I agree with Steve's assessment,
New lines, cylinders/kits, shoes, and most likely an under floor dual master cylinder with vacuum booster.

Your plan sounds reasonable as far as use goes, it'll be slow but just fine for "around town".

Update the truck to 12 volts if you haven't already, and get a good electric trailer brake controller to work the brakes you should have on the trailer.

Grigg

•1951 GMC 250 in the Project Journals
•1948 Chevrolet 6400 - Detroit Diesel 4-53T - Roadranger 10 speed overdrive - 4 wheel disc brakes
•1952 Chevrolet 3800 pickup
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"First, get a clear notion of what you desire to accomplish, and then in all probability you will succeed in doing it..." -Henry Maudslay-