Chapter 5 outlines fundamental steps associated with planning a tour and shares lessons learned, student reflections, and poignant anecdotes from two Cornell Wind Symphony tours of Haiti and the Dominican Republic. Tour planning steps include, but are not limited to, choosing a location and context, learning about tour locations, building relationships with community partners, designing a partnership agreement, crafting an itinerary, educating students about the tour location, selecting music and programming concerts, and traveling to an elevated-risk location.