20
portraits
by
calloway
16

Each photograph is more than a record — it’s a reflection of feeling, light, and quiet truth. Based in Aspen and traveling worldwide, I approach every story with a painter’s eye and a poet’s heart, crafting imagery that lingers long after the moment has passed.

My work celebrates emotion in its purest form — the brush of a hand, the hush before “I do,” the laughter that fills the in-between. Every gallery below is a study in atmosphere, texture, and timeless beauty.


Timeless imagery inspired by feeling, movement, and the beauty of the in-between.

For Love Stories That Feel Like Memory

Sofia Among the Olive Groves of Tuscany

Portraits & Editorials

Amelia & James at a Garden Estate in Charleston

Destination Wedding

Maya & Luca’s Mountain Affair in Aspen, Colorado

Colorado Wedding

Elena & Theo’s Timeless Celebration on Lake Como

Destination Wedding

The HIGHLIGHTS

Clara + Julien, Provence, France

“Every photograph feels like poetry... soft, timeless, and full of emotion. Olivia captured the heart of our day in a way words never could.”

Maya + Luca, Aspen, CO

“Looking through our gallery felt like reliving the day all over again. Every glance, every breath, every beam of light — perfectly preserved.”

Elena + Theo, Lake Como, Italy

“Olivia has a gift for noticing the things others miss — the stillness, the laughter, the fleeting seconds that make a story unforgettable.”

Inquire

Let’s Create Something Timeless Together.

For me, photography is more than imagery — it’s emotion, legacy, and belonging. If you’re drawn to photographs that feel soft, nostalgic, and alive — I would love to tell your story.