TallCaptainJack

Watertown, MA

$250/hour

Travels up to 30 miles

Get a free quick quote
Promotional video thumbnail 1 for TallCaptainJack

Jack Sparrow Monologue

Promotional video thumbnail 2 for TallCaptainJack

Swordfighting Tutorial at a birthday party

Promotional video thumbnail 3 for TallCaptainJack

More Swordfighting Shenanigans

Gallery photo 1 of TallCaptainJack

Cutting the cake with the sword.

Gallery photo 2 of TallCaptainJack

sword fighting tutorial

Gallery photo 3 of TallCaptainJack
Gallery photo 4 of TallCaptainJack

posing with the Captain of the Spanish team on their boat.

Gallery photo 5 of TallCaptainJack

The "Captain" says go THAT way!

Gallery photo 6 of TallCaptainJack

Two fans...they needed to have a picture. i obliged!

Gallery photo 7 of TallCaptainJack

Standing in front of the Colombian ship

Gallery photo 8 of TallCaptainJack

Forward Slash

Gallery photo 9 of TallCaptainJack

swordfighting tutorial

Overview

I am a screen accurate Captain Jack Sparrow Entertainer. I have been portraying everyone's favorite pirate for 12 years, just after the first film graced the screen. I keep my costume as screen accurate as the one you might see in a museum show. I am available for parties of all types as well as appearances at any venue or event, paid or volunteer/fundraiser.
I have performed for children as young as 3 and as old as 40. :)

Please contact me here or via email or cell phone so we may discuss the details of your event further!


Reviews

28 reviews

Small thumbnail image for reviewer Ashley B.

Ashley B.

May 25, 2026
Verified review

Tall Captain Jack Was a Hit!

We hired Tall Captain Jack for our son’s 4th birthday party. It was rain or shine and boy did it rain. With almost 40 children of all ages running around in the rain, Tall Captain Jack was an absolute hit. He came in character and left that way. He was charismatic, funny and fantastic with the children, even my one year old loved him. He was a professional from the booking til the moment he left our yard. We would absolutely love to have him back for our next pirate themed party. Don’t miss the opportunity to make your party memorable with Tall Captain Jack!

Hired as: Look-Alike, Pirate Entertainment


Small thumbnail image for reviewer Katie G.

Katie G.

May 25, 2025
Verified review

Tall Captain Jack is a treasure!

I found Tall Captain Jack through Gigsalad and we are so happy we did! Jack was so easy to work with, very communicative, funny, and really looked just like Capt Jack Sparrow. We thought our party might rain out, and he was so flexible with us, taking a lot of the pressure off of the party planning. Highly recommend Tall Captain Jack!!

Hired as: Pirate Entertainment


Small thumbnail image for reviewer Michele L.

Michele L.

August 13, 2024
Verified review

Disappointed

Captain Jack attended our camp last year and it was great. This year he showed up unprepared, had no supplies to do activities with the kids (which was listed in the contract that was signed to be supplied by him) and he was scheduled from 10:30am - 11:30am and he left at 11:13am.

Hired as: Pirate Entertainment


Small thumbnail image for reviewer Ekta P.

Ekta P.

August 15, 2023
Verified review

Excellent!

Tall Captain Jack, is an excellent entertainer and displayed professionalism from planning to the execution of the event. His costume and character play were spot on. I hired him for a pirate themed teen birthday party. Overall it was a very positive experience.

Hired as: Pirate Entertainment

Small thumbnail image for TallCaptainJack

TallCaptainJack

Thank you Ekta!
It was a pleasure to attend your party. Everyone was wonderful and completely in pirate character. I'm glad everyone enjoyed my performance.

Cheers ☠️


Small thumbnail image for reviewer Sarah V.

Sarah V.

March 16, 2022

Fantastic performer!

We had Tall Captian Jack come to a small birthday party for our 4 and 6 year old boys. It was a small, but active group of kids and he was amazing with them! His costume is fantastic and the kids all thought that there was a real pirate visiting us. Not only did he keep the kids engaged and active, but the parents also loved the visit. He had great communication in planning the party and gave great suggestions. I would highly recommend him for your event!

Hired as: Pirate Entertainment

Write a review

Booking information

Price range: $250/hour

Languages: English, Spanish, Greek

Gig length: 15 - 4800 minutes

What to expect

Normally....THIS IS WHAT I DO: introduction to birthday child( making birthday child temporary captain of the black pearl), lead child and birthday children on treasure hunt( you provide the treasure and disclose the location of said treasure prior to me showing up at the party), discussing a pirate's favorite things to do followed by a sword fighting tutorial for the birthday child and subsequently all of the other children. if time, there will be a tug of war with me against all of the children. if not we go straight for cake cutting and then picture taking and then the return of my hat which means I am now captain again of the black pearl. Then, before leaving, you'd hand me an envelope with the pre-mentioned amount in cash.

About

Standing 6'4", I am the tallest Captain Jack Entertainer in the world. I have one of the most screen accurate costumes you'll ever lay eyes on. Things do not always go according to plan, and if they don't, i adapt & continue to make the party/performance a memorable and joyous one. I love to entertain and joke around and often ad lib during the venue that I am hired for.

Additional booking notes

An additional fee will be added for travel beyond the Greater Boston Area.

Past booked events

May 2026

23

Saturday

Children’s Birthday Party

5:30pm - 6:30pm

Ronkonkoma, NY

September 2025

13

Saturday

Children’s Birthday Party

3:30pm - 5:00pm

Londonderry, NH

August 2025

27

Wednesday

Camp Event

12:30pm - 1:30pm

Chestnut Hill, MA

May 2025

24

Saturday

Children’s Birthday Party

12:00pm - 1:00pm

Lynn, MA

August 2024

12

Monday

Camp Event

10:30am - 11:30am

Fairfield, CT

June 2024

08

Saturday

House Party

3:00pm - 5:00pm

Sturbridge, MA

October 2023

14

Saturday

Children’s Birthday Party

11:00am - 12:00pm

Brookline, MA

August 2023

13

Sunday

Teen Birthday Party

2:00pm - 3:00pm

Lexington, MA

09

Wednesday

School Assembly

10:00am - 11:00am

Fairfield, CT

October 2022

01

Saturday

Children’s Birthday Party

11:30am - 12:15pm

West Newton, MA

August 2022

06

Saturday

Children’s Birthday Party

10:30am - 11:30am

Scarborough, ME

July 2022

16

Saturday

House Party

3:30pm - 4:30pm

Wilmot, NH

April 2022

30

Saturday

Children’s Birthday Party

1:30pm - 3:00pm

Rindge, NH

August 2021

21

Saturday

Children’s Birthday Party

12:00pm - 1:00pm

Westbrook, CT

July 2021

18

Sunday

Children’s Birthday Party

4:00pm - 4:45pm

Wellesley Hills, MA

10

Saturday

Corporate Event

1:00pm - 2:00pm

Ashford, CT

April 2021

24

Saturday

Birthday Party

7:00pm - 9:00pm

Quincy, MA

August 2019

22

Thursday

Camp Event

10:30am - 12:00pm

Norwell, MA

July 2018

21

Saturday

Personal Occasion

1:00pm - 2:00pm

Plymouth, MA

June 2018

29

Friday

camp appearance

4:00pm - 5:00pm

16

Saturday

birthday party

12:00pm - 1:00pm

July 2017

15

Saturday

birthday party - Hopkinton

3:45pm - 4:45pm

15

Saturday

birthday party - West Bridgewater

1:45pm - 2:45pm

June 2017

09

Friday

Corporate Event

10:00am - 12:00pm

Rye, NH

May 2017

27

Saturday

Graduation

4:30pm - 5:00pm

Providence, RI

27

Saturday

Birthday (Child)

1:00pm - 2:30pm

Brookline, MA

26

Friday

Dead Men Tell No Tales premiere

6:00pm - 9:00pm

April 2016

30

Saturday

Birthday (Child)

2:00pm - 6:00pm

Brockton, MA

Set list

introduction to birthday child and guests
discuss a pirate's favorite things
swear in everyone as pirates
go on a treasure hunt
swordfighting tutorial
tug o war
cake presentation/cutting
pictures

Influences and inspiration

Pirates Of The Caribbean 1-6

Setup requirements

hidden treasure, eager & willing participants

Check out these featured profiles

Featured

Kaleidoscope Artistic Entertainment

4.80 (155)
Top Performer
320 Verified bookings

  • Hartford, CT
  • Children’s Party Entertainment
  • Contact for rates

Erica B. said “Honestly, they did an awesome job with the balloons and the face painting for my daughters 1 year old party. There were kids there ranging from 1-6 years old and they all enjoyed. Adults were wickedly... ”
Featured

Pop Art (Balloons by Dave)

4.81 (33)
Top Performer
80 Verified bookings

  • Hartford, CT
  • Balloon Twister
  • $150-200/hr per artist

Zareena J. said “I wish I could give Carla 6 stars. She arrived on time and I was instantly struck by her joyful and pleasant personality. She was so kind, and approachable, and incredibly talented! She was... ”
Featured

3 Ring Creations

5.0 (20)
Top Performer
28 Verified bookings

  • Salem, MA
  • Circus Entertainment
  • $550 and up

Kelley M. said “We had a great day with 3Ring Creations on Saturday, September 27th. With more than 300 guests, Peter kept our families engaged and entertained, twisting balloons for more than 2 hours! Thanks for... ”