2:56 p.m. on March 16, 2012 (EDT)
Ahhhh, the pursuit for the perfect boot and happy feet. This can be a long and grueling process to say the least. It took me a long, long time to find a boot that suits my need and keeps my dogs happy on the trail after many miles day after day.
First and foremost get fitted professionally. Different manufacturers utilize different lasts(mold of the foot that the boot is built around) now being this is the case not every boot on the outfitters wall will fit me in a size 46(12 US) due to different variations in regards to internal volume, width, etc of the footwear.
Something to keep in mind is that while you are on trail your feet will swell due to being on them. I strongly suggest that you go to your outfitter towards the evening to try on footwear. This will give you the ability to compensate for your feet swelling while on trail.
Let's say you go the opposite route and hop out of bed in the am, and go to your local shop to try on boots.
You find a pair that fit you and drop your hard earned greenbacks on a pair. You hit the trail and you notice after a few miles they are tight. What gives?
This is your foot swelling and its causing a substantial reduction in interior volume which is really putting your foot in a bad predicament. Sooner than later here comes the hotspots followed by moleskin, duct tape, etc.
Plus to make matters worse the retailer won't take them back because you wore them outside.
For optimum fit definitely try any potential footwear purchases on after you have been on your feet for the day.
Another thought. If you are utilizing aftermarket insoles, or orthotics, make sure that you place them in the boot prior to trying the boot on. This will dramatically alter the fit of a boot that you thought fit in the shop but is wrecking your tootsies on trail.
Also wear what ever sock set-up that you wear on trail. Whether you just wear a pair of woolies, or you combine them with a liner it is very important that you do this for proper fit volume wise.
When trying on boots walk around the shop for awhile. I always recommend that if they have an area the simulates terrain use it. Make sure you also check for toe bang. This can also be a real bummer on the trail. Losing toe nails is not fun. BTDT.
I am going to demur from suggesting any specific model to you just because our feet are quite personal and what works for me may not work for you.
I will speak in reference to manufacturers though. I have had good reults with Scarpa. Then again I also wear 4lb+ boots because of the loads that I carry and the terrain that I frequent(rocks.)
You may not need such a heavy boot for your pursuits. I know many that are in the trail runner camp so without knowing the exact(moderate can vary from region to region)terrain you frequent, seasons, etc I cannot specifically recommend what type of footwear will suit your needs. There are just so many variables to consider when making this type of purchase. Make sure you give your fitter a heads up on what type of trips/terrain you encounter the most.
Your feet will thank you.
In regards to insoles, well I have used Superfeet, Sole, and am currently using Montrails. There are many manufacturers out there. If you are looking for an insole that offers maximum cushioning I would once again mention this to your outfitter prior to trying on any boots for the reasons I mentioned above.
An experienced fitter will know where to point you. This once again seems to me to be the safest approach on my end because as I have previously mentioned what works for me may not necessarily work for you.
Camp shoe wise I wear Teva Omniums. I wear down booties in the winter. I had a pair of Keen McKennzies but the fit just wasn't there. They were just too sloppy on my feet and I gave them away. I did like the mesh inserts on them. The mesh seemed to keep sticks and other crud out of them while allowing the air to flow through them comfortably.
Seth's suggestion is a good inexpensive option and I know quite a few that love Crocs.
I hope this helps ya out and doesn't make things more confusing for ya.
Happy hiking.