Proposal · Boston Seaport
Boston Seaport Proposal — Jack & Alyssa
"Golden hour, the Harborwalk, and a yes with the whole skyline watching."
- Location
- Boston Seaport, the Harborwalk
- When
- June, golden hour
- Type
- Surprise proposal + portraits
It happened fast — one minute Jack and Alyssa were strolling the Harborwalk like every other couple out for a June evening, the next he was kneeling with the water at his back. That's how a good surprise proposal should look: sudden to her, choreographed to everyone else involved.
The plan
Jack and I had spent the weeks before working out the details together — which stretch of the Seaport waterfront, how to time it so the June golden hour would do the heavy lifting, and where I'd post up so Alyssa would walk right past me without a second glance. He didn't have to manage any of it in the moment; his only job was the question.
Portraits after
After she said yes, we stayed out on the waterfront for portraits while the skyline sharpened across the harbor and the light dropped lower and warmer. June in the Seaport is hard to beat — a long golden hour, a breeze off the water, that mix of glass and harbor you won't find anywhere else in Boston. By the time we wrapped, the sun was low, the ring was on, and the two of them were already retelling the story to each other.
Why timing matters more here
If the Seaport is on your shortlist, the timing matters more here than almost anywhere else in Boston: the waterfront faces the light, and an hour's difference changes everything. That's the kind of detail I sort out for you in the planning — so the only thing left to improvise is what you say after she says yes.
If you're planning a Seaport proposal
- Tell me your dinner time and I'll work backwards to the proposal time so golden hour lands on the portraits.
- Wind is part of the Seaport. Skip anything that needs to stay put — hair, hats, loose papers.
- Agree on a second outdoor position before the day; the Harborwalk gets busy on summer evenings.
- The rest — approach, weather call, coverage length — is in the Seaport proposal guide, and proposal photography starts at $699.
