Top 7 luxury & private things to do in Westchester County

1. Private helicopter tour for fall foliage in Hudson Valley

Thirty-minute helicopter tour from Westchester County Airport — scenic views of historic sites and vibrant autumn colours, narrated by experienced pilots.

2. Private helicopter flight lesson over the Hudson Valley

Choose a 30- or 60-minute private lesson — basic ground instruction followed by actual flying under the guidance of a certified instructor, with stunning views included.

“This was an incredible experience from start to finish. We were picked up from our hotel and taken to the airport. The staff and pilot were friendly and knowledgeable, clearly explaining everything. This hour-long helicopter flight was genuinely enjoyable, and it's something I can't wait to share with friends and family.”— 729christopherk

3. Private tour of the Armour-Stiner Octagon House in Westchester County

One-hour guided tour — explore the Victorian grounds and interior of the Armour-Stiner Octagon House, including the greenhouse and Foxglove Garden.

“The mid-19th century building is a rare find, beautifully restored by its current owner. The tour provided an in-depth explanation of the restoration process and highlighted many distinctive features and furnishings. It truly is a gem.”— kgesc

4. Private helicopter tour over New York City from Westchester

Thirty-minute flight from Westchester to Manhattan — aerial views of the skyline, Central Park, and more, with options for longer tours. Transfer services available.

“Despite a bit of trouble with the heavy traffic in New York, we were picked up at our midtown hotel and taken to the airport. After a quick safety briefing, we boarded the helicopter for a smooth 45-minute night flight over the city. Our pilot was well-informed and highlighted various landmarks, providing breathtaking views. Afterward, we were returned to our hotel, although the driver was flexible about dropping us off wherever we desired. Overall, it was a highly professional and delightful experience.”— L363NGtonyv

5. Helicopter tour of New York City from Westchester

Choice of 30 or 45 minutes — fly over Central Park, the Statue of Liberty and more, departing from Westchester Airport.

“Experiencing a helicopter ride over such a famous city was absolutely thrilling, and I felt completely secure throughout. Our pilot and guide were responsive to our questions, though I wished for a bit more area knowledge. We started and finished early, and while we didn't quite hit the full 45 minutes, it was nearly there. I believe the cost was quite high, making it a one-time experience for us, and I prefer to keep the price to myself. Aside from the expense, I would rate this adventure 5 stars.”— debbiehN6976SG

6. Helicopter tour over New York City from Westchester

Choose between a 30-minute or 45-minute helicopter tour over NYC—iconic sights like the Statue of Liberty and Empire State Building included.

“The entire experience was exceptional, from takeoff to landing, and definitely worth every cent. The staff was very professional and polite, the helicopter was well-maintained and visually appealing, and the pilot's skills were unmatched.”— JKP9880

7. Private helicopter tour of Hudson Valley fall foliage from Westchester

Thirty-minute helicopter flight over Hudson Valley — spectacular fall colours, narrated by your pilot, including Castle-on-Hudson, Kykuit, and the US Military Academy at West Point.

“They were incredible. I coordinated my engagement with them, and Anna was always available for support during the booking process. Our pilot Kevin was fantastic, helping me capture photos during my proposal. The flight was smooth, and the views were stunning. I will definitely do this again.”— 349bennym