My Voyager just fits into the back of the Tacoma. I lift up the front and rest it on the tailgate then lift the back and slide it in. It’s a good size when there is more than one person coming along. The Kenai is my one man. Saw Dave Genz’s Nanook thermal setup at a seminar and it’s pretty nice for a one man operation as it allows room (he took one seat out) for you and more gear (heater, rods, lunch etc…).
I don’t see much difference between the Yukon and Voyager for what you want to do with it. If your fishing is mostly stationary then comfort would be key. But if you move around then portability is paramount.
Are you dragging your sled or do you have a 4 wheeler/snowmobile?

+1 on the Legacy bag. Picked one up last year at the Ice Fishing show. Great bag at a good price. Locally made too!

My neighbor did this with his and while it worked okay for hardwater, it never worked right again for highways.
Just sayin’.

You may want to take a look at the Showdown. It is a LCD display that does not have the flashing lights. Not as common but it may fit your needs.

At the ice fishing seminar last night, Dave Genz showed us a jig box that is new on the market. It has a few compartments on one side with clear plastic windows to put your plastic tails in. It also floats, not that anyone would drop it down the hole by accident.

Scheels had them out yesterday for $399 I think.