Jonathan Kaplan as Jack Sparrow

St Augustine, FL

Starts at $175 per hour

Travels up to 200 miles

Get a free quick quote
Promotional video thumbnail 1 for Jonathan Kaplan as Jack Sparrow

Jonathan Kaplan as Jack Sparrow | St. Augustine | 2026 Reel

Gallery photo 1 of Jonathan Kaplan as Jack Sparrow

Jonathan Kaplan as Jack Sparrow (@kaplansparrow)

Gallery photo 2 of Jonathan Kaplan as Jack Sparrow

Captain Jack assists with a pirate scavenger hunt at Tuckers Cove at Babcock Ranch by Lennar.

Gallery photo 3 of Jonathan Kaplan as Jack Sparrow

Captain Jack poses with fans near the Castillo De San Marcos

Gallery photo 4 of Jonathan Kaplan as Jack Sparrow

A marriage proposal on the beach with a pirate as witness!

Gallery photo 5 of Jonathan Kaplan as Jack Sparrow

A visit from Captain Jack makes every corporate event a party worthy of a pirate!

Gallery photo 6 of Jonathan Kaplan as Jack Sparrow

Captain Jack at the Castillo De San Marcos

Gallery photo 7 of Jonathan Kaplan as Jack Sparrow

Where is the compass pointing now?

Gallery photo 8 of Jonathan Kaplan as Jack Sparrow

Jonathan Kaplan with legendary film composer Hans Zimmer

Overview

Jonathan Kaplan is a professional Jack Sparrow impersonator and pirate entertainer based in historic St. Augustine, Florida. For over 19 years he's brought the character to life with a movie-accurate costume, spot-on voice, and that signature swagger.

Perfect for birthdays, weddings, bachelor and bachelorette parties, corporate events, and festivals. Jack mixes and mingles in character, poses for photos, and makes it feel like the real thing just crashed the party in pirate style!

Add-ons include:
Giveaway treasures,
Pirate Story Time,
Personalized videos.
Additional Pirate Crew

He can even officiate weddings!

Serving St. Augustine, Jacksonville, Orlando, and statewide travel. Savvy?


Reviews

6 reviews

Small thumbnail image for reviewer Chelsea U.

Chelsea U.

July 31, 2026
Verified review

Exceptional

He brought the fun

Hired as: Pirate Entertainment


Small thumbnail image for reviewer Nancy M.

Nancy M.

July 7, 2026
Verified review

Renewal of vows

It was perfect!!! The renewal went wonderfully perfect. He was so in character during the ceremony and on the Fury cruise. Everyone loved him! Definitely use him again!

Hired as: Pirate Entertainment, Wedding Officiant


Small thumbnail image for reviewer Lisa S.

Lisa S.

July 6, 2026
Verified review

Captain Mark Steele Retirement Party

🏴‍☠️ Jonathan Kaplan absolutely nailed Jack Sparrow! From the voice and mannerisms to the hilarious wit and pirate swagger, he had everyone laughing and completely entertained. It truly felt like Captain Jack had stepped right out of the movies! Thank you for making the event so much fun and unforgettable. Highly recommend if you’re looking for an incredible Jack Sparrow experience! ⚓️🏴‍☠️

Hired as: Pirate Entertainment


Small thumbnail image for reviewer Megan S.

Megan S.

May 31, 2026
Verified review

It was great!

Very authentic and added some spice to our pirate party!!

Hired as: Pirate Entertainment


Small thumbnail image for reviewer Zack W.

Zack W.

March 23, 2026

10/10 would recommend! Real Deal!!!

Thank you Captain Jack!
Awesome guy and he’s the 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!

Hired as: Johnny Depp Impersonator, Look-Alike

Write a review

Booking information

Price range: Starts at $175 per hour

Languages: English

Gig length: 30 - 240 minutes

What to expect

From planning through the party, you'll get a partner who wants the details that make the night land. Before the date, we'll talk through guest mix, vibe, timing, and any moments you want Jack woven into, like a grand entrance, cake, gifts, or photos with the guest of honor. Once that's set, he shows up ready and stays fully in character for the whole booking.

Picture this: guests are chatting, then Jack Sparrow walks in like he owns the place. Within minutes he's working the room, posing for photos, tossing out one-liners, and making people forget it's a regular party. Movie-accurate look and voice, warm with every age, and flexible enough to play along with your plan without turning it into a stiff stage act.

It's the real swagger, up close, authentic, always leaving smiles and legendary memories.

About

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.

Additional booking notes

Needs vary by event. Specific requirements will be confirmed for your booking. The following are general requirements to keep in mind.

Arrival: Usually arrives already in full costume. For longer travel, he may request a private changing room. For select events he may bring along a character handler / assistant (Confirmed during booking process)

On site: Please provide water and a shaded or indoor break area. Plan for short breaks of about 5 to 10 minutes each hour, especially outdoors. For large outdoor events, shade is required.

Photos: Happy to be photographed during the event. Images may be used for Kaplan Sparrow promotional purposes unless you request otherwise.

Past booked events

July 2026

30

Thursday

Cocktail Party

5:30pm - 6:30pm

•

St Augustine, FL

06

Monday

Wedding Ceremony

11:00am - 11:30am

•

St Augustine, FL

June 2026

20

Saturday

Retirement Party

6:00pm - 8:00pm

•

Jacksonville, FL

May 2026

30

Saturday

Children’s Birthday Party

2:00pm - 3:30pm

•

Ponte Vedra Beach, FL

March 2026

28

Saturday

House Party

11:00pm - 12:30am (Sun)

•

St Augustine, FL

October 2025

25

Saturday

Halloween Party

8:00pm - 10:00pm

•

Jacksonville, FL

11

Saturday

Birthday Party

7:00pm - 7:15pm

•

St Augustine, FL

Check out these featured profiles

Captain Red

5.0 (15)
1 Verified booking

  • Edgewater, FL
  • Children’s Party Entertainment
  • Contact for pricing

Becky M. said “We had such fun with Captain Red at the party! He has more energy then the kids. I don't know how he dose it. The adults had as much fun if not more. I would recommend him.”
Featured

Kristen Sparrow Circus

5.0 (30)
47 Verified bookings

  • Jacksonville, FL
  • Stilt Walker
  • Starts at $300

Shakema P. said “Kristen was awesome, this is my second booking with her and she always brings wonderful energy. Everyone loved her. ”
Featured

Circus Inferno Entertainment

5.0 (21)
Top Performer
10 Verified bookings

  • Orlando, FL
  • Circus Entertainment
  • Starts at $250

Deanna P. said “Both the face paint artist and the caricature artist we hired were INCREDIBLE. Very talented, very sweet. We will absolutely hire them again as well as recommend them to everyone. We already had party...”