I dont think theres ever been a game series as technologically impressive as monkey island. Listening to the directors commentary in MI2 made me realize how revolutionary something as simple as the music changing without a loading screen really was. The iMUSE system was groundbreaking. And then you look at the visual difference between these two games. One is really simple and has the entire prompt menu and inventory underneath the screen, the graphics are relatively simple and theres no voice acting (without mods). It looks good for its era and still holds up. And then this game is insanely stylized, still looking like it could come out today (minus the low resolution) with full voice acting and loads of unique animations. This games artstyle is so iconic I thought 1-2 were in it too for the longest time. And these were the exact same system, graphics had been revolutionized THAT much. This game even has difficulty selection. Best of all the writing is still funny.
TL;DR: lucasgames went from selling us the equivalent of leather jackets to Fine Leather Jackets