Dylan Ross: The Swingin’ Songs of Frank Sinatra

Step into the golden age of swing with an intimate cabaret celebrating the unforgettable songs and remarkable story of Frank Sinatra.

Featuring acclaimed vocalist Dylan Ross alongside a world-class jazz quartet, this stylish performance brings fresh energy to timeless classics including Fly Me to the Moon, My Way, I’ve Got You Under My Skin, and many more.

Blending captivating storytelling with iconic music, the show explores Sinatra’s extraordinary career, enduring influence, and unmistakable style. Elegant, engaging, and packed with beloved standards, this is a heartfelt tribute to one of the greatest entertainers of all time, perfect for jazz lovers and Sinatra fans alike.

“Male jazz singers are in a minority, so it’s always interesting to hear one, especially one who has the tone and phrasing of some of the very best from the past. If you like Sinatra, Tony Bennett, and even Michael Bublé, you can’t help but love Dylan Ross who was pitch perfect all night.” – Swanage Jazz Festival 2023

“They play just like the records […] absolutely flawless.” – Sandy Hill Arts Centre 2025

“Dylan and his superb Quartet are a highlight in our calendar each year and will be for many years to come.” – The Bridge Jazz Club 2025

“Superb debut by rising vocalist with a swingin’ band.”– Copasetic Foundation 2024