If you want a lot of performance, like approximately 470-490 FWHP, take a look at my sig below. It is a pretty standard route for a street /strip set-up for clevelands.
375 FWHP can be achieved with either 2v or 4v heads. I've had both and prefer the 4v, unless it is a lower performace daily driver. They are both good heads I just believe that the 4v's offer more potential and can still be very torquey, and will blow by a comparable 2v engine in the higher RPM ranges.
Therefore, my recommendation is the following: 750 CFM carb minimum, anything less is silly unless you want better gas mileage and lower power. Blue Thunder intake manifold if you want the Carb under the hood and great all around power - it is a lot like the Performer RPM for the 302's. For a perfomance cam, probably best not to follow the Boss 351 route, modern cams are much better. Also, solid cams are preferable over hydraulic cams for performance, something in the mid 230 range should allow great performance but be very streetable. There are good hydraulic grinds also if you want to go the non-adjustable route, but either way I would work with someone that can grind you a custom cam for a cleveland. Roller vs. non-roller cams is really a pocket book issue. Compression should be around 10.5:1, clevelands like compression and the quench chamber 4v heads are very tolerant of premium fuel. I run 93 octane fuel and run 10.75:1 compression and a cam that has a 112 lobe seperation angle and no problems. That is about it (basically). Make sure to get an electronic ignition if you don't have one.
A good carb, intake, 4v heads, and performance cam should yield you closer to 425 FWHP than a 375 FWHP motor. The 4v cleveland motors make great power easily because of the cylinder heads and they are a joy to drive.