After many years fishing with canoes, motorboats and touring kayaks; 3 years ago, my wife and I added two Pro Angler 12's. My wife prefers having her own boat, allowing her freedom to fish where/how her instincts/interests take her.
We selected the Pro Anglers to fish the inland gulf coast waters (TX to FL). They have been a great choice for us. We found the PA’s spacious and well enough equipped to comfortably fish the whole day for a week or more at a time. We can comfortably stand in them to sight/fly fish/stretch our limbs. We purchased sails for the PA’s and they proved more useful then we first imagined. Sailing augments our peddling, so we can reach out a bit farther to fish barrier islands and other nearshore areas.
Fishing life was good, then this winter we demo’ed a Tandem Island in SW FL. As Tom Kirkman wisely suggested—what a great addition this boat has been. Though adding to the navy has its growing pains. . . am just completing the trailer to carry both PA’s and the TI. We are having more fun fishing than ever before. The goto motorboat got out once this year. The other motor boat is up for sale.
I think you are leaning toward the 17T — which seems a great fit for your use. I know we would not be happy with 2 people in a PA14 for any length of time. Demo-ing the boat(s) you are considering is the best advice I have received.
For shade, we have zip-tied golf umbrellas to the Vantage seats. We rarely do this, as they get in the way of fishing/sailing. A wide brim hat with a chin-strap is our go-to solution. Sport-Brella is mentioned in other posts, as an inexpensive shade option. Here is a link to one attached to a Vantage seat:
https://www.youtube.com/watch?v=LNlFSXQMw7sWe also are big fans of the H-Rail. We added the longer H-Rail option to our 2013 PA's. We find the railing very useful when handling our kayaks--from the trailer to the beach. We added (and subtracted several attachments). We kept: 1. the universal adapter for our locators, and 2. the Scotty gear head adapter. We removed: 1. The horizontal rod rack, 2. the YakAttack Mighty Mount, 3. the railblaza G-hold.
Hobie has so many options—try out as many as your interest dictates. Lots of ways to enjoy time on the water.