Couple at it's a small world; costume
  • On Oct 26, 2025
    Ethan from OR Asked Please note that experiences, policies, pricing and other offerings are subject to change and may have changed since the date of this answer.

    Is it possible to have Captain Jack deliver an engagement ring to a proposal at the Pirates ride? If so, is there a fee or could it be arranged at a meet & greet time?

    Hi Ethan,

    Thanks for visiting planDisney. We love a good proposal here at planDisney! There is no place better to start your Happily Ever After than at Disneyland.

    It is always fun to have characters be involved in a special announcement. Currently, characters are not available for paid private meet-and-greets. While this might sound discouraging, I have a great recommendation that might still create the magical moment you are looking for.

    Use the Disneyland app to find characters across the park; you can look up the time and location that Captain Jack Sparrow will be out and about (typically in the New Orleans Square area). While many characters engage in a stationary meet and greet, Captain Jack is a character who is typically on the go. You can try to catch up to Captain Jack, engage in some banter, then roll out the proposal. While Captain Jack Sparrow may not directly handle something as precious as your engagement ring, I am sure he will have some fun commentary on your big moment (I truly hope there will be footage of this somewhere later)!

    This is sure to be a memorable way to propose, one that would touch the heart of even Davy Jones!

    I hope this helps, Ethan! If you have any more questions or need other planning tips, please don’t hesitate to reach out to me or any of my fellow planDisney panelists. We’re always happy to sprinkle a little extra pixie dust on this Disney proposal.

    Good luck!

    – Melinda
thumbnail image for Melinda

Meet the Panelist: Melinda, California

Hello from sunny SoCal! I’m Melinda Grant, an educator and a lifelong Disney enthusiast. As a Southern California native, I grew up going to the parks with my family. My park days look a little different now that I am transitioning from being a “Childless Millennial” to a “Disney Mom.” You can find me with my toddler eating popcorn and singing loudly! I am looking forward to helping you plan a magical trip to my favorite place, Disneyland!   Learn More About Melinda

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