Skip to content

Photographers · East Hampton, Montauk, Shelter Island

Trent Bailey

A husband and wife team shooting every wedding on 35mm and medium format film alongside digital, with Super 8 available.

Trent Bailey is a husband and wife photography team, Trent Bailey Cobb and Dara Kent-Cobb, based in New York City. They cover the East End from Southampton out to Montauk, plus Shelter Island, and say they first came out to Montauk in 2010.

How they work

Every wedding is photographed on 35mm and medium format film alongside digital. Trent shoots with a Rolleiflex, and Dara, the creative director, shoots on 35mm film on the day. Super 8 motion picture film is offered for couples who want moving pictures of the day. The stated approach is calm and unhurried, mixing composed portraits with candid moments, and the team plans around East End weather, such as where the wind will be calmest on a property. Their work has appeared in Vogue, Town & Country and The New York Times, according to the site.

Who it suits

Couples who want the look of film and a quiet presence that lets guests stay in the moment. Their own East End weddings include The Maidstone Club and LongHouse Reserve in East Hampton, the Crow’s Nest and Gurney’s in Montauk, and The Pridwin on Shelter Island. It is less suited to couples who want a full wedding video, since only Super 8 film is listed, or who want to see prices before reaching out.

Good to know

  • No prices are published. Inquiries go through the form or inquire@trentbailey.com.
  • They also work in the Hudson Valley, Upstate New York and abroad, so ask early about summer Saturdays.
  • The site names a team of two. It does not mention a separate second shooter.

Facts checked against the vendor's own information on October 23, 2026. Prices are approximate. Is something wrong? Tell us and we'll fix it the same day.

More photographers