Depends on the brand on how tight to get them from new, some will "set in" and have to be re-tightened in a week or two, some don't stretch at all. I've been using the Gates poly-cog which don't seem to stretch much, the Dayton from Grainger are so bad that if you tighten them where there's almost no deflection at all they'll still be loose enough to slip after a month or so.
When there's not a motor adjuster to make it easier, I like using a crowbar prying against a bolt on the pulley side of the pump and pushing on the crankcase near the bearing. That makes it easier because you can pull with one hand and reach under the stand and tighten the nut with the other while the crowbar keeps the bolt head from turning.
You can't really overtighten the belt without a tensioner, so just get it as tight as you possibly can, or roll the belt on as I.B. suggested. I don't like doing this with shorter length B-belts, but wear heavy leather gloves and turn the belt onto the motor pulley while you turn the pump pulley and you won't get hurt if you're careful. If you have a tensioner, you should get maybe 1/2" deflection with a B44 belt. Again, it's hard to overtighten it - you won't hurt the pump or motor bearings.