That is a tall order. technical poling skiffs are not well suited for rough crossings and passes. I have a HB Whipray 16 and I have been shit scared crossing from barrier islands back to the mainland in strong afternoon sea breeze conditions. The solution, launch from barrier island and fish the beaches in the AM till it gets too rough, then run around and fish the bayside till you run out of tide. Or, launch from mainland and go early so you can haul ass after lunch.
The low sides on the little skiffs don't like the big chop. I've punched my whipray into a big wave and didn't think I was going to recover, luckily, that was the last big wave in a set that allowed me to climb the next wave and run the water out. The cockpit was full of water, all my crap was floating around in it. I wasn't running hard either. I had the trim tabs backed way up and the bow was riding high and she was just banging down into a following sea, when it just ran right down a big wave into another one , it happened fast and I was swamped. Sucked. I changed my game after that to one of the above and haven't had a problem since.
My brother has a newer 16' Hewes with the slick sides and it is a totally different skiff than mine. It will take some big water crossings and very rough chop. It's got a big bow and is a very nice fishing boat. It will pole, but it's slow to pole and it won't go much shallower than 1'. It's a trade-off. If you have to cross big water, you need a bigger skiff, it won't pole easy or skinny.