Chesapeake Aviation
Chesapeake Aviation
Chesapeake Aviation

Chesapeake Aviation Inc.

From 2000 feet view the natural beauty of the Eastern Shore, historic Tangier Island, Wallops Island Space Center, and the unspoiled, uninhabited barrier island beaches that line the Shore from Maryland to the mouth of the Chesapeake Bay.

Chesapeake Aviation, Inc. has been in business for 45 years. Our FAA approved, 4-place aircraft is flown by our professional pilot, David Bright. David has been a pilot for over 30 years, with over 9000 hours of actual flying time. He has flown many types of aircraft in both military service and civilian aviation and is the only pilot licensed on the Eastern Shore to provide on-demand Charter flights. David is very passionate about flying and enjoys sharing stories about his flying career.

Whether you want to explore the coastline, search for property, or get to a destination, Chesapeake Aviation can provide the professional service to meet your needs. Call us now to schedule your flight.


Chesapeake Aviation

The Pilot

David Bright has been a pilot for over 30 years, with over 9000 hours of actual flying time. He has flown many types of aircraft in both military service and civilian aviation and is the only pilot licensed on the Eastern Shore to provide on-demand Charter flights. David is very passionate about flying and enjoys sharing stories about his flying career.

David is enthusiastic, professional and very knowledgeable about the Eastern Shore.

Federal Aviation Administration, FAR part 135 licensed, certified, inspected and insured to provide on-demand charters and air taxi services.

Member of the Eastern Shore Chamber of Commerce, Aircraft Owners and Pilots Association, American Legion and Veterans of Foreign Wars.


Chesapeake Aviation

The Plane

Chesapeake Aviation, Inc. flies a Cessna 172 Skyhawk airplane. The airplane is inspected by our FAA certified maintenance team to meet the strict safety requirements put forth by the FAA.


Chesapeake Aviation

Sight-Seeing Flights

Take a 30 minute or more sightseeing flight in our FAA approved 4-place aircraft, flown by our professional pilot.

Enjoy breathtaking views of both the Chesapeake Bay and the Atlantic Ocean as you fly above Virginia’s and Maryland’s beautiful Eastern Shore. Bring your camera!

See Assateague Island, home of the wild ponies, Tangier Island, located in the Chesapeake Bay, Wallops Island, home of the NASA launch facilities, the Barrier Islands along the Atlantic Ocean just off of the small water front town of Wachapreague. You may want your trip to include a flight over the historic town of Onancock, your home, a friend’s home, or a property that you are interested in.

Up to 3 people can come aboard for a 30 minute or more flight. Extended flights are available.

Gift-certificates are available. A great gift for a birthday, anniversary, Christmas or any special occasion.

Contact us today to schedule your flight.


Tangier Island Va

Charter Flights

David Bright is the only pilot licensed on the Eastern Shore to provide on-demand Charter flights. He is licensed to charter anywhere in the United States.

Trips to Tangier Island, Williamsburg, Norfolk, Richmond, Baltimore, New York, Carolinas and many others are all possible with Chesapeake Aviation, Inc. Need to get there and back without all the wait time in traffic? Go, stay as long as you like and know that you have a scheduled chartered trip home.

Take a chartered flight to your desired destination and see much more from the air.