St Augustine Engagement Photographer

Rob & Jill | Husband & wife team photographing St. Augustine engagements since 2014.

St Augustine Engagement Photographer
2500+ Sessions
10+ Years
5★ Rating
289+ Reviews

Engagement Photography Portfolio

Downtown streets, golden beaches, oak canopies, Nights of Lights — every session is different. Here are some of our favorite moments.

Awards & Recognition

Couples' Choice Award · 9 Years
Premier Bride Magazine 2026 Finalist - Favorite Wedding Pro in the 904
Premier Bride Magazine · 2026

Rob & Jill | St Augustine Engagement Photographers

St. Augustine Locals

We're a husband-and-wife St. Augustine engagement photographer team, and our approach is simple: make the session feel like a date. We give you prompts and movements—walk together, whisper something funny, slow dance—and let the real stuff happen in between. Our editing style leans natural and clean. Warm skin tones, real colors, nothing overly filtered.

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.

1 Reach Out

Tell us about yourselves and what you're envisioning — downtown, waterfront, or something else.

2 Consult

We brainstorm locations, timing, and what to wear for the best results.

3 Book

Reserve your date with a signed contract and small retainer.

4 Prep

We send a style guide and finalize the details so you're ready.

5 Session Day

We guide you through natural prompts — think date night, not awkward portraits.

6 Delivery

Gallery delivered within ~2 weeks. Plenty of time for save-the-dates.

Engagement Photo Locations in St. Augustine

Where to capture your love story

St. Augustine is gorgeous — cobblestone alleys, Spanish colonial architecture, live oaks draped in moss, all within walking distance. As experienced photographers in St. Augustine, FL, we'll recommend locations based on your style, the time of year, and the vibe you're going for.

Downtown Historic District

St. George Street, Flagler College, Lightner Museum, the Plaza — Spanish colonial architecture at every turn. Oak trees, moss, and cobblestone alleys hundreds of years old.

Waterfront & Beaches

St. Augustine Beach, Vilano Beach, Anastasia State Park. The Bayfront and Bridge of Lions are some of the most beautiful spots we photograph — we try to work them into every downtown session.

Parks & Gardens

Washington Oaks Gardens, Treaty Oak Park, Fountain of Youth. Lush greenery, secluded spots, and gorgeous light filtering through the canopy.

Nights of Lights (Nov-Jan)

Downtown transforms with millions of white lights during the holiday season. We recommend a mix of before-dark and after-dark photos for stunning bokeh.

Not sure which location fits? We'll help you decide during our planning conversation.

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.

Season considerations: Spring and fall offer the best light and comfortable temperatures. November through January brings the Nights of Lights — magical for downtown sessions. Summer works too, but we'll recommend early morning or late evening to avoid the midday heat.

Sessions can be bundled with wedding 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 elopements for couples planning a more intimate Florida celebration.

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.

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 +$400
  • 30 minutes
  • One location
  • All edited images
  • Online gallery with downloads

What Our Clients Say

289+ five-star reviews on Google, WeddingWire & The Knot

★ ★ ★ ★ ★
"I booked Rob and Jill for our engagement and I truly believe that you would be doing yourself a disservice if you did not do the same for any photo shoot you may be doing! Their professionalism and kindness was greatly appreciated. Communication back and forth was excellent and the quality of their photos were second to none! Thank you Rob and Jill for making a special moment even more enjoyable!"
MICHAEL GRENON · Read on Google or See all of our reviews
★ ★ ★ ★ ★
"Jill and Rob are absolutely fantastic. They helped me plan a surprise proposal while on a trip to St. Augustine and scouted the location including videos to ensure I had the perfect spot picked out. They made my vision become reality and I'm so happy they were a part of such a special day for myself and my fiancé. They delivered me my photos extremely fast and they were all gorgeous! I cannot reccomend Rob and Jill enough."
FRANK CASSARINO · Read on Google or See all of our reviews
★ ★ ★ ★ ★
"Best team around! 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 family, o accommodated our schedules, and helped each of our special events run so smoothly. I cannot recommend them enough. I hope to work with them more in the future for all our events."
★ ★ ★ ★ ★
"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 family and helped each of our special events run so smoothly. I cannot recommend them enough. I hope to work with them more in the future for all our events."
CARINA QUILANTANG · Read on Google or See all of our reviews
★ ★ ★ ★ ★
"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 recently our family of four."
★ ★ ★ ★ ★
"We have trusted Rob and Jill Futrell with some of the most meaningful moments of our lives, and they never disappoint. From engagement photos to welcoming our baby, they’ve captured each season with so much care, creativity, and attention to detail. They made us feel comfortable in front of the camera and genuinely cared about telling our story through their work. We are so thankful to have photographers who feel more like family and whose work we will treasure forever. We highly recommend the Futrells to anyone looking for timeless, heartfelt photos."
★ ★ ★ ★ ★
"From start to finish- Amazing! We would highly recommend Photos by Rob! Rob did both our engagement and wedding photos and we are so happy with how everything came out. Both Rob and Jill are great to work with. They put us at ease during sessions and made us both feel comfortable. They go above and beyond to make sure you get exactly what you want! We just got all of our wedding photos back and we LOVE THEM! Highly recommend Photos by Rob! Jackie and Chris"
★ ★ ★ ★ ★
"Rob and Jill are simply amazing!! My husband and I first met them for our engagement session. They made everything so relaxed and fun, it felt like we had known them for years! They knew all of the best spots around town for the perfect pictures. Fast forward to today, they have also captured our wedding, some family portraits, and our maternity photos. We can’t recommend Rob and Jill enough. Their enthusiasm is unmatched, and they are truly fantastic people!"
MCKENZIE CANTRELL · Read on Google or See all of our reviews
★ ★ ★ ★ ★
"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 changes at them, not once but twice and they were so accommodating and were able to exceed our expectations. Love them! Hire them, you won't regret it."
★ ★ ★ ★ ★
"THE BEST photographer I’ve ever interacted with period. Rob was more than a photographer, he was engaged and kind to our guests. He was clearly sorting out every detail in his head and he just nailed it. To top it all off we LOVED Jill! They can read each other’s minds I’m sure of it. All of our guests commented on how great Rob was and they hadn’t even seen the pictures yet! Rob and Jill just blended right into our families, I think they’ve been invited to the next cookout and not to take pictures. We are so grateful for their care and attention to detail."
★ ★ ★ ★ ★
"Absolutely incredible! Rob and Jill exceeded every expectation we had for our wedding photography. From the engagement shoot to the final delivery of our wedding photos, their professionalism, creativity, and attention to detail were second to none. On the wedding day, they were a calm and reassuring presence, expertly guiding us through poses and capturing candid moments with ease. But most importantly, the photos themselves are STUNNING. Each image tells a story, capturing the joy, love, and emotion of our special day in a way that we will treasure forever. We cannot recommend them highly enough!"
ALYSON LARKIN-JONES · Read on Google or See all of our reviews
★ ★ ★ ★ ★
"Larkin-Jones Wedding 1-24-24 Absolutely incredible! Rob and Jill exceeded every expectation we had for our wedding photography. From the engagement shoot to the final delivery of our wedding photos, their professionalism, creativity, and attention to detail were second to none. On the wedding day, they were a calm and reassuring presence, expertly guiding us through poses and capturing candid moments with ease. But most importantly, the photos themselves are STUNNING. Each image tells a story, capturing the joy, love, and emotion of our special day in a way that we will treasure forever. We cannot recommend them highly enough!"

Engagement Session FAQ

Common questions about engagement sessions

There's no wrong time. Some couples book a year out, others a month before the wedding. If you want the images for save-the-dates, aim for at least 3-4 months before. But we're flexible—whatever works for your schedule.

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.