The bolded, if it's a direct quote from the spell write-up, is horribly written and open to widely different interpretations:
I agree, like much of 5E this is slightly open to interpretation, but IMO it is pretty clear
and so I, personally, follow your second interpretation:
(you and up to eight creatures) or (an object)
because if you separate it by the two clauses, where the comma is located, the second interpretation makes sense.
This spell instantly transports you and up to eight willing creatures of your choice that you can see within range
This spell instantly transports a single object that you can see within range
If there was a comma after you: "transports you
, and up to eight..., or a single object", then I would agree with your first interpretation that you are being transported and can choose either eight creatures OR a single object.
But I have never found any SA or anything verifying one way or the other. However, for the purpose of my post, it is immaterial which interpretation you use.
Further, no reference is made to whatever objects you and-or those eight creatures might be (individually or collectively) carrying - if eight strong characters together pick up a heavy coffin can a caster teleoprt herself plus the whole lot somewhere?
No reference is needed. You follow the normal rules for carrying objects.
I mean, this is where you can't let the use of natural language be read as jargon which is more specific. I mean, technically, if you read the spell, if you teleport yourself and eight willing creatures, it never even mentions
anything you carry at all, so does that mean you arrive naked with nothing???
