A Surprise Proposal at Hacienda Siesta Alegre, Puerto Rico | Matai & Toni-Ann

Matai wanted a private, meaningful place to propose to Toni-Ann in Puerto Rico. With a little planning, careful coordination, and the beautiful setting of Hacienda Siesta Alegre, we created a surprise proposal she never saw coming.

Matai and Toni-Ann at Hacienda Siesta Alegre after their surprise proposal in Puerto Rico.

A beautiful couple at Hacienda Siesta Alegre, Puerto Rico

When Matai reached out to me in May, he already knew what mattered most to him: he wanted to propose to Toni-Ann somewhere beautiful, quiet and away from the crowds.

He had discovered Hacienda Siesta Alegre and loved the idea of making it the setting for their proposal. From there, we started turning the idea into a plan.

Matai and Toni-Ann walking through the gardens at Hacienda Siesta Alegre before their surprise proposal.

Planning the Surprise at Hacienda Siesta Alegre

A surprise proposal is often decided by the little details Toni-Ann would never know were happening behind the scenes.

I made the initial contact with Hacienda Siesta Alegre and then connected Matai with their team so he could take care of the arrangements directly with the venue.

Once that was settled, we focused on the surprise itself.

We chose the exact area of the Hacienda where he would propose. I showed him where to park, which way to enter and how we would get them to the right spot without making Toni-Ann suspicious.

By the time they arrived, Matai knew exactly what to do.

Matai proposing to Toni-Ann at Hacienda Siesta Alegre during a surprise proposal in Puerto Rico.

Making Sure She Never Saw It Coming

There was one more part of the plan: me.

Instead of showing up as their photographer, I pretended to be a friend of Matai's and encouraged them to walk around and enjoy the Hacienda.

When they reached the place we had chosen, I quietly moved into position without Toni-Ann noticing.

Then Matai asked the question.

For those few minutes, there was nothing left for him to coordinate. No directions to remember. No photographer to look for.

Just Toni-Ann, Matai and the moment he had been planning for weeks.

And I was exactly where I needed to be to preserve it.

Toni-Ann showing her engagement ring after Matai’s surprise proposal at Hacienda Siesta Alegre in Puerto Rico.

Planning Your Own Surprise Proposal in Puerto Rico?

The location is important, but a beautiful setting is only part of making a surprise proposal work.

Timing, positioning, communication and having a clear plan beforehand can make the difference between worrying about what happens next and being completely present when the moment finally arrives.

If you're planning your own surprise proposal, learn more about how I can help you plan and photograph your surprise proposal in Puerto Rico.

[Plan Your Proposal →]

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