I think the worst vacation we ever had was when we went to the Bahamas when our daughter was 8. Our reservations at Paradise Island had mysteriously disappeared because of a convention( a nationally known company, too!) and we were rerouted to another hotel that we had stayed at previously. At least we had a room, tho! Other travelers were not so fortunate--they were sleeping in the lobby!
I should have known something was going to happen because our daughter threw up as were running to the airport!
Then she started endless coughing all day and night! It drove us nuts but experience told me that it could be an ear infection. We were told it would be best to visit Princess Margaret Hospital ER which I did and found out that our daughter had otitis media in both ears. I was given a prescription for antibiotics and eardrops.
All I could think of was flying home, the air pressure and a screaming kid for 3 hours! Even tho I am a nurse, I overdosed her with liquid Tylenol(not much, tho) and she slept all the way home.
Also, I forgot to pack my husband's blood pressure pills and he had to get his meds on the QT($20 did the trick) at a Bahamian pharmacy.
Needless to say, we were glad to get home!
On the other hand, a trip to Florida went well until we found out our return flight had mechanical problems and the first flight out was 2 days away! This was over school vacation week around Easter. I said NO WAY and learned from another experienced traveler to ask about FIRST CLASS seats. The ticket agent wasn't happy to tell me that "yes, there were seats available in First Class on the next flight to NYC in 5 hours". I said, "fine, we'll take them". So, we traveled in First Class at Standard Fare for the first time in our lives and were home on time.