Superhero Character
Pirate
Birthday Parties
in Chicago & Northern Illinois
“Ahoy! Adventure awaits on the high seas of your birthday party.”
Set sail on a high-seas adventure with our Pirate! Full of swashbuckling fun, treasure hunts, and nautical tales, the Pirate turns every birthday party into a quest that kids will talk about for months.
5.0 on Google & Facebook · 7 days a week
Real Parties · Real Moments
Three ways to invite her
Pick the visit that fits your party
All include up to 15 children, $10 for each additional child. Travel not included in base pricing. Keepsake portraits, what every party includes, and common questions →
Your choice of 15-60 minutes · Up to 15 children included in pricing
- ★ Active games — classic childhood games with a themed twist, because enjoying something they already love invites children to feel confident and connected
- ★ All their favorite songs, woven into conversation and throughout the games — and sung together face-to-face
- ★ Photo ops at the end, because by then they are hugging a friend, not smiling on cue
- ★ Silver is simply this: friendship with their hero, while their favorite movie comes to life before their eyes
90 minutes · Up to 15 children included in pricing
- ★ Every child goes home with a printed 4x6 portrait. A party favor that's meaningful and personal.
- ★ Portraits are taken near the end of the party, after we become friends. Taking a picture together is a playful experience on its own!
- ★ Portrait equipment requires no outlet and has a small footprint with no cords for kids to trip on — it works well literally anywhere!
- ★ A soft-focus background — so your party space will photograph well, whether it is decorated or not
- ★ Edited digitals follow within two weeks, included in the package price
- ★ Everything in Silver
120 minutes · Up to 15 children included in pricing
- ★ Your choice: makeovers, or decorating a frame for the portrait
- ★ Makeovers include no-mess iridescent biodegradable glitter roots, face gems, and rainbow clip-in tinsel — fancy and one of a kind.
- ★ A high quality metal beaded best-friends bracelet, because a tangible, wearable token of their new friendship is a gift that will keep the memories close
- ★ Marked with the character initial, so they can look down and remember whose friend they are
- ★ Thirty more minutes together, and everything in Silver and Gold
Travel fees apply based on distance from Sycamore, IL. Contact for a custom quote.
A note from the owner
Before you book, meet Jess
Before you book, I'd love to introduce myself and share a little about why I do this work.
Afterward
What families say about Pirate
Overall rating
We joined a virtual storytime that was offered through our local library and it was amazing! It was a pirate theme and my daughter loved it. She was so engaged and asked tons of questions in the chat bar and she was over the moon when she heard her name and a response to what she said. Following the live, we had a video chat and it was even better! They did a little scavenger hunt and my daughter turned it over and gave her things to hunt! She went to bed grinning from ear to ear. I absolutely recommend Parties with Character! 5 stars for sure! You won't be disappointed!
C Carissa S. on Google My daughter, Sienna, saw her at the Deerfield library when she came as a pirate. She was subsequently a pirate for Halloween because she just thought she was the coolest person ever. She also saw her as Mirabel and was in awe. Her 5th birthday is coming up and she asked me if I could ask the library to put me in touch with Elsa. We know she will make it so special!
C Christina L. on Google Jessica was amazing! We had Rumi come to my daughter’s birthday party, and she not only dressed the part perfectly but was fully in character the whole time - in the conversations she had with the kids, and with singing their favorite K-pop demon hunter songs! The kids were singing along and dancing, and she even taught them some simple dance moves to do together. She added such a positive energy to the party and was so adaptable in working with the kids and helping with the party. As my first time working with her, I was glad to see she was communicative, timely, and just so easy to work with. Highly recommend!
L LM on Google We have used Parties with Character for the past 2 years for our daughter's 4th and 5th birthday parties. It is truly a magical experience that captures the true happiness of a child. Jessica portrays the characters with such enthusiasm and passion. We can't wait for our next party!
C caitlin k. on Google My boys had an absolute blast meeting a “real pirate” and interacting with her following our public library’s story time! During the library’s event, she did an excellent job reading two age-appropriate pirate picture books in a pirate’s accent, seamlessly responding to comments posted live as she read, and asking the kids questions that kept it entertaining, active, and fun! Following the story time we got to have a personal video chat call with her and my kids were elated! She asked them questions, responded perfectly to their wacky conversation topics, all while remaining in character and focused on their joy. Jessica is truly a talented character actor and is very good at what she does, not to mention the costumes are top notch! We will continue to log on to see her at the library’s story time or even hire her for upcoming virtual birthday parties! During a pandemic it’s a challenge to find fun for kids during the week or a way to make a party special, but with “parties with character” the fun and special are done for you! I highly recommend it!
A Amanda D. on Google We had the absolute best experience having Rumi join us for my daughter’s 5th birthday party over the summer! She was wonderful from start to finish and did such an amazing job bringing the character to life. My daughter and her friends were so excited to see Rumi! She was engaging, sweet, energetic, and did a fantastic job keeping the kids entertained. She made the birthday feel extra special and created memories that my daughter will never forget. The attention to detail and commitment to the character were incredible! We would highly recommend booking Jeff for any birthday party or special event. She truly made my daughter’s 5th birthday magical!
M Megan K. on Google My daughter was SO HAPPY to see Elsa she cannot stop talking about her. Gave her such a good experience with her favorite Disney character
K Katelyn L. on Facebook Parties with Character was an amazing experience!! She played Elsa at my daughter’s birthday party and we were all enchanted with her voice, her charisma, and her professionalism. She handled the kids with such kindness and they all had so much fun!! She was especially kind and understanding to my daughter who is more reserved and takes a little time to warm up!! Amazing service!!
M Mariana L. on Google We have been watching many of the Princess story times! Today was Pirate Day! My 6 year old son even wanted to watch! Then, they won a call! They were SO excited! Definitely 5/5 stars! So interactive and engaging. My daughter has always loved these story times, but to get my son involved, too?!? WOW! They had a whole day adventure with pirate stuff today!
C Chris S. on Facebook Rumi was absolutely amazing. A lot of kids were in attendance of my daughter’s 8th birthday and Rumi did an awesome job of being fully engaged with all the kids. They all felt seen and enjoyed everything from the cool photos that Rumi instantly printed, to the games she played with them. Don’t even get me started on the singing. It was a concert of little ones singing their favorite songs. Thnx Rumi. Would highly recommend.
D David A. on Google She made more daughters birthday the best day of her life, she never once broke character. She event tended to my special needs nephew 10/10
D Daekwon M. on Google My daughter had a fantastic time at a tea party with Elsa. Elsa took time to make every child feel special and have their own time with her. She signed my daughter’s frozen book and it has become a beloved book my daughters get out almost every day to read.
J Josh W. on Google Before you ask
Pirate party questions
What age group is the Pirate best for?
The Pirate is a great hit for ages 3–12 and works beautifully for mixed-age groups — there's something for every kid in a good pirate adventure.
Does the Pirate lead a treasure hunt?
Absolutely! Treasure hunting is one of the highlights of every Pirate visit. Ask about adding a custom treasure hunt when you book.
Is the Pirate a good alternative to princess parties?
The Pirate is especially popular for birthday kids who love adventure, action, and sea stories — a fantastic alternative to princess and superhero themes.
Can the Pirate perform outdoors?
Yes! Outdoor spaces are perfect for pirate adventures. Parks and backyards make a great high-seas setting.
Is the Pirate available in Chicago and Northern Illinois?
Aye aye! The Pirate sails to parties throughout Chicago, Naperville, Aurora, Schaumburg, Evanston, Arlington Heights, and surrounding communities.
Available near you
Pirate visits homes, parks, and venues throughout the Chicago area and Northern Illinois.
Don't see your city? Send a message — we serve many more communities throughout Illinois.
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your party?
Dates fill up fast, especially on weekends. Reserve your party date today and give your child the birthday they've always dreamed of. Appearances available 7 days/week.