Climb aboard with “Kaplan” Sparrow!

Searching for a pirate entertainer in St. Augustine?

Jonathan Kaplan is a professional Jack Sparrow impersonator and pirate entertainer in St. Augustine who looks, sounds, and swaggers just like the real thing!

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He’ll interact with your guests with authentic pirate style!

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Entertainment Services

With over 18 years of experience bringing the iconic pirate to life, “Kaplan Sparrow” brings swashbuckling, movie-accurate charm to any occasion in Florida and beyond.

Whether it’s a pirate-themed birthday party, wedding or corporate event, Jonathan Kaplan delivers an authentic, double-take-worthy performance that delights and captivates crowds of all ages!

Private Events : Swashbuckling fun for parties, family gatherings, corporate events and more.
Public Events: Add buzz and excitement to festivals, conventions, fundraisers, and beyond with the captain in attendance!
Weddings and Elopements: Invite an unforgettable guest to your pirate-themed wedding to mix, mingle, or even officiate your happily ever after.

…and more

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Wonderful experience.
Fabulous, delightful sense of humor. Highly recommended!
Nancy N.
Gigsalad.com Review
10/10 would recommend! Real Deal!
Hung out with my party and totally made the entire weekend. We will be talking about this forever! Thank you so much. We will see you in the future for sure!
Zack W.
Gigsalad.com Review

Request a personalized video on CAMEO!

Surprise your friends and loved ones with a unique and memorable gift by Kaplan Sparrow! These custom video messages are perfect for birthday messages, wedding announcements, party invitations, holiday greetings and more!

Request yours today at:
cameo.com/kaplansparrow!

Book “Kaplan Sparrow” Today!

Request a personalized quote today!

Jonathan Kaplan as Jack Sparrow is a pirate entertainer in St. Augustine offering authentic, movie-accurate entertainment for weddings, birthdays, corporate events, festivals, and more. Make your next event legendary — contact him today!

FAQ

After you submit the booking form (or email directly), the Captain will respond to your inquiry within 48 hours with availability and a custom quote. The more details you provide, the more accurate the quote will be.

Once the details are finalized, a 50% non-refundable deposit secures your date. The remaining balance is due on the day of the event.

Base rates start at $150/hr with a 1-hour minimum. Custom quotes are provided based on event type, duration, travel distance, and any special requests (such as handout treasures and party favors). A 50% non-refundable deposit is required to secure your date. You can find a comprehensive list of prices and services here.

Jonathan Kaplan is based in St. Augustine, Florida, and is available for events across Northeast Florida and throughout the entire state! Travel fees do apply for events outside of the St. Augustine / Jacksonville area.

Every event is different, but the Captain’s core offering is interactive walk-around entertainment featuring movie-accurate charm, signature swagger, and light-hearted pirate mischief. He mingles with guests, takes lots of photos, and adds fun swashbuckling energy throughout.

He’s happy to accommodate special requests such as grand entrances, games, emcee duties, or other ideas you have in mind!

No. Jonathan Kaplan is an independent tribute performer and not affiliated with, endorsed by, or sponsored by Disney, Jerry Bruckheimer, Johnny Depp, or any related entities.

Have more questions?

Feel free to take a look at our Policies page for a full list of policies and details.

You can also email Jonathan directly at contact@kaplansparrow.com, with any questions or concerns you may have.

Booking Form

Fill out this form or email directly (contact@kaplansparrow.com) with details of your event and how the Captain can best be of service to you!

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