That's going to be a great bike for your needs.
You can get lower gearing if you want it. There are smaller inner rings for your crank, and if the cassette is 12-28 you can get 12-32. Towing knocks you down about two shifts. But you also might just get used to the load.
There are seven major bearings on this bike (crank, headset, hubs, pedals, freehub) and they can all be rebuilt. The tools are not very expensive especially if you go ask in the classic & vintage classifieds. Instructions on the Park Tool website or other places.
Your seat looks uncomfortably low to me. Get that adjusted and the towing will be easier.
I can't put my 2.5yo twins in the trailer together any more, they fight