Charlie heads down to the Cape and hooks up with Boston Red Sox player Hanley Ramirez. Charlie gets a surprise visit from the Mayor of Boston Marty Walsh. Charlie, Hanley and the Mayor hang out to support Bridge Over Troubled Waters charity. Charlie hooks up with local restauranteur and has dinner at the Yarmouth House. Charlie critiques the cocktails at Red Face Jack’s Pub. Hanley and the Mayor place a bet on the next fish. All proceeds go to Bridge Over Troubled Waters.