remember September
Remember September
The family that plays together - stays together, especially in Rock n' Roll. The Beach Boys, The Kinks, The Allmans, Black Crowes, Oasis... the list is a long one indeed. REMEMBER SEPTEMBER is the Brothers Schod from Trumbull, CT. Jay is the lead vocalist and main songwriter. Chris plays lead guitar and provides well-crafted harmonies. Eric carries the tasteful basslines that create the signature sound to their eclectic setlists. Over the past 19 years, the band has honed its "chops" and gained recognition across the East Coast for is Purebred American Rock style.

Rick Eberle Band
Rick Eberle Band
"With an alt rock flavor that fans of Third Eye Blind or Foo Fighters would dig on one track, to a sugary pop-rock sensibility in the vein of Fountains of Wayne or Barenaked Ladies on another, Rick Eberle has proven himself to be a unique and versatile singer, songwriter and guitarist on both ends of the musical spectrum. Influenced by a wide variety of artists from The Beatles and Elvis Costello, to Gavin DeGraw and Hozier, Eberle consistently delivers hard hitting, powerful riffs interwoven with melodic vocals and insightful, introspective lyrics. Each listen is an aural adventure."

Karais James
Karais James
Karais James is an Award winning songwriter from Long Island New York’ his style is hard to pin down but always entertaining a mix of Rock and Blues, with some country Tones

The Big Happy
The Big Happy
The Big Happy emerges from Long Island, NY, known for their high energy performance- the head bangin’, guitar skankin’, rhyme bustin’, 5 piece powerhouse blends sounds of Reggae, Hip Hop and Rock and roll, mixing up the perfect recipe for a good time.