Wolanin was traded by the Avalanche to the Tampa Bay Lightning on June 21, 1996, in exchange for the Lightning's second-round draft pick in 1998 (Ramzi Abid). Wolanin's tenure with the Lightning lasted 15 games, as he struggled with consistency and injuries throughout the course of the season. The Lightning traded Wolanin to the Toronto Maple Leafs on February 1, 1997, in exchange for the Maple Leafs' third-round pick in 1998 (Alex Henry). Wolanin played a total of 33 games over two seasons with the Maple Leafs, missing the majority of the 1997–98 season due to a knee injury. He attempted a comeback for the 1998–99 season, but with no interest from NHL teams, he skated with the International Hockey League's Detroit Vipers for 16 games, recording five assists before announcing his retirement from professional ice hockey.