To get good suggestions, we really need to know what the typical cycle of use is. How long is it stored, how long is the trailering trip from storage to launch, how long do you run the motor when you're on the lake, and how long do you use the trolling motor. This gives and idea of what is available and what is needed.
You have a lot of options. You could rig a connection to the tow vehicle and use a DC-DC converter to charge the battery. This is realistically limited to about 20 amps, so unless you have a long trailering trip, it might not be so useful
The example I used with the 50watt solar charger, I discounted capacity due to daylight, so it would be fairly accurate. I would think this would work fine if there is at least a week between trips, or/and if a fully-charged trolling battery would suffice for two back-to-back trips. You would want to secure the solar charger well though, so it would not disappear between trips. Most criminals are pretty lazy, so some well-constructed brackets would probably do the trick. A 50 watt panel runs from $75 to $150 and you could add two to increase capacity. Not sure what the boat and boat cover look like, but it might also be possible to permanently attach them to the boat so they would always be charging the battery as long as the cover could be put around it without blocking it.