Great thread, Steve!
I'm glad you said "two or so" - the key words being OR SO - because I'd have a hard time stopping at even two!
I'm also glad Boxed Sets are eligible, because after all, even though they are more than one CD, they are technically one release.
So my first choice would have to be the 20 CD "Disney Dreams" boxed set of animated film soundtracks released in Japan, which I actually don't have, but I do have the US versions of those soundtracks individually. This would be a way to get most of the classic soundtracks both from the Walt era and from the modern era onto the desert island and have them only count as one release. Of course, since Mary Poppins, 101 Dalmatians, and Fantasia were not part of that set, and since Pete's Dragon, Bedknobs and Broomsticks, and Happiest Millionaire had not even been released yet, I'd have to bring them too, surpassing the 2 release limit right there!
Next, I'd have to bring the "75 Years of Music and Memories" boxed set, as it is the most comprehensive and well rounded overview of Disney Music ever released IMO.
BUT, "The Music of Disney - A Legacy In Song" boxed set is what originally got me reaquainted with my love of Disney music and hooked on collecting individual soundtracks in the first place, and since it also has some rare tracks unavailable elsewhere, that would have to come too!
And aside from the park tracks found on those compilations, I'd have no park music from what I've listed so far, so I'd also have to take along the Original 1988/91 Official Album CD, the newer Official Albums as originally produced by Randy, and the MSEP/Fantasmic CD released by Disneyland a while back, as that has a fantastic, complete version of MSEP on it featuring the complete loop of every segment of the parade.
And of course I'd have to get someone to burn the complete soundtracks to Country Bear Jamboree and Enchanted Tiki Room original shows for me, since they are still not "officially" available unless I fell asleep and missed the announcement.
So Steve, I'm really glad you said two OR SO. Because even with boxed sets elligible, I find it impossible to stop there!
David