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Couple at the moment of a surprise proposal at golden hour on a Puerto Rico beach

San Juan · Puerto Rico · Surprise Proposals

The moment she says yes happens once. We're already there for it.

Hidden and completely discreet — we capture the real reaction, the real tears, the real start of the rest of it, then step out for portraits. She never knows we're there.

Hidden & discreet capture
Bilingual team
From $450

The process

You plan the words. We handle being invisible.

Five steps, and only one of them is yours. We dress like tourists, stay back with a longer lens, and always have a cover story — so the only surprise is the one you planned.

  1. 01

    Tell us the plan

    Share the date, the spot, and the story. Lilly reads every inquiry and replies the same afternoon — always within 24 hours.

  2. 02

    We scout & position

    We find the angles, the light, and a hiding spot — then arrive before you do. You get a simple pin and a time. That's all you have to remember.

  3. 03

    The cover story

    We blend in like tourists, stay back with a long lens, and keep a cover story ready. She never knows we're there.

  4. 04

    The "yes"

    We capture the drop to one knee, the reaction, the tears, the first hug — every second of it, completely candid.

  5. 05

    Step out for portraits

    We reveal ourselves and turn it into a styled engagement session — hair & lipstick touch-ups included — so you leave with the moment and the portraits.

A bride-to-be's reaction the second she says yes, caught candidly
Detail of the engagement ring and clasped hands after the proposal
Newly engaged couple in a styled portrait session right after the proposal

The investment

Three ways to keep the "yes."

proposal

The Moment

The "yes" itself — captured candidly, before she ever sees us.

From $450
  • 30-min hidden capture + reaction set · 1 location
  • 40+ edited images
  • Sneak peek in 48 hrs + 10-day delivery
  • Hidden, discreet capture from a distance
  • We scout the spot & position before you arrive
  • A cover story so she never suspects
  • Private gallery + print release

Best for: The surprise itself, caught completely candid

Book The Moment →
Most popular

proposal

The Full Story

The reaction and the portraits — hidden capture, then a styled engagement session.

From $750
  • Hidden capture + 45-min engagement session · 1–2 locations
  • 80+ edited images
  • Sneak peek in 48 hrs + 14-day delivery
  • Everything in The Moment
  • Styled engagement portraits right after the "yes"
  • Hair & lipstick touch-ups for her
  • Second location option
  • Print release

Best for: Couples who want the reaction and the portraits

Book The Full Story →

proposal

Proposal + Picnic

Turn the "yes" into the whole evening — capture, portraits, and a styled picnic to celebrate.

From $1,050
  • Hidden capture + portraits + picnic (~2.5 hrs) · 1 location
  • 80+ edited images
  • Sneak peek in 48 hrs + 14-day delivery
  • Everything in The Full Story
  • Styled sunset picnic to celebrate — set up & torn down by us
  • Charcuterie, fresh florals & sparkling toast
  • Champagne pour service

Best for: Making the proposal the start of the whole night

Book Proposal + Picnic →

The deliverables

What you walk away with.

  • A candid, hidden-angle gallery of the actual moment she says yes

  • Styled engagement portraits as a newly-engaged couple

  • 40–80+ edited images in a private online gallery

  • A 48-hour sneak peek to announce it the same week

  • A personal print release — print, share and gift freely

Engagement portrait gallery preview from a Puerto Rico proposal session

Before you ask

The questions everyone asks.

Still wondering something? Text Lilly at +1 (787) 456-6706 — she answers personally.

How do you stay hidden?
We scout the spot, position ourselves before you arrive, dress like tourists, and shoot from a distance with a long lens. We always have a cover story — she never suspects a thing.
How far in advance should we book?
2–4 weeks is ideal, and we can sometimes accommodate same-week. Peak season (Dec–Apr) books faster, so reach out as soon as you have a date in mind.
Can we get photos together right after she says yes?
Yes — that's The Full Story and Proposal + Picnic. We step out, do quick touch-ups, and shoot a styled engagement session on the spot while the joy is still fresh.
Where should we propose?
El Morro at sunrise, Old San Juan's blue cobblestone streets, Condado at golden hour, El Yunque, or a quiet beach at sunset. We'll help you pick the right spot for the light and the privacy — see our Locations.
Do you travel to our spot?
Travel within San Juan metro is included. Dorado, Rincón, El Yunque, Vieques and Culebra: a modest travel fee or package upgrade.
What if it rains?
Free reschedule inside your trip window — just text us. If your dates are tight, we shift to a covered Old San Juan spot that looks even more editorial in the rain.
Do you speak Spanish?
Por supuesto. Todo completamente bilingüe — inglés o español, lo que sea más cómodo para ustedes.
Can this lead to our wedding too?
Often it does — many proposal couples come back for elopement or wedding coverage. Ask about applying your proposal toward a later booking.

Let's plan it

Tell us about the proposal.

The date, the spot, the story — even a rough idea. Lilly reads every inquiry and replies the same afternoon, always within 24 hours. Nothing is locked until you say so.

Preferred dates

Flexible? Give us a window and we'll find the best light.

✦ We reply within 24 hours, Mon–Sat ✦ $50 booking fee applies to your session total

📅 Book a Date 📞 Call Lilly