It is safe to initialize the Crittercism library in both places, but it's not really necessary. This is because after the first initialization, any subsequent initializations will be detected and ignored.
That leaves you with the option to initialize in either place. Although most people choose to do it at the activity level, starting Crittercism in the Application class does work.
No matter where you initialize the library, crashes and other information should be reported from all of your activities.