What if Gollum had lived?

[Inziladun]

Originally Posted by Moonraker

Would Gollum, being a previous Ring Bearer, be commanded to sail with the Company over the sea? Provided the old rascal could contain himself, tied up but treated with care?

No. Frodo and Bilbo were not "commanded" themselves. It was a privilege granted because of their particular roles as Ring-bearers, and in recognition of each's love for the Elves. Gollum would not have gone, even if given the opportunity. His inability to touch the rope made in Lórien or eat lembas is an indication that the West wasn't for him.