a pirate ship

Set sail for fail

a man tries to row a boat to land while the people who live there are hoping that he fails and drowns

Homo's screaming at a random dude in a boat

One man warning another that his upside down mushroom that he is riding has gotten caught on a cloud

A man is shocked by another man in a flying boat.

Fat man has a flying boat. Surfer guy accurately describes the situation as "WTF DUDE".

A snowman sailing with a boat in the sky. Someone on the ground is confused by this sight.

Someone flying a boat to the dismay of an onlooker