For a cruise, a stroker is kindof a waste of money. Cuz what you are gonna get is a mountain of motor-home torque, enough to roast tires in two gears....... in a cruiser. A 360 will do that with 10% more gear, a 340 with 15% more gear.
You could put that money into the heads instead and have a nice combo with a torquey cam.
For a bunch of extra torque, go with a 360 and you can drop 10% or more rear gear, and drop one cam size.
As to the 340; with lightweight flat-top hypers you might be able to drop a 318 crank into it for almost zero dollars. Then a set of closed chamber heads, tight-Q,and you got a nice cruiser. With a modest cam, and a modest cruiser-gear you might even get her into the 20s mpgs. Perhaps even mid 20s with a spread-bore metering-rod carb.
That's my kind of cruiser.