The couple stands close together beside an ivy-covered brick wall, Josy's arms around Jakub's neck. — August 15, 2026

Proposal Highlight

Jakub & Josy’s Proposal

Photographed by Rob & Jill Futrell

Downtown St Augustine

Jakub and Josy matched in soft blue for their engagement session around Downtown St Augustine, starting near the towers of Flagler College. They wandered the brick streets and tucked into a shaded garden bench before pausing under a pink stucco archway. Somewhere along the way we got a close look at the ring — an oval stone that caught the light against her marble-swirl manicure.

Red-roofed historic mansion with towers framed by palm trees and manicured lawns under blue sky.

Jakub and Josy embrace on the lawn with the historic mansion and palm trees visible behind them.

Jakub holds Josy's hand and kneels on one knee as she reacts with joy on the grassy grounds.

Jakub lifts Josy off the ground in a grassy courtyard lined with palm trees and manicured hedges.

A close-up of Josy's hand showing off a diamond engagement ring.

Josy touches Jakub's chest while posing together on a tree-lined path in Downtown St Augustine.

Jakub and Josy stand facing each other on a brick street lined with massive oak trees in Downtown St Augustine.

Jakub and Josy kiss against a vine-covered stone wall on a quiet street in Downtown St Augustine.

Josy and Jakub sit together on a white bench in a lush courtyard garden surrounded by flowering plants.

Josy and Jakub hold hands while walking past colorful stucco buildings with strong shadow lines on the ground.

Jakub and Josy stand under a pink arched doorway with ivy, both wearing light blue in a historic courtyard.

Jakub kisses Josy's forehead as they embrace beneath a terracotta arch with potted plants nearby.

Jakub stands with crossed arms in a light blue shirt against exposed brick, Josy blurred behind him.

Jakub and Josy embrace beneath moss-draped oak trees in Downtown St Augustine, both wearing light blue outfits.

A diamond engagement ring sparkles on Josy's hand as she rests it on Jakub's shoulder.

Jakub and Josy stand together under a stone archway surrounded by lush green shrubs in Downtown St Augustine.

Jakub kneels on grass holding a ring box while Josy stands before him in a blue dress, smiling with surprise.

Jakub and Josy kiss while standing on a pathway, the mansion's arched colonnade visible in soft focus behind them.

Jakub slides a ring onto Josy's finger as she looks down, the historic building and landscaped grounds framing the moment.

Josy displays a new engagement ring while standing beside Jakub in a sunny Downtown St Augustine park.

The couple walks hand-in-hand along a brick pathway shaded by tall oak trees in Downtown St Augustine.

Jakub embraces Josy from behind on a tree-lined brick pathway in Downtown St Augustine, both wearing light blue.

The couple stands close together beside an ivy-covered brick wall, Josy's arms around Jakub's neck.

Jakub leans in to kiss Josy's cheek in a sun-dappled courtyard, both dressed in coordinating shades of blue.

Jakub wraps his arms around Josy from behind against a pink stucco wall, both in coordinating blue.

Jakub and Josy embrace under brick archways with sailboats and water visible through the columns behind them.

Josy walks toward Jakub across a bright interior space with red brick and white walls, both dressed in shades of blue.

Josy smiles at Jakub as he wraps his arms around her from behind on a tree-lined street.

Jakub and Josy sit at a wooden table indoors, holding hands and gazing at each other with genuine smiles.

Josy walks along a pathway past a historic colonial building, looking back over her shoulder in her blue dress.

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

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