You might check for charter opportunities in Baddeck, Nova Scotia -- don't know that there is anything there, and if there was, whether they would let you take the boat across to Newfoundland (a not-insignificant overnight passage across the Cabot straight).
Next step would be Halifax, but then you've got a 300+ mile passage to get to Newfoundland -- and the same coming back. Maybe you could due your cruise in Nova Scotia instead?
Newfoundland is a great destination, but it's not a trivial endeavor.
(see our 2003 cruise here: Diapensia's 2003 Newfoundland Voyage