I haven't fished out of a kayak, but did fish out of a canoe for a few years. Space was limited, couldn't stand up, always putting the rod down to position / maneuver, had to paddle to shore to tick (super small bladder...I tick at least once per hour).
Getting a boat was a godsend for me -- I could stand, bring all my tackle boxes, bring 8-10 rods, cooler, bring another person to fish with me, outboard motor to get across the lake faster, foot controlled trolling motor, fish finder.
Yes, I do have to license boat and trailer, store it, maintenance, and upkeep. But for me it's a no-brainer...I'm opting for a boat 100% of the time.
Doesn't hurt that I found this for sale when we lived in rural Missouri 20 years ago...boat, 20hp Merc and trailer for $650. Easy to hitch, trailer, unload and load by myself (I've got a system).
I added trolling motor, casting deck and two seats. It's a great for one or two people...I've taken three kids with me...little tight, but works. The Merc is from '74 and gets me 25MPH easy. It ain't pretty, but I never worry about scratching it up in the timber : )