This is a Sunday brunch with the guys or family outfit! I feel like you don't have to wear dress pant to wear a blazer with a dress shirt. Just throw on some plain, simple jeans and add on that beige blazer with a neutral color dress shirt.
Generic luggage is not acceptable todays man needs to make an impression when he travels. watch how a porter or a hotel desk manager acts toward you when you make that impression.I've always kinda wanted one!