What Makes an Airport Expensive for Private Jets? One of the main reasons why popular summer destinations become more expensive to fly to is dynamic pricing. Private charter providers adjust their rates based on demand, aircraft availability, and seasonal travel patterns. 3 of America’s Most Expensive Summer Weekend DestinationsNow that you know why flying privately to high-end destinations during the summer will cost more, let’s have a look at the most exclusive vacation spots where the wealthy like to spend their weekends. During peak summer weekends, ACK frequently issues ground delay programs and slot restrictions due to volume.