Mayflower! (2009)

'No game' Marcus makes a bet that he'll go out with the next girl who walks through the Mayflower! bar doors. She just happens to be the gorgeous Rhonda and costs $1000 to take him around the world. You'll never believe what happens next on Marcus and Lamont's adventure to get the money. They're not crossing the Atlantic, but be prepared for the voyage... a lot can happen in one day at the Mayflower! Bar.