wear jeans, hoodie and comfy shoes like pumas on the plane
keep jeans and change into a cute sweater and heels for dinner - I would throw in my favorite brown cords to wear if jeans aren't ok (but they should be unless you go somewhere really fancy)
my go-to business casual outfit is khaki express editors, cute blazer with a print and heels - maybe you could wear the pair you bring for dinner/drinks.