Pop ups are great for fast put ups and take downs (need practice to take down though). Look for double skins as the're breathable and waterproof. Quechua are good but we borrowed a Regatta that leaked horribly.
I have an 8 man Vango that I can put up on my own, but I need a lie down afterwards and I'm fairly fit and healthy.
If it's just for the two of you but with chair/living space, how about a 4 man tunnel tent? Straightforward to put up and will give you living space and height to stand. Something like a Gelert Atlantis (can buy fairly cheaply on Ebay).
I'm assuming that you'll only have to carry it from the car to the pitch, as it would be quite heavy to haul on public transport with all the other crap essential kit that gets packed for camping trips.