Proposals & Engagements

Proposal Cruises in DC & Baltimore

Ask the biggest question somewhere unforgettable. A private Yachtsy cruise gives you total privacy, a golden-hour skyline, and a moment that's entirely yours — on Baltimore's Inner Harbor or DC's Navy Yard.

Plan the Proposal →
A couple sitting close together under the red canopy of a private Yachtsy picnic boat at golden hour, the harbor skyline and a picnic grazing board behind them
Just the Two of You

A moment that's completely private

No crowds, no audience — just the two of you (and the question) on a boat reserved entirely for you. Bring champagne and flowers; cue the song over the Bluetooth speaker for the exact moment.

Want it captured? Add a driver and bring a photographer along, or have your driver quietly get the shot. Time it for sunset and the skyline does the rest.

  • Total privacy — the boat is yours alone
  • Golden-hour & sunset timing
  • BYO champagne & flowers
  • Photographer welcome aboard
  • Cue your song on the Bluetooth speaker
  • Add a driver to capture the moment
Plan the Proposal
Why Yachtsy

The setting for 'yes'

01

Total privacy

No strangers, no tour group — just the two of you.

02

Golden hour

Time your slot for sunset and the skyline lights up behind you.

03

Capture it

Bring a photographer or let your driver quietly get the shot.

Simple, All-In Pricing

One rate. Any day.

$380 / 2 hours
Any day of the week

  • Always private — the whole boat is yours
  • Up to 8 guests, all ages welcome
  • BYO food & drinks · onboard Bluetooth speaker
  • No experience needed — optional driver, $25/hr (shared among your group)
  • Free rescheduling up to 48 hours before

Plus tax & a booking fee — about $424 all-in, shown in full before you pay. No surprises at checkout.

Plan the Proposal →
Two Locations

Choose your harbor

Dedicated docks in two of the East Coast’s most scenic waterfronts.

Questions

Proposal FAQ

Can I time the proposal for sunset?
Yes — choose the cruise window that ends around sunset for the best light, and let us know it's a proposal so we help with the timing.
Can a photographer come along?
Of course. A photographer counts as one of your eight guests, or your driver can discreetly capture the moment for you.
Can we bring champagne and flowers?
Yes — bring champagne, flowers, and anything else to set the scene. No onboard bar or markups.
Should we add a driver?
We recommend it — add a driver for $25/hr so you can focus entirely on the moment, not the wheel.
More Ways to Cruise
Pop the question

Make it a moment, not just a memory

Pick your date and harbor, and we'll help you plan a proposal she never sees coming.

Plan the Proposal →