You cannot become adventurous while requiring guarantees.

Adventure and guarantees are mutually exclusive by definition. Anything with a known outcome is administration, not adventure, and the demand for assurance quietly rules out everything that would have been interesting. You can have certainty or novelty, and the requirement for the first is what removes the second.

Notice where you are asking for guarantees before committing: about a trip, a project, a relationship, a change of direction. Ask what assurance you are actually waiting for and whether anyone could give it. Then decide whether the thing is worth doing without it, which is the only form in which it will ever be available.