ha ha! it seems every bag I listed got a vote except the paddington. but I appreciate the commentary anyway and I like the validation that this is a true dilemma, and not just my screwy head. whatever bag I bring, I will think of all of you.
and tallulah, I am that way with shoes -- can't have fewer than 3 pairs regardless of the length of stay. I love the messenger idea and have actually been looking for one I like for a long time. but unfortunately, I can't possibly bring more than one day bag and I won't have the patience to switch bags. what I would really love for hot weather excursions like this one is a really nice fabric tote -- something lighweight (and packable so I could justify bringing two bags), practical (could even bring it to the beach), and yet nice enough (no jute "I heart st. barts) to wear with regular clothes.