Old San Juan Engagement Session: Alexandra and Orlando's Unforgettable Proposal Story


Are you ready for a romantic love story that will take you through the charming streets of Old San Juan? Then let us take you on a journey to the unforgettable proposal story of Alexandra and Orlando.

  • The Planning

It all started when Orlando contacted us in March, inquiring about our rates for proposal photography during their Puerto Rico trip. He wanted to surprise Alexandra with the perfect proposal during their visit to Old San Juan. We knew we had to help him plan this unforgettable moment. I sent Orlando a couple of locations with google labels so that he could review and decide where he wanted to propose. He decided that he wanted to propose around Caleta de las Monjas Street, this is the cute street that goes from La Rogativa to the Hotel El Convento.

  • The Day

On the day of the proposal, we met Alexandra and Orlando at Hotel El Convento, under the pretext of a "simple" photoshoot. Alexandra had no idea that Orlando was actually about to pop the question! We walked around the area, taking stunning photos of the couple, all while Orlando was anxiously waiting for the perfect moment to propose.

  • The Proposal

Finally, the time was right. We instructed Alexandra to turn around, and Orlando took that as his cue to drop to one knee and pop the question. The look on her face was priceless, and we were honored to be there to capture this incredible moment for them.

  • The Celebration

After the proposal, we continued the session with more photos of the newly engaged couple, capturing their joy and excitement as they looked forward to their future together. Alexandra and Orlando were ecstatic, and their love was palpable.

  • The Photography

As photographers, we strive to capture the unique love story of each couple we work with. For Alexandra and Orlando, we wanted to capture the beauty of Old San Juan and the love they share. Our photos showcased their romance and the magic of the location, creating stunning images that they will cherish forever.


If you're looking for a photographer to capture your own unique love story, we would be honored to help make your special moment just as unforgettable as Alexandra and Orlando's. Don't hesitate to contact us today to schedule your own engagement session.