Samantha and Dillon kiss under a stone archway framing a reflection of downtown St. Augustine's historic buildings and blue sky.

Sneak Peek

Samantha & Dillon esession

March 8, 2026

Dillon and Samantha took over Downtown St. Augustine for their engagement session, starting in the shade near the Lightner Museum and working their way through the cobblestone streets. Rain was in the forecast, so we moved the session up a few hours, and we were treated to a warm, sunny March afternoon. St. Augustine is always full of surprises, like when we were photobombed by a Model T while they posed in front of a worn stucco wall. We got our steps in by walking up the bayfront, grabbing a few pictures at the marina, and finally wrapped up the session at my favorite—the Castillo de San Marcos.

Dillon and Samantha pose together against an iron railing, with Dillon's arm around Samantha who wears a cream-colored dress.

Samantha and Dillon walk together down a tree-lined brick pathway in downtown St. Augustine, holding hands.

Dillon in a light blue button-up shirt and Samantha in a white sleeveless dress smile on a brick-lined downtown street.

Samantha looks back at Dillon as they embrace against a chain railing with calm water and boats behind them.

Dillon and Samantha stand on the grass near the historic coquina fort with palm trees and water visible in the background.

Samantha and Dillon embrace outdoors with bright sunlight and dramatic clouds creating a backlit effect around them.

Dillon and Samantha hold hands and admire her engagement ring with the historic fort structure blurred in the background.

Dillon in a light blue button-up shirt and Samantha in a white sleeveless dress stand together on a balcony with palm trees and historic architecture visible behind them.

Samantha and Dillon stand in a doorway framed by ivy, with a historic church spire visible through the opening behind them.

Samantha and Dillon stand against a weathered white building with green shutters as a horse-drawn carriage passes by on the street.

Dillon and Samantha stand together inside a circular concrete tunnel structure in black and white.

Dillon and Samantha stand at a waterfront railing overlooking sailboats in the harbor.

Dillon and Samantha pose together by the water with sailboats visible in the distance.

Samantha and Dillon stand facing each other on a grassy area near historic stone ruins and palm trees in downtown St. Augustine.

Dillon lifts Samantha in his arms while standing on the lawn with the historic coquina fort tower and palm trees visible behind them.

Samantha smiles at Dillon as he looks down at her engagement ring in the afternoon sunlight near the fort and palm trees.

Rob and Jill Futrell, St. Augustine photographers

Questions?

We'd love to hear from you.

Send Us a Message

Downtown St. Augustine Engagement Photography