About US

BearingPoint Sailing Charters is owned and operated by John & Kellie Sheryak. John and Kellie fell in love with sailing in 1988 after renting a catamaran on the the beach at Hilton Head Island. Since that time, they have owned four boats, and have sailed the Southwest coast of Florida, the Caribbean, the Chesapeake Bay, as well as various inland rivers and lakes.

BearingPoint Sailing Charters currently has one boat in its fleet, “Running Higher”, a 2019 Fountaine-Pajot Lucia 40 catamaran. In order to provide you with the best experience possible, we in turn have partnered with Southwest Florida Yacht Charters in Cape Coral, Florida to handle various aspects of the charter process. BearingPoint Sailing Charters and Southwest Florida Yacht Charters will provide you with an unmatched sailing experience!

If you instead are interested in chartering a boat other than Runner’s High, let us know – we can help you locate the charter boat that is perfect for you!

John & Kellie in the BVI, 2019