So my friend won a trip to Hawaii and wants to take us. Yay right? I am due with #2 end of July and trip would probably be Oct/Nov. I am not worried about travelling with a baby but more the toddler. We went to Hawaii last year and she didn't sleep on the flight and was a crank the entire trip. It was hard! So we are unsure if we want to try again. We would have to pay for my DH flight but all accom costs should be covered. So I see three options.... 1) The whole family goes, 2) I go with just the baby or 3) We leave the toddler at home with the grandparents and go relax.