The Speedy 25 is my size of choice and is perfect with the bandouliere because it is not too big to wear crossbody. I prefer the classic speedy and sold my Speedy B, but it was for aesthetic reasons alone; the functionality of the bag was fantastic. I think it’s surprising how much can fit inside. I never feel that I’m unable to carry essentials when I carry my Speedy 25; and when you’re traveling you don’t want a huge bag that will feel too heavy as you sightsee, etc. When I travel, I always carry a bag with a zipper closure because it’s more secure. I prefer a more structured look to my Speedy, so I use a thick felt bag organizer, which also makes it easier to find things. The bag is so easy to pack for travel as well. I had a Damier Ebene Speedy B in the past but sold it. I prefer the monogram personally, and I like the way vachetta ages. How uptight you are about water stains, etc., depends entirely on you, but I have a pretty relaxed attitude toward signs of wear on my everyday and travel bags.