I would want to go surfin with Matthew McConaughey as he is gorgeous, talented, loves the beach and seems like his fame and fortune have not lead him astray but rather he continues to be driven and down to earth. I’m sure he has done his share of surfing & I don’t have a clue about surfing but would enjoy lessons from him.If he’s not available I would take my sister as she is the best sister in the world and I promised her if I won I would take her to a sunny beach!