Experience the Difference. For over 40 years, Apple Vacations has provided the most value in vacations to millions of people. Throughout the years, we’ve provided what you want in a vacation – great service, convenience, and value. We understand just how important your vacation is. We know because, like you, vacations are important to us too. Apple Vacations is a company of energetic, hardworking employees with the same entrepreneurial attitudes as our founders. Headquartered just outside Philadelphia with regional offices in Chicago and Boston, the company is completely focused on providing quality vacations for our customers. Employees are empowered to make decisions that impact the quality of their customers’ vacations on a daily basis. Since our humble beginnings, Apple Vacations has created the ultimate “beginning-to-end” vacation experience for customers. Apple Vacations employees will greet you at your departure airport in more than 20 cities; and will meet your flight in our charter destinations. Apple Vacations’ sister companies, flies customers to their destinations from more than 20 U.S. cities; and Amstar, is the destination management company in-resort with uniformed representatives, who will greet you upon arrival and assist you while you are at your resort. Unlike any other travel company, Apple Vacations truly provides the ultimate in a quality vacation experience.