I was in that situation. My only car was a two-seat convertible lovely car but at some point when I got good at surfing I needed a way to transport my board from my house to the beach (about 5km). I decided to sell my car and buy a larger luxury one that could carry my board and still be enjoyable to be in. Obviously I could afford to get a second, cheap, car to do that but the hassle of having two cars just wasn't worth the trouble for me.

It's the same for your example I suspect: if you can do it in a single car, that's often the option with the least amount of hassle.