“Thank you to Rob and Jill for the amazing engagement photos, newborn family photos, and wedding photos. I could not have picked a better team to capture the unforgettable memories. They made us feel like...”
St Augustine Engagement Photographer
About Us
Hi, we're Rob & Jill
We're Rob and Jill — a husband-and-wife team who've been photographing engagement sessions around St. Augustine since 2014. We're parents and St. Augustine locals, and after more than a decade we still chase this city's light: the way it pours through the oak canopies and glows off the old coquina walls.
Our approach is easygoing and documentary. Rob sees light and angles like the engineer he used to be; Jill reads the room and knows just when you need a quiet minute. We're there to capture your day the way it actually feels — the belly laughs, the happy tears, the small in-between moments — not to stage it.
More about us →Awards & Recognition
The Process
How Your Engagement Session Works
From first call to final gallery
As your St Augustine engagement photographer, every session starts with a planning conversation — we talk about your style, your vision, and locations you have in mind. From there, we build the experience around you.
Tell us about yourselves and what you're envisioning — downtown, waterfront, or something else.
We brainstorm locations, timing, and what to wear for the best results.
Reserve your date with a signed contract and small retainer.
We send a style guide and finalize the details so you're ready.
We guide you through natural prompts — think date night, not awkward portraits.
Gallery delivered within ~2 weeks. Plenty of time for save-the-dates.
Not Just Engagements
Couples Sessions for Any Couple
Married, dating, or just because — no wedding on the calendar required
A couples session and an engagement session are the same shoot with a different reason behind it. Plenty of the couples we photograph aren't planning a wedding at all — they're celebrating an anniversary, marking a milestone, getting portraits before the baby arrives, or they just want good photos of the two of them for once. As your St. Augustine couples photographer, we treat it exactly the same relaxed way: natural prompts, real moments, and the two of you somewhere you love.
Whether you've been together six months or sixteen years, the planning, locations, and timing all work the same — the only real difference is how long we shoot and what we deliver. Tell us what you're celebrating and we'll build the session around it.
Anniversary
Anniversary Photoshoots in St. Augustine
Mark a year, five, or twenty-five at the spots you love
An anniversary photoshoot in St. Augustine is one of our favorite reasons for a couples session. Whether you're celebrating your first year or your fiftieth, we keep it relaxed and unscripted at the places that mean something to you — the fort, the Bridge of Lions, a quiet historic street, or the beach at golden hour. It's the same easy session as our engagement work, just with a different milestone behind it. Tell us what you're celebrating and we'll plan it around the two of you.
Locations
Engagement Photo Locations in St. Augustine
Where to capture your love story
St. Augustine packs cobblestone alleys, Spanish colonial architecture, moss-draped live oaks, and Atlantic beaches into a few walkable miles. As experienced photographers in St. Augustine, FL, we'll match the spot to your style, the season, and the light — here are the ones couples come back to.
Lightner Museum Courtyard
Spanish Renaissance arches, a stone bridge over the koi pond, and soft, filtered light. The enclosed courtyard feels private and intimate — an easy place to settle in, even if you're nervous in front of the camera.
Plaza de la Constitución
The heart of downtown, with the Cathedral Basilica behind you and golden light down the side streets. Quintessentially St. Augustine — and unforgettable during Nights of Lights season.
St. Augustine Beach
Barefoot and relaxed, made for sunrise or sunset. Wide-open sand and the Atlantic give a softer, more candid feel than downtown — plan to get your feet wet.
Castillo de San Marcos
America's oldest masonry fort, with panoramic bay views and the Bridge of Lions nearby. The 17th-century coquina walls make a timeless backdrop and pair naturally with a downtown walk.
Washington Oaks Gardens
Formal gardens on one side, a dramatic coquina-rock beach on the other — two completely different looks in one quiet state park, away from the downtown crowds.
Magnolia Avenue
The famous canopy of ancient live oaks draped in Spanish moss. Dappled light and timeless Southern charm — a short, classic stop we often pair with a nearby downtown spot.
Not sure which fits? We'll help you pick the right spot during our planning conversation.
Seasons
Best Time of Year for Engagement Photos
Every season in St. Augustine has its own light
There's no wrong time for an engagement session here — but each season changes the light, the crowds, and the feel. Here's what to expect through the year.
Spring & Fall
Our favorite windows — comfortable temperatures, softer light, and long golden hours. These months book up fastest, so reach out early if you have a date in mind.
Nights of Lights (Nov–Jan)
Downtown glows with millions of white lights through the holiday season. We mix before-dark and after-dark frames so you get warm bokeh behind you — one of the most magical times to shoot in the historic district.
Summer
Lush and green, with the beaches at their best. We schedule around the heat — early morning or the hour before sunset — for soft light and smaller crowds.
Timing
When to Book Your Session
Flexibility for every timeline
Timing is flexible. Some couples book a year in advance, others a month before the wedding. If you want the photos for save-the-dates, aim for at least 3-4 months out. But there's no wrong time — whatever works for your schedule.
Sessions can be bundled with our St. Augustine wedding photography packages or booked separately. Either way, you'll walk into your ceremony already comfortable with your photographers and confident about being in front of the camera.
Many of our engagement clients are also wedding clients — having the same photographer through your whole journey means less stress when the big day arrives. We also photograph St. Augustine elopements for couples planning a more intimate Florida celebration, and offer anniversary photoshoots for couples who want to mark a year, five, or twenty-five with new portraits at the spots they love.
Whether you're planning a downtown stroll, a beach sunset, or a Nights of Lights holiday session, hiring a St Augustine engagement photographer who already knows the best spots and the best light saves your session day for the one thing that matters — the two of you, being a couple.
Pricing
Engagement Session Pricing
Simple, transparent packages
Every session includes all edited images with download rights, delivered to your online gallery within about two weeks.
- 30 minutes
- One location
- All edited images
- Online gallery with downloads
- 1 hour
- Two locations
- All edited images
- Online gallery with downloads
- More variety and outfit changes
Testimonials
What Couples Say
270+ five-star reviews on Google, WeddingWire & The Knot
“Rob and Jill were absolutely incredible to work with!!! They are very down to earth and make the process extremely easy and comfortable. They go above and beyond to capture the perfect pictures, even if that...”
“We have beautiful photos from our family session with Rob & Jill. They are very talented and just wonderful people. We had so much fun! They have done our engagement, wedding, and pregnancy photos and most...”
“The Best in the Business! Rob and Jill are beyond amazing! They are the ultimate dynamic duo who work seamlessly together. They did our engagement and wedding photos and we couldn't be more obsessed with how...”
“Rob & Jill did our engagement and wedding session. Not only are they so talented, and a great team, they are amazing humans too! So fun, and the type you want to have dinner with. I threw some last minute...”
“We hired Rob and Jill to do our engagement photos and our wedding and we couldn't be more thrilled with either! They are incredible people, and we adore our photos. We had a blast with them the entire process....”
FAQ
Engagement Session FAQ
Common questions about engagement sessions
Spring and fall are our favorite windows — comfortable weather, softer light, and long golden hours — so those months book up fastest if you have a date in mind. Otherwise it really comes down to your own schedule and whether you need the photos for save-the-dates.
We offer two options: a 30-minute session at one location, or a 1-hour session at two locations. The 30-minute session is great for couples who just need clean, simple portraits. The hour session gives you time for outfit changes, multiple spots, and more variety.
We'll send you a detailed style guide after booking. General advice: coordinate but don't match exactly, avoid busy patterns, and choose clothes you feel confident in. Bring a change of outfit if you want variety.
Almost everyone says this! We give you prompts and movements—walking, whispering something funny, slow dancing—so you're not just standing there stiffly. By the end, you'll forget the camera is there.
Absolutely. Pets are welcome at outdoor sessions. We've had dogs, cats, and even a parrot join us. Just let us know in advance so we can plan accordingly.
Yes! We offer hidden proposal photography where we blend in and capture the moment. Many people book both—the proposal, then a full session later.