I'd love to go to a quirky/different kind of restaurant first. There's one here (it's Thai) that is in the heart of the city, on the fourth floor of a townhouse-like complex. There's a ton of elaborately draped silks everywhere and huge indoor trees that you go through to get to the sitting area; which is a bunch of cushions and beautiful pillows besides low wooden tables that look out a window over a fantastic street view. So some different type of restaurant than usual, like that one, would be rather nice. Of course filled with easy and colorful conversation throughout the meal (cliche I know ha).
Afterwards, I'd love to go to an aquarium and just stand there in silence watching all the different types of water-dwelling animals.
Going skiing/snowboarding all day. Towards the end, getting some sort of take-out (like pizza or burgers and fries, etc.), hot chocolate in thermoses, and going up a lift and skiing down to a great spot and just sitting there in the snow talking, and of course, eating. That'd be pretty grand in my book. Once we're dating we can do that again, only make-out a bit in the snow. I've always wanted to do that.
As a side-note: I have given this question way too much thought lol.