I used to have a Hunter Legend 35 and raced it quite a lot. Marblhead, Boston, Buzzards Bay, Annapolis, Palm Beach. ft. Lauderdale. Key West, Puerto Rico, St. Croix, St, Thomas, BVI.
One thing became very obvious, with a 4.5' draft the wing keel worked better with 15-20 degrees of heel. The flat bulb/wing keel would keep the boat from side slipping, less than a J 30 that owed me time. I was able to track higher than the J with a much better VMG. Down wind with a chop it dampens the motion giving you more forward speed.
When cruising, use the small jib, reef, whatever and make it comfortable. If you reall want to go upwind, then heel her.