Jonathan Kaplan as Jack Sparrow

Professional from start to finish.
Although he plays the part of a pirate, he’s always professional, punctual, and fully in character. Jonathan’s experience working for industry giants like Disney and Universal have given him deep expertise in delivering exceptional, polished experiences that keep every guest happy and engaged.

From the moment you book, the process is smooth and transparent. You’ll receive clear communication, a custom quote, and a simple performance agreement. A 50% deposit secures your date, and the balance is due the day of the event. We recommend at least 2 weeks’ notice for best availability.

On the day of your event:
Jonathan arrives on time, fully costumed (unless otherwise specified) and ready. He adapts seamlessly to your schedule and venue whether it’s a grand entrance, mingling, photo ops, or a special role like wedding officiating or emcee.

For your guests:
The fun starts the instant he appears. His movie-accurate costume earns instant double-takes. With signature swagger, humor, and spot-on mannerisms, he interacts naturally with everyone — kids, adults, and seniors — making them feel part of a real pirate adventure. Expect laughs, great photos, and memorable moments.

You can expect:

Unmistakably pirate vibes
Endless photo and video opportunities
Customizable add-ons (treasure giveaways, story time, etc.)
Respect for your event flow and timing

After the event:
Jonathan is happy to pose for final photos. He may ask for permission to use select shots taken during the event for promotional purposes.

Whether it’s a private party, corporate event, wedding, or public appearance, you’ll get a dependable, high-quality experience that turns guests into fans.

Questions? Reach out! He's happy to tailor everything to your event.

Jonathan Kaplan is a Jack Sparrow impersonator based in historic St. Augustine, Florida. He has been bringing Captain Jack to life at events across the country since 2005.

What began as a love of Pirates of the Caribbean turned into more than 18 years of work on the look, the voice, and the swagger.

His dedication to the character earned him a feature on the At World’s End DVD, a stage with original cast members, and a meeting with Pirates of the Caribbean composer Hans Zimmer.

Jonathan Kaplan is an independent tribute performer and is not affiliated with, endorsed by, or sponsored by Disney, Jerry Bruckheimer, Johnny Depp, or any related entities.

For most events, Jonathan will arrive fully dressed and ready to perform. Depending on the travel distance and venue, a private changing area or room may be requested.

Breaks & Hydration
Being a pirate is hot! Especially in full costume under Florida sun. For the comfort, safety, and best performance, he asks that clients provide:

Access to water or a hydration station at all times
A shaded, or indoor private area for short breaks
Periodic breaks (typically 5–10 minutes every 45–60 minutes for outdoor or longer events)

For large or outdoor events, an indoor or shaded private space is required for these breaks. This helps Jonathan stay energized and in top form throughout your event.