Find the Best San Juan Proposal Photographer

Let’s capture your perfect proposal

  • done9,000+ Surprise Proposals Captured
  • doneEasy, Hassle-Free Booking Process
  • doneHand-Picked, Local Photographers
  • doneBeautiful, Professional Photos Guaranteed

Since 2013, Flytographer has captured countless amazing photos of love stories in Puerto Rico's enchanting capital. Our local Puerto Rican photographers know the most romantic spots for your proposal photography, from the historic cobblestone streets of Old San Juan to the colorful architecture. If you imagine your magical moment unfolding at sunset along the ancient city walls, or dream of creating your proposal story among the charming plazas and hidden courtyards, we'll help make it happen. Choose from our top-rated professionals below, and we'll handle all the details for your perfect photography session!

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How to Book a Proposal Photographer in San Juan

Whether you’d prefer an intimate moment, or dream of a wild, romantic gesture when you pop the big question, our photographers will bring your vision to life and ensure your surprise proposal is beautifully documented.

1. Find Your Secret Photographer

Choose from our community of highly-vetted, San Juan proposal photographers.

2. Create the Perfect Game Plan

Choose one of our go-to proposal tactics, or customize your own. Learn more.

3. Capture the “Yes!”

Share your vision with your photographer and communicate with them directly to plan every detail.

4. Receive Your Photos

Your online gallery will be sent within 5 days of your shoot – ready for you to download and share.

Choose Your San Juan Proposal Photographer

Our professional photographers are all vetted, hand-picked and highly rated. They LOVE their city and their clients, and are passionate about capturing life’s special moments. From romantic getaways to marriage proposals to family memories, they are here to capture the beauty of it all.

Select a date to view available photographers below.

Jafet and Zulem
(58)

We love creating photos that you would love to hang in your living room for everyone to see! We are such fans of each other, and so we know what love really is and how to photograph it. Meeting new people from all over the world has to be one of our favorite things.
Karlota
(144)

It’s no secret that strong connections between people inspire me. I’m fascinated by their stories and love the fact that they can be told candidly through images that last a lifetime. Join me as we capture YOUR adventure and tell YOUR story, together. Can't wait to meet you!
Raul
(65)

I have been a freelance photographer San Juan for 15+ years. I work in all types of photography. My focus has always been on the connection between the subject with the ambience of beautiful San Juan.
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Perfect Locations to Propose in San Juan, Puerto Rico

Beautifully capture your love story at one of these best places to propose in San Juan below – curated by our local San Juan photographers – or choose your own custom route.

Most Booked

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San Juan photoshoot at Classic Old San Juan

Classic Old San Juan

History and charm

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San Juan photoshoot at Piñones

Piñones

Soul of the island

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Condado

Beachside stroll

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Top San Juan Proposal Photoshoot Locations

"Easiest service I ever came across. The options of photographer with examples of their work made it easy to choose the style and time domain I wanted. The communication once the booking was complete was on point and the planning leading up to the event was perfect. This website made my engagement extra special!"

— Matt L
Book a Photographer

San Juan Proposal Packages & Pricing

Capture the YES!
30 minutes
$425 USD

20 Photos

1 Location

Digital Files Included

Capture:

checkThe build-up and anticipation

checkThe actual proposal moment

Capture the Memory
60 minutes
$525 USD

35 Photos

1-2 Locations

Digital Files Included

Capture:

checkThe build-up and anticipation

checkThe actual proposal moment

checkCelebratory moments afterwards

Most Popular

Capture the Glow
90 minutes
$690 USD

50 Photos

Multiple Locations

Digital Files Included

Capture:

checkThe build-up and anticipation

checkThe actual proposal moment

checkCelebratory moments afterwards

checkPosed portraits + candid interactions

Capture the Love
2 hours
$815 USD

65 Photos

Multiple Locations

Digital Files Included

Capture:

checkThe build-up and anticipation

checkThe actual proposal moment

checkCelebratory moments afterwards

checkPosed portraits + candid interactions

checkMore hidden gems of San Juan

San Juan Proposal Photo Shoot Reviews

“ Karlota was amazing. Not only was she super helpful is deciding the location of the proposal, but the pictures she took were breathtaking. We have gotten non stop compliments on our photos and it is all thanks to Karlota. She was so sweet and personable during the shoot and made us feel very at ease. Truly an unforgettable experience ”

Karlota in San Juan

Featured Review
location_on Custom Route

Featured Review

“ Raul was extremely easy to work with. He made the whole experience seamless. I was able to explain my vision for the shoot and Raul immediately understood and executed flawlessly. His final photos were beautiful and unique. I would recommend Raul for any couple engagement shoot in a heartbeat. ”

“ Absolutely incredible! Karlota did an amazing job capturing the moment and made it so magic for us. ”

Frequently Asked Questions

What are some proposal tactics to choose from?

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  • Friendly Tourist: Your Flytographer, posing as a friendly tourist, will offer to take a photo of you and your partner.
  • Vacation Cover: Let your partner know that you’ve booked a regular couple’s photo shoot so you can prepare for the photo shoot together without suspicion.
  • Fly on the Wall: Your photographer will remain hidden for the actual proposal. While this allows for an intimate moment, it is the most risky as passersby could interrupt your shot.
  • Customized: We are happy to adjust these scenarios if you have another idea in mind for how you would like your proposal to go!

Will I be connected with my proposal photographer directly?

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Yes! Immediately after you book your Flytographer in San Juan, you will be connected via email to begin the proposal planning process together and create the perfect plan. You can choose from one of the above proposal scenarios, or share another idea, and ask them any specific questions you might have leading up. Your photographer will be able to share their favourite tips on how to plan your San Juan proposal.

What is the difference between a proposal and engagement shoot?

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Your proposal photo shoot with us in San Juan would involve your Flytographer capturing the moment when you get down on one knee to surprise your partner with a marriage proposal. After the big moment in a proposal photo shoot, you can transition to taking engagement photos if you choose a longer session.

Engagement photo shoots with us would take place after the proposal moment (when you are already engaged) and involve capturing your newly engaged bliss. If you are already engaged, you can book a normal engagement session rather than a proposal photo shoot.

How much does a proposal photographer cost in San Juan?

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Our proposal package pricing starts at $425 USD for a 30-minute shoot. Easily book a trusted, local photographer in San Juan. We'll organize all the details and share our expert tips to ensure your proposal in San Juan goes perfectly. Make the moment last a lifetime with beautiful photos to reflect on together, relive the memories, and share with friends and family when you return home.

How much are engagement photos in San Juan?

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If you have already popped the question and are just looking for San Juan engagement photos, our regular engagement photography portrait sessions start at $325 USD. See all pricing here.

Does Flytographer do wedding photography?

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We do not offer wedding photography; however, we can capture the moments leading up to and after the big day. While we can’t capture wedding photos in San Juan, we can capture surprise proposals, engagement photos, pre-wedding trips, bachelorettes, bachelor parties, honeymoon trips, anniversary photos, and more!

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