Ken Middleton, President and Founder of Tradewind Charters, Inc., sailed over from the Pacific Northwest over 25 years ago with a passion for sailing and all things natuical. With a professional background in Forestry, Ken began his event planning career to expand on his love of nature. After interning as a captain aboard some of the most luxurious vessels throughout the islands, he started his own firm Tradewind Charters and Weddings to expand upon his desire to provide full service planning from beginning to end. He has since grown the company into a Five Star operation that caters to couples seeking the very best in unique Hawaii destination weddings and events.



Whitney Easton, Wedding Coordinator, was born and raised in Colorado. At a young age, Whitney developed a passion for weddings and decided to pursue a degree in Event Management. She graduated with her Bachelor's Degree in Event Management after spending several semesters abroad traveling throughout Europe. Her studies have given her an insight into the technical aspects of wedding preparation that many hobby planners lack. Whitney's attention to detail, creativity, and professionalism have made her a key team member of Tradewind Weddings.

Ashley Pearson, Charter Coordinator, originally from the sunny Southern California coastline, had no problem making Hawaii a second home. With a keen eye for design, she is the vision behind the websites and other media marketing projects Tradewind Weddings cooks up. This creativity carries over to our charters as well when she works with our clients to assemble the perfect event at Sea. Coordinating with many corporate clients from around the globe, Ashley works to ensure that each customer leaves the dock pleased with their Trandewind experience.