Sail a classic yacht your way, with hands-on options or time to unwind
Fly the Chesapeake to explore Cape Charles by seaplane
Trace Yorktown’s colonial and wartime past with a knowledgeable guide
Take the helm or relax on a private sail aboard Galene
Celebrate above the water with golden-hour views and a float landing for photos
Private golden-hour sailing aboard a classic 36-foot sailboat
See Chesapeake Bay shorelines and landmarks from a seaplane
Private river sailing with a waterfront tasting-room lunch stop
See Virginia's Northern Neck shoreline from a seaplane
Sail, navigate, and anchor beside Cedar Island's sandy beach
See Chesapeake Bay marshes and tidal shores from the air
Private sailing with room to relax or take the helm
A relaxed evening sail with sunset views on the Rappahannock River
See Chesapeake Bay’s island waterways from a private seaplane
Fly to Virginia's barrier islands, then paddle remote coastal waters
Take the helm of a private sailboat with the freedom to set your own course
See Chesapeake tidal rivers and marshlands from the air
Learn hands-on sailing skills aboard a private Chesapeake Bay charter
See autumn color trace the Northern Neck's creeks and shorelines from the air
Bring your group together for a private sail with room to join in or unwind
Skip the festival parking hunt and arrive by seaplane
Rent a kayak or SUP and explore the York River shoreline at your own pace