They haven't been shy to share their vacations with others on social media, highlighted by the infamous Banana Boat picture.
Wade now hopes to own a team someday with the trio, according to Ethan Skolnick of the Five Reasons Sports Network.
The 37-year-old had previously expressed a desire for a stake in NBA ownership, but won't buy a team outright on his own.
"I don't have that kind of bread, but I definitely want to be a part of a great ownership group," Wade said, according to Ira Winderman of the South Florida Sun Sentinel "... It's definitely something that I've talked about, some of my friends have talked about. But, first of all, I'd have to be retired."
James recently said he'd like to own an NBA franchise in the future.
"Ain’t no maybe about it, I’m going to do that s---," James told The Athletic's Joe Vardon.