Chris and Shelby walk hand in hand down a tree-lined street beneath sprawling oak branches on Magnolia Avenue. — March 29, 2026

Engagement Highlight

Chris & Shelby’s Engagement

Magnolia Avenue Castillo de San Marcos Downtown St Augustine

We started Chris and Shelby's engagement session on Magnolia Avenue under the canopy of live oaks draped in Spanish moss — a spot they love. From there we parked in a secret little spot just north of downtown and walked up to the Castillo de San Marcos for the second half of the session. They walked the grounds along the fort's coquina walls and out toward the water as the sun went down, ending with a silhouette against a dramatic clouded sky at sunset. We first met Chris when he was planning to propose, so it's been a treat to watch this one come full circle.

Chris smiles at the camera in a light blue checkered shirt while Shelby stands softly focused in the background.

Chris and Shelby laugh together against the fortress's weathered stone wall at Castillo de San Marcos.

Chris and Shelby smile at each other with a waterfront and palm trees visible behind them in Downtown St Augustine.

Chris and Shelby stand close together on a brick pathway framed by moss-draped trees and ivy-covered walls.

Chris and Shelby stroll across the grassy grounds near the stone tower of Castillo de San Marcos under overcast skies.

Silhouetted against a dramatic sunset sky, Chris and Shelby embrace on a rooftop overlooking Downtown St. Augustine.

Shelby and Chris hold hands, displaying her engagement ring with water and buildings behind them in Downtown St Augustine.

Rob and Jill Futrell, St. Augustine photographers — Rob & Jill

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Chris & Shelby’s Engagement

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