My best "real" long drive was about 290 10 years ago. I say real because the hole is flat, the fairway was not hard and there was virtually no wind. It was a legitimate 290. I have hit drives well over 300 on courses that were so dry they were like concrete. Played in a scramble about 5 or 6 years ago on a course that was like concrete and went with a 3 wood on a 340 yard par 4 because I thought I might hit my driver over the green. I hit the 3 wood close to 300 on that hole. Now a days I probably max out at about 270 on a legitimate hole.