When Viviana and Dashiel reached out for their romantic engagement couple photography in Old San Juan, Puerto Rico, they weren’t just looking for pretty pictures. They wanted to feel the moment, soak in the colors of the old town, and let their love story shine in one of the most charming places in Puerto Rico.

We met at Plaza Colón in the late afternoon, just as the golden hour began to bathe the streets in soft, warm light. They brought such a joyful energy—Viviana with her vibrant red dress and contagious laugh, and Dashiel with a calm, playful presence that kept her smiling the entire time.

All I asked of them was to have fun with each other, to not be afraid to be silly. And they truly leaned into that.

We wandered through cobblestone streets, stopped at colorful façades, danced under twinkle lights, and ended up by the ocean as the sun kissed the horizon. There was no pressure to pose perfectly—just love, movement, and a whole lot of laughter.

Romantic Things to Do in Old San Juan for Couples

If you’re planning a couples trip to Puerto Rico and wondering where to go, Old San Juan should be high on your list. It’s one of the best places to visit in Puerto Rico for couples who want to mix culture, charm, and intimacy.

You can grab a local piragua or a cone from Anita gelato, walk hand in hand along the fortress walls, or steal a kiss in front of a historic garita at sunset.

Whether you're celebrating an engagement, anniversary, or just taking a moment for yourselves, a walk through Old San Juan feels like stepping into your own romantic movie.

And if you're considering booking an engagement session in Puerto Rico, this is one of the most magical backdrops to do it.

Sunset Engagement Photos in San Juan, Puerto Rico

As the light faded and the streets began to quiet, Viviana and Dashiel shared one last embrace on the pier, the kind that feels like home.

This session wasn’t just about capturing who they are—it was about preserving how it felt to be them, in that moment, in that place.

xo,

Cami