Wedding Proposals
The most important question of your life deserves the most breathtaking setting. Surrounded by open water and the golden Long Island sunset, she'll say yes before you finish asking.
Inquire →

Your Captain
Captain Allyn Salomon has spent a lifetime mastering the art and science of sailing Long Island Sound. His passion for the water isn't just a profession — it's a calling. With years of experience navigating the coastal waters of the New York metro area, Allyn brings the perfect combination of expertise, warmth, and a genuine love for creating experiences that his guests carry with them long after they return to the dock.
Whether you're celebrating the biggest moment of your life or simply need to escape the noise of the city for an afternoon, Captain Allyn knows exactly how to make it extraordinary.
The Boat
Not all sailing charters are created equal. While most competitors operate 30–34 foot vessels, Allyn's 47-foot Beneteau Oceanis offers significantly more deck space, smoother sailing stability, and the capacity to host larger groups in genuine comfort. This is the difference between a charter and an experience.
The exact 47-foot Beneteau Oceanis model shown in Allyn's real yacht photos, with the long clean coachroof line, blue canvas, and spacious cruising layout.
Host intimate couples getaways or larger group celebrations with equal elegance and comfort.
Sail the stunning coastal waters of the New York metro — sunsets, lighthouses, and open horizon views.
A protected cockpit with blue dodger and bimini, generous deck space, and the relaxed feel of a true cruising yacht.




Real Oceanis 473 reference imagery paired with the live sailing hero.
Charter Experiences
Whatever the milestone, whatever the mood — we create the perfect private charter experience for it.
The most important question of your life deserves the most breathtaking setting. Surrounded by open water and the golden Long Island sunset, she'll say yes before you finish asking.
Inquire →A private yacht, the open Sound, champagne, and nowhere to be. The perfect escape for couples who want more than dinner — they want a memory.
Inquire →Milestone birthdays deserve milestone experiences. Whether it's a sunset sail for two or a deck party for twelve, we make the day completely unforgettable.
Inquire →Skip the bar. The water is calling your wedding party. Private, glamorous, Instagram-perfect — and far more memorable than any rooftop.
Inquire →You worked for this. Now celebrate like it. A private charter is the reward that matches the achievement — and the story you'll tell for years.
Inquire →Two hours. Open water. A sky on fire. Our most popular experience is also our most purely magical. Perfect for couples, friends, and first-time sailors.
Inquire →Give your family a summer story they'll never forget. Sailing Long Island Sound together is the kind of experience that defines a childhood.
Inquire →Influencers, photographers, and brands — our 47-foot Beneteau Oceanis is the ultimate elevated backdrop. Stunning natural light, open decks, zero crowds.
Inquire →Trade the conference room for open water. Private corporate charters for team offsites, client entertainment, and executive reward experiences — unlike anything they've done before.
Inquire →Transparent Pricing
Straightforward seasonal pricing. No hidden fees. Every charter includes Captain Allyn's full attention and expertise.
2 Hours · Up to 6
4 Hours · Up to 10
8 Hours · Up to 12
“Custom packages available. Contact Captain Allyn to design your perfect charter experience.”
Add-ons available: catering coordination, photographer referrals, decoration assistance, champagne service. Pricing finalized upon inquiry.
Reserve Your Date
Our booking platform includes full insurance protection and real-time availability. Secure your date below.
Live Booking Calendar
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Guest Stories
★★★★★“We celebrated our anniversary on Allyn's boat and it was the most romantic evening of our lives. The sunset, the water, the privacy — absolutely magical. We're already planning our return.”
★★★★★“I proposed to my fiancée at sea with Captain Allyn's help. She cried. I cried. Even Allyn got a little emotional. Best decision I've ever made — both the proposal and the charter.”
★★★★★“We booked Allyn for our company team outing and it completely blew everyone away. Our team talked about it for months. Already booked again for next summer.”
Life On The Water

Boat underway at sunset — hero shot

Couple on deck with champagne

Group birthday celebration on deck

Wide deck shot showing 47′ scale

Captain Allyn at the helm

Aerial drone shot of vessel

Stern view with Long Island Sound horizon

Corporate group team photo on deck

Proposal moment at sunset

Close-up of rigging and sails

Family with children on bow

Night shot / golden hour dockside
Follow our journey on Instagram → @AllynsailsNY
Common Questions
Get In Touch
Whether you have questions, need a custom quote, or want to discuss a corporate event — Captain Allyn is ready to help.
Response time: within 24 hours. For immediate booking, use the calendar above.