- Work gloves
- Stout Walking Stick
UPDATE: Since I was able to find one in Maxpedition's least militaristic color-scheme, the khaki and foliage two-tone, I opted for the Fatboy. The Indy satchel will have to wait for another day! All-in-all, I really think that this is the best choice for the job.
Additionally, I have been carrying one of my most prized possessions whilst letterboxing, my grandfather's Irish blackthorn walking stick. It is the finest example of a blackthorn stick that I have ever seen, and it is a stout and trusty walking companion. The stick that I use for letterboxing, however, will need to be subjected to some minor abuse, and I want to feel comfortable so abusing it, so I think that the blackthorn will go back into reserve for gentler walks, and I will find a replacement for letterboxing purposes. More to come on that later.