Not all restaurants have outdoor options, and some might only offer it some of the time due to staffing issues. But most of the time, when we've requested it when we checked in for the meal, we've gotten to eat outdoors. Most recent trips include Olivia's, Morimoto's, Wine Bar George, and Via Napoli. There are many outdoor opportunities at DS, less at some of the resorts. If you wish to eat outdoors and the place is offering outdoor seating, it cannot hurt to ask.