My typical policy is to never check bags because I seem to (mentally) need a lot of flexibility when I travel. Flight delayed because of the incoming plane? Look for another route. Flight delayed because something wrong with the weather? Consider bailing out and leaving the next day. Connection problems requires an overnight stay? Bag at hand means quicker to hotel and faster to sleep. In a hurry when landing? No waiting at baggage claim. Cancelled flight with a driveable destination? Abandon flight and first at rental car counter. At 5’5”, I don’t have your stature challenge, and I have learned to pack as light as I can get 5 days of dress clothes in a standard roller bag. I used to be on planes 2-6 times per week, so I wanted all the flexibility I could achieve. But it certainly is a Southwest perk. That is one of the best things about Southwest. Lots of perks to choose from. My personal favorite? No change fees. happy travels!
... View more
Put on headphones or ear plugs and sleep, it definitely helps the time fly by and you'll be ready to explore Hawaii once you land. It may also help you reset your internal clock to the time difference as you "wake up" on the plane at the earlier Hawaii time. Have a great trip! --TheMiddleSeat
... View more