Complex sentence: Ball and his band have enjoyed the longest unbroken success for bands of their original generation of the traditional 1960s, where their hits like "Samantha" and "Midnight in Moscow" remain popular in dixieland and trumpet circles today.
Split into simpler sentences: Ball and his band have enjoyed the longest unbroken spell of success for bands of their generation. Their traditional, 1960s hits like "Samantha" and "Midnight in Moscow", remain popular in dixieland and trumpet circles today.