Is it plain sailing in this covered wagon? (7,8)
I believe the answer is:
prairie schooner
'is it plain sailing in this covered wagon?' is the definition.
'prairie schooner' can be an answer for 'covered wagon?' (synonyms). I am not sure about the remainder of the definition.
'plain sailing in this covered wagon?' is the wordplay.
'plain' becomes 'prairie' (type of plain).
'sailing in this covered wagon?' becomes 'schooner' (I can't explain this - if you can you should believe this answer much more).
'prairie'+'schooner'='PRAIRIE SCHOONER'
Can you help me to learn more?
(Another definition for prairie schooner that I've seen is " Covered wagon".)