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For example, I know next to nothing about Hawaii, other than the pictures I see are beautiful and someday I'd like to plan a vacation there.

I'm almost certain that very general questions are unsuitable:

  • How to plan my vacation to Hawaii? (Overly broad)
  • What are the best things to do in Hawaii? (Not constructive)

However, I also am almost certain that travel.stackexchange.com is an excellent place for me to become informed, since it will hopefully be made up of experts on all types of travel topics. What are some good examples of questions I can ask?

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Some ideas for how to come up with questions for your vacation:

  • What do you like to do when you travel? Ask if those activities can be found at your destination.
  • Ask for activities that are unique to your destination.
  • Are you travelling with family/children/elderly/etc.? Ask about lodging or activities in the area that have special accommodations.
  • Transportation questions are popular here. Perhaps you were wondering if you should rent a car or rely on public transportation at your destination.
  • Ask about local customs that might come up during your stay (tipping, exchanging greetings, Sharia law*, etc.).

* obviously, this one won't be an issue in Hawaii, but for the purposes of making this list a little more broadly-applicable....

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  • 1
    +1 for unique activities
    – Adriano
    Commented Jul 26, 2015 at 9:00

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