Sunset Surprise Proposal on Governors Island’s Outlook Hill with the Manhattan Skyline
Governors Island is one of the city’s hidden gems—just a short ferry ride from Lower Manhattan, yet it feels worlds away. Outlook Hill, the island’s highest point, offers 360-degree views of the harbor, the Statue of Liberty, and of course, the Manhattan skyline. For Sid, it was the ideal setting to propose: romantic, peaceful, and visually stunning.
As a seasoned NYC proposal photographer, I always scout locations in advance and plan around lighting conditions and crowds. For this proposal, the timing was everything. Sid planned a whole day on the island with massages at the spa and a fantastic afternoon adventure ending atop Outlook Hill with the Manhattan skyline behind them.
















Why Governors Island is Ideal for NYC Proposals
Unlike many popular proposal spots in NYC, Governors Island offers a calm, crowd-free environment—especially during sunset hours. Its unique mix of natural beauty and sweeping city views makes it perfect for couples looking for a peaceful, scenic proposal experience.
Whether you're planning to propose on Governors Island or another iconic NYC location, having a professional proposal photographer ensures the moment is preserved beautifully and discreetly. From candid emotion to scenic portraits, every element of Sid’s proposal came together flawlessly—and I was honored to be there to document it.
Planning a Governors Island Proposal?
If you're considering popping the question on Governors Island, especially at Outlook Hill, let’s talk! I’ll help you plan the timing, navigate the best light, and capture your once-in-a-lifetime moment against one of the most stunning views in New York City.
Jonathan Heisler Photography is comprised of Professional New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.