Which is better for everyday wear?

The Rope Chain. At about 6 grams it stays comfortable and tucks under collars. The Cuban at 20 grams and up is noticeable all day.

The Miami Cuban. Its 5 mm flat links cover far more of the neck than the 2 mm rope.

Both carry GLD's lifetime repair guarantee. The Cuban's 18K gold and PVD plating resist wear better; the rope's thin links are more prone to snagging.

Is the Cuban worth stepping up to?

If you want one chain that stands alone, yes. If you mainly layer, the rope does the job with less weight.

Can I wear them together?

Yes. The rope is designed to layer under a wider chain, and the Cuban works as the outer piece.

Which has better owner feedback?

The rope, at 4.4 from about 2,973 ratings versus 4.2 from 312 for the Cuban.

GLD Rope Chain 2mm Yellow Gold vs GLD Miami Cuban Link Chain

The Rope Chain is the better first chain: lighter, thinner, and rated higher by far more owners. The Miami Cuban is the statement piece, with real 18K gold and PVD plating and a much heavier build, but it draws fewer ratings and a slightly lower score. Buy the rope for daily wear and layering; step up to the Cuban if you want visible width and weight.

Choose the Rope Chain if you want a light, shiny 14kt chain that sits close to the neck and layers under thicker pieces.
Choose the Miami Cuban if you want a wide, heavy chain that reads as a statement on its own.

Prices

GLD Rope Chain 2mm Yellow Gold: $130.00 at The GLD Shop (checked today)
GLD Miami Cuban Link Chain: $190.00 at GLD (last seen Nov 12)
Difference: the GLD Rope Chain 2mm Yellow Gold is $60.00 cheaper than the GLD Miami Cuban Link Chain at the latest prices (Nov 12 and Nov 14)