Synonyms for Adventure (same or very similar meaning)
WordNet sense 1 (put at risk):
hazard, jeopardize, stake, ventureWordNet sense 2 (take a risk in the hope of a favorable outcome):
chance, gamble, risk, run a risk, take a chance, take chancesWordNet sense 3 (a wild and exciting undertaking (not necessarily lawful)):
escapade, dangerous undertaking, risky ventureFrom the ODE community, based on WordNetadd/edit