Glad to hear the boat is serving you well! You should always, ALWAYS (especially in high wind ALWAYS), spin the boat into the wind and settle it down before hitting a lee shore, then get the rudders up and back it in easy. I have seen boats that, when failing to do so, trip over the beach and just keep cartwheeling along in high wind. That's how masts and such get broken.
Any side load on the mainsail will jam the luff rope, making it harder to get down. And, as you learned, it pays to keep an eye on that nicopress fitting to make sure it's out of the luff track. That can be kinda fiddley, especially if not head to wind, but gets easier with practice.
Yes, tacking in high wind is much more difficult when the waves/chop knock back your momentum. The boat will soon begin drifting backwards, and you need to be prepared to reverse rudders and back into the tack.
Where are you sailing? Good wind, flat water, and warm enough to get out...that sounds nice!
_________________ Jerome Vaughan Hobie 16
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