Two points
1) The vibration is bad and I suspect you also have it while motoring. This would mean either a bent prop, bent shaft, prop with lots of growth, worn out cutles bearing, or inproper engine alignment. In any case, the vibration will travel all throughout your transmittion and wear out the seals and other parts.2) By putting your transmittion in neutral, you are putting miles on your tranny. A tranny only comes with so many miles before it's no good. Normally a sailboat uses it's engine like a 1/10 or less of the miles it travels. If you are going to be running your transmittion for all the miles you put on your boat, your transmittion will wear out much faster.So, I think it's a good idea to find out why it's vibrating: check for growth on prop first, then if that didn't do it, check engine alignment and if you still have a problem, have it hauled out and let the yard look at it.While you are sailing, put her in reverse gear (assuming you have a yanmar).