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Difference between Be in the same boat and Sail in the same boat

be in the same boat—(also: be in the same box) be in the same, usually unfavorable, position:

  • When John told her how poor he was she said that she was in the same boat.

sail in the same boatact together; make common cause with a person:

  • If I were you I wouldn’t sail in the same boat with someone as corrupt as he is.