Sleepy Hollow
Private Experiences

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Our most recommended Sleepy Hollow Private Experiences

New York City: Helicopter Piloting Experience

1. New York City: Helicopter Piloting Experience

Your first helicopter flight lesson begins with 30 minutes of ground instruction that covers helicopter flight controls, flying techniques, and safety procedures. You will then be able to join a professional flight instructor for an exciting 30-minute flight departing from Westchester County Airport in White Plains, just outside New York City. Bring a friend or family member along for the ride if you like (additional fee applies). Once airborne, you will have the opportunity to take control of a Robinson R44 helicopter, one of the most popular civilian helicopters in the world. Take in stunning views of Westchester County, the New York/Connecticut coastline, the Hudson River, and the NYC skyline in the distance. No prior flight training or flying experience is necessary. Please note that flight lessons do not go over NYC. Flights depart from Westchester County Airport in White Plains, New York, a relaxed, crowd-free location just outside NYC. It’s easily accessed by public transit, Metro-North rail, and by car with free parking available.

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Private Fall Foliage Helicopter Tour of the Hudson Valley

2. Private Fall Foliage Helicopter Tour of the Hudson Valley

Travelers get a taste of the legendary New England fall aboard this private helicopter tour over the Hudson Valley.  Marvel at the cascade of blazing reds, yellows, and oranges like a bird from the comfort of your own helicopter. Tours depart and arrive at Westchester County Airport, just outside New York City, and fly over historic landmarks all dressed in stunning colors. These include White Plains, Castle-on-Hudson, Kykuit (Rockefeller Mansion), Lyndhurst Mansion, Sleepy Hollow, Tarrytown Lighthouse, Tappan Zee Bridge, the Hudson River, Sing Sing Prison, Bear Mountain and Bear Mountain Bridge, Harriman State Park, and West Point Academy. Live tour narration by friendly and experienced pilots will make you feel comfortable and safe.

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Other Sightseeing Options in Sleepy Hollow

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What people are saying about Sleepy Hollow

The flight was a lot of fun, it was an experience.

What was not so nice was that we had to wait over 2 hours for the pilot. First you need 90 minutes to get to the airport, then you have to wait 2 hours, fly 1 hour and then 90 minutes back again. The trip was very time consuming, so plan a lot of time ,

it was an amazing experience, slightly terrifying but in a good way. lance is a great instructor, he makes you feel at ease and in control

The pilot was wonderful. The view was amazing. And the the pilot explained everything 2 me with clarity and precise.

Dopest thing I’ve ever done. If you’re thinking about it, do it.