Starting in February 1906 Wilding toured during almost the entire year across continental Europe and England, sometimes travelling by train but most often on his beloved motorcycle. For the first time he played the Riviera circuit and won tournaments in cities throughout Europe including Cannes, Paris, Lyon, Barcelona, Wiesbaden, Reading, Prague, Bad Homburg and Vienna. At some of the tournaments in England and Europe he was accompanied by his father with whom he played in various doubles competitions. Together they won the doubles title at the Sheffield and Hallamshire tournament in June 1906. Wilding's run at the 1906 Wimbledon Championships ended, as it had done the previous year, with a straight-sets defeat against the veteran Arthur Gore, this time in the semifinal. After winning the singles title at the London Covered Courts Championships in October, beating George Caridia in the final, he travelled by boat to New Zealand and in late December in his native Christchurch won the singles title at the Australasian Championships, defeating Francis Fisher in the final, and doubles title, partnering compatriot Rodney Heath. A week later he also won the New Zealand Championship against Harry Parker in the final. At the 1907 Wimbledon Championships Wilding had the misfortune to be drawn in the same section as tournament favorite and eventual champion Norman Brookes who defeated him in their second-round match in five sets. Reluctant to return to New Zealand to practise law, as he originally intended, Wilding instead decided to play a circuit of European tournaments. During the 1907–08 winter, when tennis activity was at a low, he generated income as an English teacher and tennis trainer for aristocratic families in Bohemia and Hungary. In March 1908 he partnered Major Ritchie to win the doubles title at the South of France tournament against multiple Wimbledon champions Lawrence and Reginald Doherty. Wilding won the 1908 Victorian Championships singles title after defeating Fred Alexander.