First, I'm jealous that you get to go to Miami and Vegas! I have not left my home state since February. Anyway, in answer to your question, I have the Diorama version of that long wallet and a Chanel WOC. They hold roughly the same amount. Basically just cards and phone. I have a 10S Max with case and pop socket. The Dior has more card slots and the chain is completely removable, unlike the Chanel. When I had a smaller phone, I could also fit small aviator sunnies in the Chanel. However, I do think the Dior can fit a bit more because the depth can stretch more than the Chanel. Hope this helps! Have a safe trip and please share with us what you end up getting.