Canoe damaged before departing and crossing the pond perhaps (5-5)
I believe the answer is:
ocean-going
'crossing the pond perhaps' is the definition.
'canoe damaged before departing' is the wordplay.
'damaged' indicates an anagram.
'before' says to put letters next to each other.
'departing' becomes 'going' ('go' can be a synonym of 'depart').
'canoe' anagrammed gives 'ocean'.
'ocean'+'going'='OCEAN-GOING'
'and' is the link.
(Other definitions for ocean-going that I've seen before include "Like large ships" , "Suited to the high seas" , "Capable of crossing seas" .)