If there is a parallel between The Last Jedi and the Original Trilogy, it is obviously with The Empire Strikes Back. So Rey going to face Kylo and Stoke is a parallel with Luke rushing to Bespin to face Vader and save his friends. And Luke didn't leave a message for anyone then, so I feel your conclusion is based on a faulty premise. – scott Mar 21 at 15:21
The Last Jedi and The Return of the Jedi, and Empire Strikes Back have a lot of similarities. But Rian did his best to take scenes from the TRJ, and TESB and put it in TLJ. There is a parallel between Rey looking for something to say to Finn, that does parallel Luke speaking with Leia. The parallel is:
Luke was speaking to Leia before going to face Darth Vader.
Rey was speaking to Chewi to relay a message to Finn, before going to face Kylo Ren.
Luke has feelings and concern for Leia when he was speaking to her
about what he is about to do.
Rey has feelings and concerns for Finn, when she is speaking about him,
In the Novel of TLJ Chewi was telling Rey not to go.
As Leia was telling Luke not to go, Luke was wearing all black when he was speaking to Leia.
Finn at this scene Rey was talking to Chewie he was wearing all black and look just like Luke Skywalker in the Return of the Jedi when he was with Vader.
Before Luke went to face Vader he was giving advice from Yoda and Obi Wan as a Force Ghost.
Just as Rey before she went to face Kylo she was given advice by Luke, then Luke spoke with Yoda.
When Luke was speaking with Leia he knew there was a chance he would not return.
When Rey was talking to Chewie about Finn she was choked up also so much so she did not know if she would return to see Finn, so she left a message to Chewie if he saw Finn before her. Because there was a chance she would not make it back. This is the scene in the Return of the Jedi Luke was faced with the probability that he would not return so he told Leia if he did not return she is the last hope.
This is my fan-fiction - Rey was telling Chewie and lost for words, Chewie took the words from her if she does not return Finn is the last hope.