We sailed my father's 1969 Irwin for over 15 years. Stout Fella, the 31 foot Irwin, had a swing keel. Every time we came into harbor we raised the board and pulled into our slip. We always raised and lowered the board with every sail. I think you should raise the board to simply protect it from damaging itself every time is bounces back and forth. You will also get better sleep too.