Craig The Crooner
Overview
From Vegas-themed cruise ship shows, to jazz bands & tribute shows, Craig Kallis is that polished entertainer who brings a sophisticated, nostalgic atmosphere to your event, performing Great American Songbook standards with a smooth, romantic vocal style.
Expect hits from Sinatra, Dean Martin, Tony Bennett, Nat King Cole, Johnny Mathis, Chet Baker & more!
Performance can be solo (with backing tracks) or with 1 to 18 musicians. Ideal for events such as: Corporate events, weddings, themed events (e.g., Gatsby/Hollywood parties), restaurants, and retirement communities.
Ready to add that classic old Hollywood charm to your event? Craig Crooner is ready and can’t wait to wow your guests!
Reviews
2 reviews
Christine S.
June 8, 2026Effortless Talent and total voice control
So happy to have had Craig sing at my party. We were blown away. He is not just a great singer, but his energy was contagious and we were all singing and dancing along. Best decision I could've made for the event. He's highly recommended.
Hired as: Crooner
Stephanie F.
May 24, 2026An Unforgettable Performance!
Craig sang at my birthday party and was incredible! His voice was beautiful and he sounded just like Frank Sinatra. He made the night feel so special and elevated the entire event. Everyone loved him! Definitely recommend and will absolutely hire him again. Thanks Craig!
Hired as: Crooner
Booking information
Price range: $350 and up. sound provided.
About
From a young age, Craig’s life always revolved around singing. He had the privilege of meeting Nelson Mandela while performing with the Tygerberg Children’s Choir, a classical choir of children selected from various schools across Cape Town, South Africa.
Craig performed in a variety of tribute shows in casinos, and later as part of The Barnyard Theatre Company’s touring productions, performing in front of thousands week after week for a number of years. It was at one of these tribute shows where he was spotted by a member of premier jazz big band The Sticky Triggers, and asked to join as lead male vocalist. His years with this band expanded his love of The Great American Songbook, performing at various high end private and corporate events and festivals.
He later set his sights on the seas, performing on cruise ships in theatre shows and jazz bands on Costa Cruise Lines and Holland America Lines, where he met his now wife Anna, a Gulfport FL native, who also worked onboard at the time. The couple later married and settled in St. Petersburg,FL in 2017.
Recently Craig had the privilege of being asked to perform at the celebration of life of Don Vincent, the long time musical director for Wayne Newton. He continues to perform regularly as a crooner and jazz singer all around Florida, where he is still resident today in St. Pete.