Engagement Photography · St. Augustine
St Augustine Engagement Photographer
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 →Engagement Photography Portfolio
Downtown streets, golden beaches, oak canopies, Nights of Lights — every session is different. Tap any couple to see some more images from their gallery.
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 Minute Session
- 30 minutes of coverage
- 60+ edited images
- One location
- All edited images
- Online gallery with downloads
1 Hour Session
- 1 hour of coverage
- 120+ edited images
- Two locations
- All edited images
- Online gallery with downloads
- More variety and outfit changes
Booking a wedding with us? Engagement sessions are +$375 (30 minutes) or +$550 (1 hour) when bundled with St. Augustine wedding photography.
Not planning a wedding? The same session works for anniversaries, milestones, or just because — see couples sessions below.
How Your Engagement Session Works
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.
-
Reach Out
Tell us about yourselves and what you're envisioning — downtown, waterfront, or something else.
-
Consult
We brainstorm locations, timing, and what to wear for the best results.
-
Book
Reserve your date with a signed contract and small retainer.
-
Prep
We send a style guide and finalize the details so you're ready.
-
Session Day
We guide you through natural prompts — think date night, not awkward portraits.
-
Delivery
Gallery delivered within ~2 weeks. Plenty of time for save-the-dates.
Couples Sessions for Any Couple
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 Photoshoots in St. Augustine
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.
Engagement Photo Locations in St. Augustine
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.
Best Time of Year for Engagement Photos
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.
When to Book Your Session
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.
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.
Where We Photograph Couples
Northeast Florida and beyondAvailable throughout Northeast Florida — downtown, the beaches, and the gardens are all within a short drive. Ask about your venue →
Other Couples Photography Services
Proposal Photography
Wedding Photography
