As a NYC proposal photographer, I’ve captured hundreds (a few thousand) proposals across every corner of the city—but few spots rival the magic of Governors Island at sunset, where there are no crowds and no unobstructed views. For Dhruv’s surprise proposal at Collective Retreats, we planned every detail carefully to make sure this early October moment unfolded flawlessly against one of the most scenic backdrops in New York City.















Planning the Perfect Governors Island Proposal
Governors Island is unlike any other proposal location in NYC—it’s peaceful, scenic, and feels like a world away from the city, even though it’s just an 8-minute ferry ride from Lower Manhattan. Dhruv and I coordinated the timing down to the minute. They’d spend the day on the island at the retreat, and I would arrive to their private cabin just before they’d come back for dinner.
We chose Collective Retreats, the island’s beautiful glamping-style resort, for its private, relaxed setting and incredible views of the Statue of Liberty. After a quick walkthrough earlier in the week, we decided to capture the big moment at Outlook Hill, one of the island’s highest points with a 360° panoramic view of Manhattan, New Jersey, New York Harbor, and Lady Liberty herself.
Why Governors Island is a Hidden Gem for Proposals
For couples looking for something unique yet quintessentially New York, Governors Island offers it all—privacy, skyline views, and a touch of adventure. The ferry ride adds to the excitement, the lighting is incredible near golden hour, and there are endless opportunities for stunning photographs.
Whether you’re planning a sunset proposal at Collective Retreats, a romantic picnic by the harbor, or a panoramic moment atop Outlook Hill, this destination feels like your own private slice of 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.