I've been fortunate, my first trips to DL as a single parent included other family members. My sister gave DD (then 10) a trip for birthday/christmas and included her family, me, DS (then 20 months), and our parents. She arranged for my parents to fly out of Boise with me, so I would have help. We got fogged in and no help rescheduling from the airline out of Boise, so we drove to Seattle to fly out the next morning. Once we arrived, it was great to have the extra help...it wouldn't have been as much fun if it had just been the three of us.
Going for the second time next week, again with family, DS (now 9) is finally getting the trip he was promised when he was tall enough to enjoy most rides. Fortunately, the Mailboomer is gone so I won't have to ride it with him...DD and Grandma never wanted to ride it again after their last trip.