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Synonyms for Adventure (same or very similar meaning)

WordNet sense 1 (put at risk):
hazard, jeopardize, stake, venture

WordNet sense 2 (take a risk in the hope of a favorable outcome):
chance, gamble, risk, run a risk, take a chance, take chances

WordNet sense 3 (a wild and exciting undertaking (not necessarily lawful)):
escapade, dangerous undertaking, risky venture

From the ODE community, based on WordNetadd/edit