Anthony D’Alessandro

Anthony D’Alessandro is a pianist, composer, arranger, and bandleader based in Toronto, Canada. Hailed by WholeNote Magazine as a pianist with a “natural feeling for swing and groove” and “scintillating technique”, he has performed in many notable clubs, concert halls and jazz festivals around the world including the Montréal International Jazz Festival, Teatro Nescafé de las Artes in Santiago Chile, Birdland Jazz Club and Smalls Jazz Club in New York City, Koerner Hall in Toronto, and the Casalmaggiore International Music Festival in Casalmaggiore, Italy. He regularly performs alongside a “who’s who” of Canada’s top jazz musicians including Caity Gyorgy, Neil Swainson, Terry Clarke, Pat LaBarbara, and Ernesto Cervini, and has performed or toured with many notable New York City-based musicians including Benny Benack III, Summer Camargo, Alexander Claffy, and Joseph Farnsworth.

His debut full length album Searchin’ (2024), featuring New York City-based trumpeter and vocal star Benny Benack III, debuted to critical acclaim, being called an “uplifting and feelgood jazz record” by Paris Move, and a “gem of an album” by Jersey Jazz Magazine. His composition Tune for Monty was selected for CBC Music’s prestigious “Songs You Need to Hear” list in May 2024.

Anthony frequently tours and records with two-time Juno Award winning vocalist Caity Gyorgy, having played on her most recent 2025 JUNO winning album Hello, How Are You?