Don't forget that dental-floss thin headgaskets between the bores on big bore SB's can cause you quite a few headaches when you throw a lot of boost at it.
Go big enough on the bores to unshroud the valves, but not so big the sealing ability of the headgasket is compromised. On a SBC with standard bore spacing I don't think I'd go over a 4.125" bore... but that's just my opinion.
As was already mentioned, going too big on the stroke poses other problems like piston speed and a compromised ring pack.
I also agree that somewhere in the 370-390ci range is the "sweet spot." I'm planning on building a 388 using a 4.125" bore Dart block with a 3.625 stroke crank sooner or later, unless I decide to make the jump to LSX.
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1969 Chevelle
Old setup: Procharged/intercooled/EFI 353 SBC, TKO, ATS/SPC/Global West suspension, C6 brakes & hydroboost.
In progress: LS2, 3.0 Whipple, T56 Magnum, torque arm & watts link, Wilwood Aero6/4 brakes, Mk60 ABS, Vaporworx, floater 9" rear, etc.
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