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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– 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

Melody Rose
Melody Rose
"Melody Rose attributes her unique vocal and songwriting style to her various musical upbringings. The daughter of a singer and a music industry executive, she spent her childhood in the studio, or backstage at Madison Square Garden, observing the inner workings of the world of Rock & Roll. Her operatic training and vocal jazz training surpass a decade. Upon receiving her M.A. in music composition, Melody continued to work on her craft as a singer-songwriter, and subsequently released her debut, self-titled album in 2015. Melody’s live performances have taken her to Europe and to various music conferences and festivals along the east coast. She is currently performing as a member of the Manhattan Band for Norwegian Cruise Lines. Music Magazine UK raves, “Soul is definitely one thing that Melody has no shortage of, and you’ll be sure to listen again and again to gain an insight in to this young up-and-coming artist.” Stay tuned as Melody Rose plans the release of her sophomore album, ‘Inside the Skies.’ "

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

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

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.

Grand Folk Railroad
Grand Folk Railroad
Grand Folk Railroad brings on the fun with a quirky, eclectic/eccentric mix of original tunes, forgotten favorites, 60s and 70s pop gems, one-hit wonders, old-school country, and contemporary folk. With a make-every-note-count approach to performing, a vast eclectic repertoire, and questionable regard for musical traditions, Grand Folk Railroad blurs the lines between pop, rock, folk and singer/songwriter genres.

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.

Firetog & Co.
Firetog & Co.
Firetog & Co. is a modern rock band combining singer-songwriter storytelling, jam band energy, and jazz-inspired instrumentation. Led by Phil Firetog, the group delivers dynamic performances with intricate rhythms and heartfelt lyricism. They’ve played festivals like Montauk Music Festival and Great South Bay Music Festival, captivating audiences with their rich, evolving sound.

Hot Club of Montauk
Hot Club of Montauk
The Hot Club of Montauk play music inspired by Django Reinhardt and Stephane Grappelli.