Caricaturist
FL
Travel area: Within 100 miles See details
Frankie Caldarazzo
CARICATURIST
Faces with Frankie, based in Tampa, FL, creates unforgettable and captivating caricatures and timeless keepsakes from the wedding day, adding a unique, entertaining element to the celebration. I am a caricaturist with 10+ years of experience as an artist. To me, caricatures are the perfect combination of art and a good time. I love being able to bring smiles to faces, and if you've never had the experience of being drawn, I'd love to help you check it off your bucket list!
Whether you want them charming or silly, guests can sit down to get drawn live by me in a few short minutes as I engage them in lively, fun conversation. Caricatures are a great spectacle as well, inviting guests to observe and share in the entertainment even if they don't wish to sit down and be subjects themselves. They make for great souvenirs that guests can leave with as keepsakes to remember your event.
Details
Wedding Activities
Rehearsals & Parties
After Party
Rehearsal Dinner
Welcome Party
Wedding
After Party
Cocktail Hour
Reception
Rehearsal Dinner
Any questions?
Meet the team
Frankie Caldarazzo
Caricaturist
I have been drawing for most of my life, driven by a passion for cartoons and storytelling from a young age. During high school, I had the opportunity to take animation classes, which inspired me to pursue a professional career in art. In 2015, I received my Bachelor of Fine Arts in Emerging Media from the University of Central Florida, specializing in Character Animation.
My past experience included creating motion graphics and animation for the Tampa Bay Rays baseball team as well as a variety of graphic design work for numerous businesses and apparel.
In 2020, I got my start in the world of caricatures working for Goofy Faces Caricatures at The Florida Aquarium in Tampa where I continue to work at to this day. I've also worked at multiple community and private events doing live caricatures for the Tampa Bay Lightning, Tampa Bay Buccaneers, Florida Blue, and other venues.
Reviews
5.0
out of 5.09 reviews
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Review Summary
This AI-generated summary is a snapshot of this vendor's ratings and feedback.
Reviewers highly praise Frankie, a professional and talented caricature artist who adds a unique and entertaining element to events. Frankie's quick artistic skills, ability to engage guests of all ages, and friendly personality make him a standout performer, creating fun and memorable experiences for attendees. Multiple reviewers commend his professionalism, communication, and the personalized keepsakes he provides, making him a top choice for those seeking a skilled and personable artist for their events.Shauna S
Highlighted review.
5.0
2/16/2026
Frankie was amazing!! Our guests absolutely loved him! He was definitely a highlight of our wedding reception!! Don't hesitate book him NOW! You won't regret it
Response from Faces With Frankie on 02/19/2026
Thank you so much for the kind words Shauna! You, Tom, and the rest of your friends and fa...
mily were awesome. It was an honor being part of your special day and bringing some good laughs and smiles.
Rebekah W
5.0
3/05/2026
Frankie is phenomenal! Not only are his caricatures beautiful, but his customer communication is perfect. Setting up our event was super easy with him, he was upfront about pricing...
, requirements, etc. We had a theme and he even came dressed in alignment with it! All of our guests, some of whom were apprehensive at first to see a caricaturist, raved about his work and the uniqueness of the favors thet got to bring home with them! When our booked window was coming to a close, Frankie made sure to let us know, and very kindly offered to stay later! We were so grateful that all of our guests were given a chance to get a piece of art. One of our guests actually asked Frankie to draw her husband, who wasn’t in attendance, and he did so off a photograph! I highly highly highly recommend Frankie to all of my friends and now to anyone reading this review!
Any questions?
Susie L
5.0
3/01/2026
We considered the price to be very reasonable for this really unique and "hands-on personal" kind of fun entertainment and with a take-home keepsake memory of our day. As far as pr...
ofessionalism goes, he is an extremely talented artist and drew everyone just perfect! We all kept up a happy and friendly conversation with him as he worked. He brought a lot of our friends and family who didn't know each other together and helped them break the ice. Lots of people enjoyed watching him work too. As I said, everyone felt like he was family at the end of the night.
Roger S
5.0
3/01/2026
Frankie is always great to work with. Professional, communicative, and accommodating, his artistic talent and speed while engaging and entertaining guests always makes him a big hi...
t. Highly recommend him for any event!
Patsy M
5.0
2/23/2026
Faces with Frankie was at a wedding I attended. Frankie was such a fun and friendly professional artist! I couldn’t believe how quickly he was able to accurately capture the person...
alities of me and my husband!
Having Frankie at the wedding added such a special experience that everyone raved about!
Allison L
5.0
2/17/2026
It’s always a joy to work with Frankie! From start to finish, he’s consistently showing up as professional, punctual, and incredibly easy to work with.
Not to mention his artisti...
c talent is next level! He can create amazing caricatures very quickly and gets hilarious reactions from guests.
I love that he interacts with every guest, keeps the vibe fun, and turns each sketch into an entertainment experience. People always line up all night for him and rave about his drawings long after the night is over.
If you’re considering booking him, don’t hesitate. He truly makes every event unforgettable!
Wyndy O
5.0
1/29/2026
Pro Artist! Skilled Talented Amazing!
If you need a true talent with superb client handling skills! He is the guy! Perfect for your event! Frankie is a true professional with ever...
y type of event and clientele ! Reliable! Professional! Super ! Positive! Easy to work with!
Christopher R
5.0
1/28/2026
Where do I start? Faces with Frankie is our go to caricature artist and one of our most requested entertainers. He is incredibly talented and consistently delivers amazing drawings...
that guests truly love and get excited about.
He also has a great personality and is super easy to work with. Frankie is friendly professional and always on time which helps events run smoothly. We trust him completely and know he will represent us well every single time.
Whether it is a corporate event or a private party he always shows up ready to go and exceeds expectations. We highly recommend Faces with Frankie and look forward to working with him again and again.
Cayla M
5.0
1/28/2026
Frankie is such a wonderful addition to add fun to an event. He is punctual, friendly, funny, makes wonderful conversation with guests of all ages, and ensures whoever sits to be d...
rawn will get to go home with a unique and personalized keepsake to remember the day. Even if someone is too nervous to participate themselves, it is very entertaining to just stand by and watch him do his thing!
Service area & Contact info
Travel area: Within 100 miles
Additional charges may apply
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Faces With Frankie
Frankie Caldarazzo
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Caricaturist
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