Unique Experiences

Item Description

Hiring Duffy Fainer as your San Diego Flyover pilot is an exciting opportunity for several compelling reasons. Duffy Fainer, an Instrument Rated Commercial Pilot and skydiving world record holder, brings a unique blend of skills and charisma that promises an unforgettable experience during your 35-minute flight over San Diego aboard his Grumman Cheetah. His exceptional flying expertise ensures a safe and enjoyable journey.

Duffy's Grumman Cheetah is the perfect aircraft for sightseeing, offering comfort, roominess, and excellent window views. Notably, passengers have the chance to take the controls and experience the thrill of flying themselves. Weather permitting, the flight path covers prominent San Diego landmarks, including downtown, Pt. Loma, Coronado, Pacific Beach, La Jolla Cove, Del Mar, and Rancho Santa Fe, providing picturesque vistas and photographic opportunities.

Duffy's unique journey to becoming a pilot and entertainer adds another layer of intrigue to this experience. He began his career in the entertainment industry as a DJ, where he honed his skills as a charismatic host and MC. His dynamic presence set him apart, leading to opportunities in PA announcing and color commentary for windsurfing and eventually the Olympic Sailing/Yachting event.

Choosing Duffy Fainer as your San Diego Flyover pilot promises an exceptional aerial adventure, enhanced by his extensive experience, captivating storytelling, and charismatic personality. His multifaceted background as a DJ, announcer, skydiver, and pilot ensures a memorable and thrilling journey over the stunning landscapes of San Diego.

Item Special Note

Please call within one week of your purchase to reserve your ride

Cell 619-921-4547  Email: duffy@voicebyduffy.com 

Weight limits us to 400 pounds total between the two of you.  

Passengers need to be able to step up and onto the wing, and then over a 16”  partition. 

Kids (well behaved and compliant) are welcome, 6 years and over. It’s a smooth  sightseeing ride and the shoreline is always smooth.  

Please call immediately to check in and reserve your  ride. We want to get you flying asap. 

All flights are staged out of Montgomery Field, in Kearny Mesa,  3750 John J Montgomery Drive , San Diego, CA 92123. This is the terminal building and we’ll meet there on the ground floor.