I moved my Sun Welding safe with an appliance hand truck (the kind used to move a refridgerator, with the strap that goes around the appliance and then cranks down on the handtruck). My 60x24x30 safe weighs 500lbs plus. If you can get it up on the handtruck, you and some friends should be able to leverage around or over the obstacles you describe.
If you need to load it into a pick-up or SUV, you can tip it on its back, on to a tailgate. Then you and said friends can pick up the other end and manuever it into the truck. Put some cardboard down for it to slide on, and protect finishes of safe and vehicle. Unloading is even easier, as you have gravity to help you. Just let the safe gently slide down the tailgate.
I brought mine home from the factory in a 1991 Suburban 4x4 that is slightly lifted and semi-big tires. My father and I easily unloaded that thing, just the two of us. I had to move the safe when we bought a different house last June.
Just be careful when lifting to keep your back straight, and use your legs to lift wherever possible.