I have tried all sorts of things. First, I have an inexpensive stroller with small swivel wheels that was basically a frame on wheels to which you could attach baby car seats. I used it to strap on Pelican cases. It worked well in town but the wheels were too small and that "lashing down" was too awkward and unreliable.
Then I bought a used Burley bicycle trailer with stroller attachments. It is relatively huge and it wheels like a dream with little resistance. The down sides are that the wheels are bicycle sized so it is awkward to stow in a vehicle. It is also cumbersome to break down and put back together. It is too big to take on a plane. The wheels are narrow so it is not so good off road.
Finally I bout an InStep 3 wheeled jogging stroller with a large, fixed, front wheel. It is the best so far. My only complaint is that the seat is intended for a child rather than camera gear (of course). That requires the case to be stored sideways so it is somewhat inconvenient to open the camera bag but no big deal. Other than that, it is durable, has somewhat larger wheels so it works well on trails (but I would argue against icy inclines), folds easily, is more easily transportable, can be taken on flights and is great for lugging stuff around airports. If I were handy, I would make a sling for attaching a tripod easily. You have to improvise with the tripod.
Also, it keeps your gear in front of you where you can see it so I like that if I am in crowds. If you are setting up in crowded areas, it allows you to seal off an area around your tripod and nobody is tempted to step over it like a backpack on the ground.
At first I thought I would want the swiveling front wheel but they cost more and more people recommended the fixed wheel. I like the fixed wheel better. It tracks better when walking so requires less attention and effort. When loaded properly, the balance on the rear wheels is very good so that turning is easy.
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