You’ll need to cover your gear anyway, most laptop screens are unreadable in high (sun)light environments. Also DJ gear being in full sunlight can suffer from overheating.
When I do outdoor events I either bring my own (dark grey) E-Z UP tent or will be under a (darker) umbrella or something to keep visibility of my gear. Not only the laptop, but also lights on controllers become hard to see when out in the full sun.
At least that is my experience.
I have had 15″ retina screens on both my (used) MBPs thusfar and have to say that the combination of a larger screen with the very crisp, sharp image it gives means I can have enough information on screen while still be able to read it. My eyes need glasses, so a 13″ would be too small for me retina or not. 17″ is nice but just too big. So for me the 15″ retina is the best option.
Hard to advise, because you own the budget and have to figure out what features are most important to you.