Private Sailing Charters

The Perfect Engagement in Newport, RI

Looking for a romantic and unforgettable way to propose? There’s no better backdrop than the sparkling waters of Newport Harbor and Narragansett Bay. Whether you’re planning a surprise proposal or celebrating your engagement in Newport, RI, a private sail aboard Starlight or Sightsailer offers a unique experience directly from Bowen’s Wharf.

Engagements Aboard Starlight & Sightsailer

Starlight – Intimate & Private

Step aboard Starlight, our O’Day 34 yacht, for a private sail designed for just the two of you and our captain. Perfect for a secluded, romantic proposal, this experience lets you relax as you sail through Newport’s iconic harbor, into Narragansett Bay, and along the Ocean Drive. Bring your favorite beverage and a small picnic, and even take the wheel if you’d like!

Sightsailer – Celebrate with Friends & Family

If you’re looking to share your engagement moment with loved ones, consider chartering Sightsailer, our spacious and lively 46-foot sailboat. With room for up to 13 guests, Sightsailer is ideal for those who want to celebrate after the proposal with champagne, breathtaking views, and a smooth, comfortable sail.

Why Choose a Sailboat for Your Engagement in Newport, RI?

Romantic & Unique – A private sail sets the stage for a one-of-a-kind engagement against Newport’s stunning coastline.
Customizable Experience – Bring your own drinks and snacks to make the moment even more special.
Options for Every Celebration – Choose Starlight for a private, intimate proposal or Sightsailer to celebrate with friends and family.

Book Your Private Engagement Charter Today!

Whether you’re planning a private engagement in Newport, RI on Starlight or a celebratory sail on Sightsailer, we’ll help make your proposal unforgettable.

Book Starlight online now or complete a Private Charter Inquiry form to receive more information on Sightsailer.

Private Charter Inquiries



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      Starlight Sightsailer Aquidneck
    Maximum # of guests 6 13 49
    Sail Length 2 hours 1.5 hours 1.75 hours
    Price $400 / 2 HR Charter Email for Pricing Email for Pricing

    If your group exceeds 23, we require that you charter Aquidneck. Otherwise, your group can start to overwhelm other guests on board who are not part of your group.

     

     

    “Hands down the highlight of our time in Newport”

    C. Smith, Boston MA. -TripAdvisor