Why Choose a Private Sailboat for Your NYC Proposal
starting at $600 for couples, $700 for 3-6 passengers
2 – 4 hours | flexible itineraries
catering menu | luxury amenities
Complete Privacy on the Water — No Crowds, No Interruptions
Planning a proposal in New York City means competing with tourists, traffic, and crowded landmarks. A private sailboat charter in NYC offers something increasingly rare: total privacy for your most important moment.
When you book a boat proposal in NYC, the entire vessel is yours. No strangers watching. No background noise. No waiting for the perfect moment between interruptions. Your NYC private boat ride provides the perfect intimate setting—just you, your partner, and the Manhattan skyline that feels personal.
This level of privacy is what makes a private boat ride NYC for 2 the ideal proposal setting—intentional, exclusive, and completely yours.
All-Inclusive Proposal Packages
Everything Taken Care of for You
Romantic Essentials Included — Champagne, Roses & More
The best NYC boat proposal ideas start with removing stress from the equation. Our curated romantic packages include everything you need for an elevated experience, prepared before you step aboard:
- Premium champagne chilled and ready to pour
- Rose garlands arranged throughout the boat
- Velvet heart pillows
- The essential Will You Marry Me sign
- Sound system with Bluetooth connection for your playlist
- Dedicated captain who coordinates timing discreetly
- Upgrade options for catering, champagne, and take-home rose bouquet
Dynamic Backdrop
NYC Skyline From Every Angle
Unlike static rooftop venues or crowded observation decks, a boat proposal NYC experience puts you inside a constantly evolving scene. As your private sailboat glides through New York Harbor, the city reveals itself from perspectives most people never see.
Imagine proposing as you sail past the Statue of Liberty with golden hour light reflecting off the water. Picture the Brooklyn Bridge framing your moment as the downtown skyline illuminates behind you. Our curated routes are designed to showcase the best proposal spots in NYC from the water—creating naturally cinematic photos without staged backdrops.
This is why sailing is uniquely perfect for proposals: the setting moves with you, the world rotates around you. The moment feels alive, authentic, and unlike any land-based venue.
Proposal Planning Concierge
Free Support From Experts
Planning a surprise proposal requires precision and confidentiality. Our complimentary proposal planning NYC concierge service works with you privately before your charter to coordinate:
- Optimal route timing for lighting or landmarks
- Ring presentation logistics
- Professional photographer coordination if you choose to add one
- Backup weather plans with flexible rescheduling
- Family surprise coordination if you’re inviting guests to celebrate after
We’ve supported thousands of successful engagements. Our team knows exactly how to keep surprises intact while ensuring every detail executes flawlessly.

Sophie Kaye
Professional Photography Options
Capture The Moment
Your proposal deserves to be documented by a professional who knows how to work on the water. We coordinate with trusted boat proposal photographers who specialize in NYC harbor settings.
They board discreetly, capture genuine reactions without interrupting, and deliver stunning images against the skyline backdrop. Your photographer works seamlessly with our captain to position shots perfectly—whether you’re proposing at the bow with the Statue of Liberty behind you or under the Brooklyn Bridge at sunset.
How to Book Your NYC Boat Proposal Charter
Booking your private sailboat proposal is straightforward, transparent, and kept completely confidential until you’re ready to share the news.
Check Date Availability Early — Prime Slots Fill Fast
Sunset proposals and weekend charters book weeks in advance, especially May through October. Check our real-time availability calendar to secure the preferred date and departure time for your NYC private boat ride.
Customize Your Experience — Your Proposal, Your Way
Choose the atmosphere that matches your relationship:
- Fully stylized: decoration packages start at $150
- Subtle elegance: classic sailing experience with a champagne toast
- Celebration-ready: Add brunch, lunch, or appetizers to complete the experience
Our team tailors every charter to your vision—not a template experience.
Keep It Intimate or Invite Your Circle
Propose with just the two of you aboard, or bring up to 6 total guests to turn your “yes” into an instant celebration. Many couples invite close family or friends for a general sightseeing party, and then surprise them with the engagement.
Whatever you choose, our crew handles coordination behind the scenes so your only job is asking the question.
Frequently Asked Questions About NYC Boat Proposals
How much does a boat proposal in NYC cost?
Boat proposal charters start at $600 for our couples weekday special (2-hour minimum, Monday-Thursday daytime). Sunset proposals are $700 for 2 hours, and weekend/holiday charters are $750 for 2 hours. All pricing includes your USCG-licensed captain, docking fees, fuel, and exclusive use of the private sailboat. Popular add-ons include our $150 romantic decoration package with champagne, catering menu, and professional photographers—each priced separately so you only pay for what enhances your vision.
What if the weather is bad on my proposal date?
Our weather policy includes complimentary rescheduling for rain and unsafe conditions. If there’s a chance of rain, your captain will monitor the live radar and make the final weather call 2 hours before departure. For more flexible cancellation and rescheduling options, upgrade to the Premium Policy with Travel Protection.
How do I coordinate a photographer for my boat proposal?
Talk to us. We can help coordinate all boarding logistics. For surprise proposals, the photographer typically poses as crew or as another guest until you’re ready to pop the question.
Can the captain take photos for us?
Yes! Just ask. He’ll move the boat into a safe position and step away from the wheel to snap photos for you. In most of the waterways, the captain can leave the wheel temporarily, but in areas with a lot of boat traffic, safety comes first. Consult our team before departure so the captain can prepare to position the boat for optimal position safety, lighting, and scenic backdrop.
