We are big fans of long dinners where we let the waiter either 1) suprise us by picking some favorite dishes, or 2) letting the waiter pick the wines by the glass to accompany the courses (or we do both). Of course, this only works when there's a great wait staff, and you feel like you really can't go wrong with anything on the menu. Recent memorable experiences were at craft and lupa - we gave up most of our ordering contol, and were treated to a bunch of delicious surprises.
So, we want to try again - I'm thinking (we haven't been yet):
any other suggestions?