He posted the photos online in an Imgur gallery and they quickly went viral with over two million views.
Here he was alone in bed.
He was miserable playing the slots.
He was even miserable snorkeling.
Just last week, Kevin was back in Puerto Rico on another free trip from Puerto Rico tourism, but this time, he took his wife and daughter and had a wonderful time.
He brought the same clothes and found the same locations from his first trip, and re-took all the photos, except this time he was smiling.
At the casino.
And even in bed.
We're glad to see that Kevin got to have a re-do on his trip and this time with his family.
Can't get enough of these? Check out all of Kevin's vacation photos below: