Planning a trip nowadays tends to go extremes: making endless queries on search engines to try and find the best deal or taking good, old advice from only a few people you know well but with limited options. The result: a vacation that’s not really what you want. IBM Travel Concierge strikes the balance by interacting with you through natural conversation to understand your preferences and helping you narrowing down the top choices with personalized recommendations, from destinations and attractions to flights and hotels. This novel combination has been beta tested by a major international travel company. In this talk, we will demonstrate how it works and the lessons we’ve learned from the test, including app performance, user experience and business impact.