Boats travel by land so awkwardly (8)
I believe the answer is:
gondolas
'boats' is the definition.
(gondola is a kind of boat)
'travel by land so awkwardly' is the wordplay.
'travel' becomes 'go' ('go' can be a synonym of 'travel'**).
'by' says to put letters next to each other.
'awkwardly' is an anagram indicator.
'land'+'so'='landso'
'landso' is an anagram of 'ndolas'.
'go'+'ndolas'='GONDOLAS'
(Other definitions for gondolas that I've seen before include "Venetian flat-bottomed boats" , "Traditional boats of Venice" .)