I'll vote with Bob & Arlon: Unless you're looking for a really professional
paint job, the Roll & Tip method is probably your best bet. That's what we used for the base color coat on our
Surfside project, 3-4 coats (depending on where you look) and it came out really well using Rustoleum's Topside marine paint. Not quite spray-paint quality, but darn close. You don't need the spray equipment, respirator, or a spray booth to use it. Use an HVLP sprayer and the spray mist gets everywhere . . . plan on most of the things in your shop space turning your paint color, including your lungs, if you don't protect them with a full respirator designed for paint sprayers.
As for what sprayer to use, you really need a high-volume, low-pressure (HVLP) spray gun and compressor to apply modern finishes. My setup includes a 6 gallon tank compressor and HVLP spray gun, both from Harbor Freight. HF's HVLP spray guns are a variable commodity, though: some last, others don't, but if you look online you can find instructions on how to disassemble their guns and replace the seals that tend to break down, clog the spray head, and mess up your paint job.