Not Your Average Yearbook Photo.

St. Augustine

Senior Photography

I specialize in relaxed, natural sessions that take the pressure off.

Here’s my promise…

You’ll walk away with more than just pretty pictures—you’ll have:

✨ A session that feels fun, not forced

💃 Natural poses that show off your real personality

👑 An experience where you’re the star

📷 Photos that actually feel like YOU

This isn’t about just getting a good photo for grandma’s fridge (although that’s a bonus).

It’s about capturing this season in a way that feels true to who you are right now and then still feels beautiful years from now.

i’m Hailee

Your Senior Photographer…

Okay listen, I love love LOVE capturing senior photos and I’m not just saying that! Before I went full-time with photography, I spent 5 years as a high school teacher and I absolutely loved it!

As a teacher, I always wanted my students to feel comfortable. I aimed to help build their confidence (because let’s be real, High School isn’t always a walk in the park). And honestly, I just wanted students to feel like they could fully be themselves and be celebrated along the way.

Fast forward and now, I’m a full-time photographer and stay-at-home mama to my sweet girl, and I’m all about creating a senior photo experience that feels relaxed, fun, and full of good vibes only.

When you book with me, it’s not just about the photos. It’s about the experience. It’s about feeling celebrated, seen, and hyped up.

Everyone has a favorite teacher and my goal it give you that “favorite teacher” feel when you’re celebrating this huge milestone!

Let’s Be honest…

  • You’ve got tons of iphone pics, but nothing that truly feels like this moment in your life.

  • You want senior photos that actually feel like you…not the stiff poses and awkward smiles.

  • You’ve seen the same cap and gown photos a million times, and you’re wanting something more stylish…like the clothes you actually wear (and feel good in).

  • You’re dreaming of photos in St Augustine, but don’t even know where to start.

If any of this sounds familiar, you’re in the right place.

High school senior girl at the beach captured by Hailee Cataldi photo
couple on photography on Jacksonville Beach captured by Hailee Cataldi photo
Family photography at Jacksonville Beach captured by Hailee Cataldi photo
Man and woman kissing at Jacksonville Beach captured by Hailee Cataldi photo
  • REVIEW

    ⭐️⭐️⭐️⭐️⭐️

    “I loved my senior photo session! I have never felt more comfortable taking pictures. It was professional and personal at the same time. I am so happy with the results and I definitely recommend!”

  • REVIEW

    ⭐️⭐️⭐️⭐️⭐️

    "I absolutely loved taking pictures with Hailee Cataldi! She’s so sweet and great at helping with natural poses that make you feel confident and comfortable. Super easy to chat with, I had the best time! I highly recommend her for your senior photos!”

  • REVIEW

    ⭐️⭐️⭐️⭐️⭐️

    “I absolutely loved my senior photo session! I felt so comfortable and I am so happy with the results. We were able to do some dance shots as well which turned out amazing! I 10/10 recommend Hailee Cataldi Photo to seniors and dancers!”

  • REVIEW

    ⭐️⭐️⭐️⭐️⭐️

    "I seriously can’t express how AMAZING Hailee is! Working with her for my senior photos was nothing but an amazing experience. She makes the entire process so easy and effortless. She truly makes you feel so comfortable and confident during the entire photo shoot.”

  • REVIEW

    ⭐️⭐️⭐️⭐️⭐️

    "Hailee pays attention to the littlest details to ensure you love every one of the photos you receive. Truly so talented!! I am so thankful I have such beautiful photos to always look back on. Thank you again Hailee for the beautiful memories and photos!!

Investment & Packages

Soft Light

Real Colors

& Candid Moments

My goal…

One thing I’m always going to do as a St Augustine Senior Photographer is keep the prices clear and transparent.

I don’t hide my prices or push you into my inbox to upsell – I know that your budget and investment are top priorities.

✨Luxury Senior Photography in St. Augustine, FL✨

The All-Inclusive Senior Experience

For the senior who wants it all

This is the VIP-level senior session for the girl who wants to show off her style, laugh a little, and leave with frame worthy photos you’ll actually want to share all over IG. From style guidance to location, I’ll help you plan every detail, so all you have to do is show up and have fun!

Here’s whats included…

  • Style guidance: I help you plan your looks so everything feels cohesive and elevated, no “what do I wear?!” panic.

  • Custom location scouting: I’ll find dreamy St. Augustine spots that match your style and vibe (beachy, urban, vintage, you name it).

  • Natural posing + fun prompts: You don’t have to know what you’re doing. I’ll guide you every step so you feel confident, never awkward.

  • 2 outfits + 2 nearby locations: Outfit changes, multiple vibes, because one look could never sum you up.

  • 60–75 minute session

  • 40+ Fully edited, high-resolution images in an online gallery

  • Free downloads + full print release: No gatekeeping your photos. You can print and share however you want.

  • One flat rate: No paying per image, no surprises. Just all the good stuff, all included.

This is more than a photo shoot, it’s a full-on experience.

Your senior photos should feel like a celebration, not a chore. And I promise you’ll walk away saying,

"That was so fun."

For the senior who just wants a few cute pics (but still wants to look amazing)…

The Mini Senior Session

Here’s whats included…

  • 1 scouted location in St. Augustine/Greater Jacksonville Are

  • 1 outfit

  • 20–30 minute session

  • Guided posing + fun prompts (so you’re not left wondering what to do)

  • 20+ Fully edited, high-resolution images in an online gallery.

  • Free downloads + print release. No gatekeeping your photos. You can print and share however you want.

  • One flat price: No paying per image, no surprises. Just all the good stuff, all included.

A shorter, simpler session that still gives you beautiful photos and a confidence boost. Perfect for the low-key girl (or guy) who just wants to capture the moment (and maybe check it off mom’s list).

My Vibe = Natural + Timeless

My approach is simple: I’ll gently guide you through your session, but I’m never forcing anything. I want this to feel like your favorite golden hour walk, your go-to playlist, your real laugh. The goal? For your senior photos to feel just as effortless as they look. I edit in a true-to-color, timeless style, so nothing feels overly trendy or filtered. Just you, glowing in your element.

Why Senior sessions Make My Heart So Happy

Before I became a full-time photographer, I was a high school teacher. So trust me when I say: I get seniors. I know how big this moment is, how fast it all goes, and how important it is to freeze time just a little. I love creating space for you to feel confident, relaxed, and celebrated.

My Promise to You...

It’s going to be relaxed, natural and totally comfortable—zero stiff, awkward vibes (you know the ones…we’ve all been there, frozen and wondering what to do with out hands). Not here! I’ll be chatting the whole time (seriously, I don’t stop), guiding with easy posing prompts and little things to do that actually feel fun. We’ll laugh, move around, and get those genuine smiles. It’s like hanging out with a friend…who happens to have a camera :)

Why I Adore St Augustine

I’ve lived in Jacksonville for 5 years, but I’ve spent so much time working in St. Augustine and I just love all of it. It’s peaceful but full of personality. And no matter how many times I’m here, I always find something new to fall in love with.

If you made it this far, I hope I’ve convinced you that a St Augustine Senior Photography session is a MUST. Whether you want to go all out or just snap a few photos, you will never regret the timeless vibes of your Senior photos. Reach out to me so we can secure a date for you!

XOXO, Hailee