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Francisco Alvarez Francisco Alvarez

A Rainy Surprise Proposal at Escambrón Beach That Almost Didn’t Happen

Discover how a surprise proposal at Escambrón Beach nearly didn’t happen due to rain—and how this wedding photographer in Puerto Rico still captured the magic. Perfect for couples planning proposals or destination weddings in Puerto Rico.

Man proposing to woman at Escambrón Beach taken by a Puerto Rico wedding photographer

Amber & David

     As a wedding photographer in Puerto Rico, I’ve had the honor of capturing countless emotional moments—surprise proposals, elopements, destination weddings—you name it. But every once in a while, a session comes along that truly tests your patience, creativity, and ability to think on your feet. This was one of those moments.

The Proposal That Almost Didn’t Happen

Close up of an engagement ring taken at Old San Juan by a wedding photographer in Puerto Rico

The bling

       I recently joined forces once again with The Heart Bandits, the world’s premier marriage proposal planners. We’ve collaborated multiple times to help couples plan unforgettable surprise proposals across Puerto Rico, and each one has been uniquely special.

     This time, it was David’s turn—a kind-hearted young man from Dallas, Texas who wanted to propose to his girlfriend of over two years, Amber, while vacationing in San Juan. For David, two years was all it took to know Amber was the one. He envisioned a magical proposal on the golden sands of Escambrón Beach, just before sunset.

But nature had other plans.

A Stormy Setback at Escambrón Beach

Couple kissing at Escambrón Beach after a marriage proposal taken by an elopement photographer

A long-awaited kiss

     We were scheduled to kick things off at 4:15 p.m., with a romantic beachfront setup near Old San Juan. Like any seasoned Puerto Rico wedding photographer, I always arrive early—especially when dealing with outdoor locations. It’s part of what makes me reliable in a field where timing and weather can make or break the moment.

      As soon as I parked my car near the beach, the sky opened up. A torrential downpour drenched the area, threatening to wash away not only the decorations but the proposal itself. The decorator, who had been monitoring the forecast since morning, messaged me with concern. Her fears were becoming a reality.

    We quickly started a group text with David, who was understandably stressed. The couple was flying back to Texas the very next morning, which meant rescheduling wasn’t an option. If this proposal didn’t happen that evening, it simply wouldn’t happen in Puerto Rico.

Plan B: A Last-Minute Backup Option

Couple holding hands at Escambrón Beach in Old San Juan taken by a wedding photographer in Puerto Rico

So wholesome

     In true proposal-planner fashion, we brainstormed alternatives. Could we move the proposal to his Airbnb? It was small, but it might work. We considered lighting, space for decor, and whether it would still feel special enough for this once-in-a-lifetime moment. It was far from ideal, but better than no proposal at all. Meanwhile, we continued monitoring the weather—and crossing our fingers.

A Drizzly Opportunity

Couple enjoying champagne at Escambrón Beach in Puerto Rico after a successful marriage proposal

A toast to us

     At around 5:15 p.m., nearly an hour after the original start time, the rain slowed to a manageable drizzle. It wasn’t sunny. It wasn’t clear. But it was possible. That was all we needed.

     The decorator rushed to finish the setup. I began positioning myself for the big reveal. David led Amber to the spot—rain-kissed and radiant—and got down on one knee. She said yes.

Capturing Love in Any Weather

Couple enjoying themselves with their wedding photographer in Puerto Rico at Escambron Beach in Old San Juan

Offset love

     Despite the soggy circumstances, the photos turned out beautifully. There’s something uniquely romantic about a proposal in the rain. The soft light, the glistening surfaces, the intimacy of two people focused solely on each other while the world blurs around them—it all came together to create something magical.

     As one of many Puerto Rico wedding photographers who specializes in surprise proposals, I can say with confidence: flexibility is everything. Whether it’s navigating unpredictable weather or finding creative ways to preserve the moment, being adaptable is key to delivering timeless results.

Why Puerto Rico Is Perfect for Surprise Proposals

Couple posing and looking at the engagement ring after a marriage proposal in Puerto Rico

Admiration

     Puerto Rico continues to be one of the top destinations for surprise proposals and weddings alike. From historic Old San Juan to lush rainforests and pristine beaches, the island offers an endless variety of stunning backdrops for romantic milestones.

     Even when the weather throws you a curveball, the beauty of the island—and the emotion of the moment—shines through. As a wedding photographer in Puerto Rico, I consider it a privilege to be part of these unforgettable experiences.

Planning a Proposal or Wedding in Puerto Rico?

     Whether you're looking for a surprise proposal photographer or you're planning your dream destination wedding, I’d love to help you capture it all. I bring experience, creativity, and a calm presence to every shoot—no matter the forecast. Let’s make magic together.

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Francisco Alvarez Francisco Alvarez

A Surprise Proposal at Dorado Beach, A Ritz-Carlton Reserve – Engagement Photography in Puerto Rico

When José planned a surprise proposal at Dorado Beach, a Ritz-Carlton Reserve in Puerto Rico, he trusted me to capture it all. Read how this luxury engagement unfolded, from secret signals to romantic Golden Hour portraits on the beach. Perfect inspiration for your destination proposal!

Couple sitting at CAO in Dorado Beach taken by a wedding photographer in Puerto Rico

She didn’t see it coming.

If you’ve ever dreamed of a luxury engagement in Puerto Rico, there’s no place quite as breathtaking as Dorado Beach, A Ritz-Carlton Reserve. Tucked along the northern coast of the island, this iconic five-star resort offers not only privacy and elegance but also the perfect setting for unforgettable moments—especially when it comes to surprise marriage proposals.

This is the story of José and Gabriela, a beautiful Venezuelan couple currently living in West Palm Beach, Florida, who decided to take their love to the next level while vacationing in Puerto Rico. And I had the absolute honor of being their surprise engagement photographer.

A Facebook Post That Led to Forever

Couple kissing at Cao in Dorado Beach taken by a marriage proposal photographer in Puerto Rico

Legend has it she’s still processing.

About a month ago, I stumbled across a growing Facebook group dedicated to travel in Puerto Rico. It’s not uncommon to see people asking for recommendations, especially for photographers in Puerto Rico. But by the time I catch these posts, there are usually dozens of comments—Instagram handles, websites, and email addresses all vying for attention.

Normally, I prefer to stand out by privately messaging the person who posted. But this time, the post was anonymous. With no way to message the author directly, I left behind a way to be contacted and hoped for the best.

A few days later, José reached out. He revealed he was the person behind the anonymous post and that he’d been impressed by my work on social media. I was eager to hop on a call, but José mentioned that Gabriela was nearby and he couldn’t risk spoiling the surprise. We agreed I’d reach out later to avoid raising any suspicion.

Setting the Scene at Cao – Dorado Beach, Puerto Rico

Couple posing after a marriage proposal at the Dorado Beach, Ritz-Carlton Reserve taken by a Puerto Rico wedding photographer

What a pair of gorgeous human beings!

Eventually, we got to talk. I learned that both José and Gabriela are Venezuelan and had planned a trip to Puerto Rico for a luxurious getaway. José had made dinner reservations at Cao, the exquisite fine dining restaurant inside Dorado Beach, a Ritz-Carlton Reserve—a venue known for its impeccable service, beachfront ambiance, and romantic energy. It was the perfect place to propose.

On the day of the proposal, I arrived extra early. The staff was already aware of what was about to unfold and kindly helped set the stage. I found the ideal spot—at a table with a perfect view of the one José and Gabriela would be seated at. Because Gabriela didn’t know who I was, I didn’t need to hide—just blend in and wait for the signal.

The Secret Signal and the Big Moment

Black and white portrait of a wedding ring taken by a wedding photographer in Dorado Beach, Puerto Rico

Bling bling.

Before they arrived, I texted José a photo of their designated table to help him situate himself according to the sunlight. Timing was key, and Golden Hour was on our side.

Our cue? A simple yet effective gesture: José would fold his napkin into a perfect square and place it on the bottom left corner of the table. That would be my signal to prepare for the proposal.

Sure enough, I saw the napkin. I got up, positioned myself, and watched as José dropped to one knee. Gabriela, so focused on him, didn’t even notice me snapping away. Her face lit up with pure joy. She said “yes” with such passion that the moment practically radiated through my lens.

From Engagement to Golden Hour Beach Portraits

Couple embracing at sunset in Dorado Beach, Puerto Rico taken by an elopement photographer

Glorious day.

After capturing about fifty candid shots of the proposal and celebration, I introduced myself to Gabriela, who was still soaking in the moment. I gave her a moment to gather herself and then guided the newly engaged couple to the nearby beach.

With the sun setting behind them, we took romantic portraits on the sand—the kind of dreamy engagement photos every couple imagines when they think of Puerto Rico. The lighting, the love, the laughter—it was all picture-perfect.

Why Dorado Beach Is the Ultimate Proposal Destination

Man hugging woman after a marriage proposal at Dorado Beach, Ritz-Carlton taken by a luxury wedding photographer in Puerto Rico

Grateful.

Dorado Beach, a Ritz-Carlton Reserve, is one of the most luxurious and romantic destinations for engagement photography in Puerto Rico. Whether you’re planning a destination proposal, a surprise engagement, or a romantic couple’s session, this location offers a blend of elegance, natural beauty, and timeless charm. If you’re dreaming of capturing your love story in a place as magical as this, I’d be honored to help make it happen.

Planning a Surprise Proposal in Puerto Rico?

Couple holding hands admiring the wedding ring after a marriage proposal at Dorado Beach, Puerto Rico

How about forever?

Whether it’s a private moment on the beach or an elegant evening at a luxury resort like Dorado Beach, I specialize in surprise proposal photography that tells your story from start to finish. From scouting the perfect location to capturing the big “yes”, I’m here to make your engagement truly unforgettable.

📩 Contact me to plan your surprise proposal or engagement session in Puerto Rico.

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Francisco Alvarez Francisco Alvarez

A Magical Surprise Proposal in Condado, Puerto Rico

Planning a surprise proposal in Puerto Rico? Discover how Jordan’s stunning beach proposal in Condado unfolded, complete with expert photography, romantic decor, and an unforgettable reaction. Learn tips on planning the perfect Puerto Rico proposal!

Man holding hands with woman on a beach in Condado, Puerto Rico taken by a wedding photographer

She didn’t see it coming.

     Nothing compares to the excitement of a surprise proposal, especially when it takes place in a breathtaking location like Condado, Puerto Rico. Recently, I had the incredible opportunity to capture yet another unforgettable moment with The Heart Bandits, a premier marriage proposal planning company. This time, I worked alongside Jordan, a thoughtful gentleman from Los Angeles, California, as he planned the perfect way to ask the love of his life, Chelsey, to marry him.

The Love Story

Man proposing on a beach in Condado, Puerto Rico shot by an elopement photographer

Knee hurt for too long.

     Jordan and Chelsey’s love story began over two years ago at a bar in Los Angeles, where a chance encounter turned into a lifelong connection. From that moment on, Jordan knew Chelsey was special. Now, standing on a pristine beach in Puerto Rico, he was ready to take their love to the next level in an unforgettable way.

The Romantic Setup on Condado Beach

Collage of a beach wedding proposal decoration in Condado, Puerto Rico

He covered all the bases.

     Condado Beach is a stunning location for a proposal in Puerto Rico, offering golden sands, turquoise waters, and a magical sunset backdrop. To make the moment even more special, we set the scene with a giant illuminated "MARRY ME" sign, glowing warmly as the sun began to set. A delicate trail of red roses led to a beautifully placed brown carpet, where Jordan would soon get down on one knee.

The Big Moment

Man proposing and kissing the hand of his future wife in Condado, Puerto Rico

Over the moon.

     As they walked along the beach, Chelsey had no idea what was about to happen. Jordan, playing it cool, casually strolled past the setup with her, hand in hand. But then, in a beautifully orchestrated moment, he gently guided her toward the proposal display.

     The realization hit Chelsey like a wave—her jaw dropped, her eyes filled with emotion, and in that instant, she knew exactly what was happening. Jordan dropped to one knee, and with the ocean breeze surrounding them, he asked her to be his forever. Without hesitation, Chelsey said "YES!" and joy radiated from them both.

The Celebration

Collage of a wedding ring and a couple in sweet embrace during a marriage proposal in Puerto Rico

What a gorgeous couple!

     To celebrate, Jordan popped open a bottle of chilled champagne, playfully sprinkling a bit in my direction before taking a victorious swig straight from the bottle. The moment was raw, real, and full of energy. After the excitement settled, the couple clinked glasses and took in the last few golden rays of the sun, basking in their newly engaged bliss.

Capturing the Magic with Photography

Collage of a couple embracing on a beach in Condado, Puerto Rico after a marriage proposal

You remember these moments forever.

     For this session, I brought along my brand-new Godox AD200 Pro II flash to ensure I could perfectly balance the fading natural light with artificial lighting. This allowed me to create stunning, dramatic portraits that truly reflected the magic of the moment. I love when couples take their time embracing the moment, giving me the chance to capture those candid, intimate portraits that define my photography style.

Planning a Proposal in Puerto Rico? Here’s What You Need to Know!

Surreal.

     If you’re considering proposing in Puerto Rico, you’re making an excellent choice. This tropical paradise offers a variety of stunning locations, from secluded beaches and lush rainforests to historic sites like Old San Juan. Here are a few tips for planning the perfect proposal:

  1. Choose the Right Location: Puerto Rico has no shortage of breathtaking proposal spots. Consider Condado Beach for its romantic atmosphere, El Yunque for an adventurous backdrop, or Castillo San Felipe del Morro for a historic setting.

  2. Hire a Professional Photographer: A surprise proposal is a once-in-a-lifetime moment—you’ll want every emotion captured perfectly. A professional wedding photographer in Puerto Rico (like myself!) can discreetly document the moment while ensuring stunning photos to cherish forever.

  3. Consider a Proposal Planner: Companies like The Heart Bandits specialize in creating unforgettable proposals, taking care of all the details so you can focus on the big moment.

  4. Time It Right: Sunset proposals in Puerto Rico are absolutely breathtaking, offering warm, golden light that enhances the romantic atmosphere.

Book Your Surprise Proposal Photography in Puerto Rico

Couple embracing on a beach taken by a wedding photographer in Puerto Rico

Cheers to us.

     If you’re planning to propose in Puerto Rico and want a photographer who can capture every emotion, candid moment, and stunning detail, I’d love to be part of your special day. Reach out today to book your surprise proposal photography session and let’s create memories that will last a lifetime.

     Jordan and Chelsey’s proposal was nothing short of magical. Capturing their raw emotions, the joy in their eyes, and the love between them reminded me once again why I’m so passionate about what I do. Puerto Rico is an idyllic destination for proposals, and I can’t wait to document more love stories like theirs.

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Francisco Alvarez Francisco Alvarez

A Stunning Surprise Marriage Proposal in Condado, Puerto Rico

Experience the magic of a surprise proposal in Puerto Rico with Nate & Ariel’s unforgettable engagement in Condado. As a wedding photographer in Puerto Rico, I captured this intimate moment in a beautifully decorated Airbnb. Despite space challenges, creativity and expert planning made it picture-perfect. Looking for Puerto Rico wedding photographers to capture your proposal? Let’s make it unforgettable!

Couple sitting on a couch in their AirBnB taken by a professional photographer in Puerto Rico

Ariel & Nate

     There’s something truly magical about a surprise proposal in Puerto Rico, especially when it takes place in the heart of Condado—one of the island’s most vibrant and sought-after locations. Recently, I had the honor of capturing one of the most exciting yet challenging proposals of my career as a wedding photographer in Puerto Rico, and it’s a story worth telling.

The Love Story: Nate & Ariel

Couple posing on a balcony in Puerto Rico after a surprise marriage proposal in Puerto Rico

Lovebirds.

     Nate and Ariel’s love story began during the pandemic, a time of uncertainty that led to an unbreakable bond. Fast forward to the present, and Nate knew it was time to take their relationship to the next level. He planned an intimate and heartfelt surprise proposal in Puerto Rico, choosing a stunning Airbnb in Condado as the perfect setting to pop the question.

The Challenges of the Venue

Man kneeling down on a balcony during a surprise marriage proposal in Puerto Rico

The big moment.

     While the Airbnb was nothing short of accomodating, it presented one unique challenge—it had a tiny balcony. As any experienced Puerto Rico wedding photographer knows, space constraints can make or break the composition of a perfect shot. Thankfully, Sindy from Home Glamp was in charge of decorating the balcony, transforming it into a dreamy proposal setup complete with a white backdrop, red roses, a tiny red carpet, and a glowing “Will You Marry Me?” neon sign. Though the decorations were breathtaking, they further minimized the already limited space, making my job as a photographer even more intricate.

A Photographer’s Strategy: Adapting to the Space

Woman kissing man on one knee after proposing on a balcony in Puerto Rico

The Kiss.

     Arriving early to assess the setup and logistics, I introduced myself to Nate and let him know that due to the tight space, I’d have to use a wide-angle lens instead of my preferred 85mm portrait lens. Wide angles are excellent for capturing the full scene, but they’re not always the most flattering for close-ups. Nonetheless, we made it work, and I was ready for the big moment.

     But there was a catch—since Ariel had no idea what was about to happen, I had to hide in her future mother-in-law’s room to avoid spoiling the surprise. With Ariel out enjoying a relaxing spa massage, I patiently waited for my cue. One of her friends was assigned to knock on the door when it was time for me to sneak out and start capturing the moment.

The Moment of a Lifetime

Woman in awe after saying yes to the ring taken by a Puerto Rico wedding photographer

On cloud nine.

     As fate would have it, Nate’s nerves got the best of him, and in his excitement, he accidentally locked the door behind him as he led Ariel onto the balcony. Her mother had to quietly open the door just enough for me to slip my camera through and start documenting the unforgettable moment.

     The second Nate dropped to one knee, time stood still. With Condado as the backdrop, Ariel was overwhelmed with emotion as she realized what was happening. A few heartbeats later, she joyfully said “yes,” marking the beginning of their forever.

Capturing Their Love Story

Family posing on a balcony in an AirBnB during a surprise marriage proposal in Puerto Rico

Family.

    Once the surprise proposal in Puerto Rico was successfully captured, I took things a step further. I got creative with angles, utilized the balcony’s unique perspective, and even introduced a flash to bring out the romantic atmosphere. To add variety, I suggested a few cozy indoor shots on the Airbnb’s plush sofa, which resulted in some truly heartfelt images of the newly engaged couple.

Why a Surprise Proposal in Puerto Rico is the Perfect Choice

Couple staring into each other's eyes on a balcony shot by a marriage proposal photographer in Puerto Rico

Us.

     Puerto Rico offers the ultimate destination for a dream proposal. Whether it’s an intimate Airbnb setup, a beachfront sunset moment, or a luxurious hotel rooftop, the island’s beauty elevates every proposal to something truly unforgettable. As a sought-after Puerto Rico wedding photographer, I’ve had the privilege of capturing countless engagements, and each one has been uniquely special.

Planning Your Own Surprise Proposal in Puerto Rico?

Hands being held with a wedding ring during a marriage proposal in Puerto Rico

Cheers to forever.

     If you’re thinking about proposing in Puerto Rico, take inspiration from Nate and Ariel’s story. A little planning, the right location, and a professional wedding photographer in Puerto Rico can turn your proposal into a cherished memory that lasts a lifetime. I specialize in documenting these once-in-a-lifetime moments with a keen eye for detail and a passion for storytelling.

     Whether you’re planning a grand gesture or an intimate proposal, I’d love to help you capture it all. Reach out today, and let’s create something unforgettable together!

     This beautifully captured surprise proposal in Puerto Rico was brought to life with the help of The Heart Bandits, a premier surprise marriage proposal planning company based in Los Angeles, California. Their expertise, combined with the breathtaking scenery of Condado, made this an unforgettable event for everyone involved.

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Francisco Alvarez Francisco Alvarez

A Dreamy Surprise Marriage Proposal in Condado Beach, Puerto Rico

Experience the magic of a surprise proposal in Puerto Rico! Alonzo & Yolanda’s unforgettable engagement at Condado Beach, planned by The Heart Bandits and decorated by Home Glamp, was a dream come true. From a breathtaking red carpet moment to an unexpected rush to get their marriage license, this story proves why Puerto Rico is the perfect destination for proposals and elopements!

Man proposing to a woman at Condado Beach taken by a wedding photographer in Puerto Rico

She said yes!

     Few moments in life are as magical as a surprise marriage proposal, and when it happens on the stunning shores of Condado Beach, Puerto Rico, the romance is unmatched. As a destination wedding photographer, I had the privilege of capturing a truly unforgettable proposal planned by The Heart Bandits, beautifully decorated by Home Glamp, and brought to life by Alonzo and Yolanda, a couple from Indiana who traveled to Puerto Rico for their special moment.

Planning the Perfect Proposal

The runway

     Alonzo reached out to me ahead of time for an introductory online meeting—a thoughtful step I always encourage to break the ice and discuss logistics. He had flown in just two days before the proposal and was eager to ensure everything went smoothly. Thankfully, he wasn’t nervous about Yolanda’s answer—just about making the moment perfect.

     The proposal was arranged by Michelle from The Heart Bandits, a company known for curating spectacular surprise engagements. She sent out a coordination email to all vendors, setting the stage for a seamless event. The setup was designed by Sindy from Home Glamp, whose specialty is creating breathtaking picnic-style settings for proposals, birthdays, and anniversaries. I was scheduled to arrive at 5:15 p.m., allowing time to capture images of the décor before the big moment.

The Unexpected Early Arrival

Dozens of roses stuck in the sand on a beach taken by a Puerto Rico wedding photographer

Rosey afternoon

     Upon arriving at the beach, I reintroduced myself to Sindy (we had collaborated once before) and even assisted in speeding up the final touches of the setup. Then, my phone rang—Alonzo was checking in on progress. Sindy assured me she needed just ten more minutes to finalize everything, so I let him know we were almost ready.

     But in a surprising twist, Alonzo, Yolanda, and a group of about eight friends and family appeared on the horizon just two minutes later! With Sindy still working and me out of position, I had to think quickly. I sprinted behind a palm tree to stay hidden, waiting for the perfect moment.

The Big Moment

Bling bling

     Alonzo led Yolanda onto the red carpet laid out on the sand, positioned right next to the water. The golden-hour sunlight painted the sky in soft hues, setting the perfect ambiance. As he dropped to one knee, I clicked away, capturing every second of their emotional exchange.

     With a joyous “Yes!”, Yolanda sealed the moment, and cheers erupted from their loved ones. It was a scene of pure love and happiness, framed by the beauty of Puerto Rico’s coastline.

A Whirlwind Celebration

Couple frolicking by the water at Condado Beach taken by a wedding photographer in Puerto Rico

Kids

     After a quick twenty-minute photo session, the couple surprised me once again—they were in a hurry to leave. When I asked why, they excitedly revealed their next destination: Plaza Las Américas Mall, where they hoped to obtain their marriage license! They were eager to turn their romantic getaway into the start of their forever.

     Two days later, I delivered their beautifully edited proposal photos, and they responded with even bigger news—they had successfully gotten their marriage certificate! In just a few short days, their journey from surprise proposal to official marriage was complete.

Why Puerto Rico is the Perfect Proposal Destination

Bride smelling the roses after her surprise marriage proposal at Condado Beach taken by a Puerto Rico wedding photographer

Stop and smell the flowers.

     Alonzo and Yolanda’s story is a testament to why Puerto Rico is an incredible location for destination proposals and elopements. With its breathtaking beaches, luxurious venues, and quick marriage process, it offers couples the opportunity to create unforgettable memories with minimal stress.

     If you’re considering proposing in Puerto Rico, let’s make it an experience you’ll never forget! As a destination wedding photographer, I’m here to capture your love story with stunning imagery that lasts a lifetime. Reach out today to start planning your perfect proposal!

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Francisco Alvarez Francisco Alvarez

A Perfect Surprise Marriage Proposal in Old San Juan, Puerto Rico: Peter and Debora’s Story

Join me as I recount Peter’s heartfelt surprise marriage proposal in Puerto Rico to Debora, his love of three years. From iconic Old San Juan backdrops to intimate golden-hour portraits, this story showcases the magic of proposals on the island. Perfect for those seeking inspiration and the expertise of a seasoned Puerto Rico photographer. Discover why photographers in Puerto Rico adore these timeless moments!

Black and white portrait of a man waiting for his girlfriend so that he can propose marriage in Old San Juan, Puerto Rico

The waiting game.

     Every once in a while, as a Puerto Rico photographer, you’re invited into a story so heartwarming that it leaves an imprint long after the session ends. Such was the case when Peter reached out to me with a heartfelt plan to propose to his girlfriend of three years, Debora. Their love story, which began in Arlington, Virginia, was set to take a monumental turn in Puerto Rico—Debora’s birthplace and a location rich with romance, history, and charm.

Man holding a bouquet of flowers in Old San Juan shortly before proposing taken by a wedding photographer in Puerto Rico

Smells like a yes.

     Peter’s email revealed that the couple would be staying at the iconic Hotel El Convento in Old San Juan, a former convent transformed into a boutique luxury hotel. Its historic walls and breathtaking surroundings make it a coveted spot for photographers in Puerto Rico, and Peter was eager to create a memorable moment that Debora would cherish forever. However, like most significant plans, the proposal’s journey was filled with unexpected twists.

Portrait of a man taken by a Puerto Rico wedding photographer shortly before a surprise marriage proposal in Old San Juan

Almost there…

    A few days after our initial exchange, Peter and I met in person at the hotel to finalize the details. Though Peter’s excitement was palpable, I could tell he was feeling the weight of this once-in-a-lifetime event. Hotel El Convento had suggested reserving a spot at their partner property, Palacio Provincial, which boasts a rooftop with stunning views of Old San Juan’s historic skyline. We decided to scope out the location during Golden Hour to assess the lighting and angles, as any seasoned Puerto Rico wedding photographer knows how crucial these elements are to capturing magic.

Portrait of a woman walking towards her boyfriend who is about to propose in Old San Juan taken by a photographer in Puerto Rico

Inching closer…

   When we arrived, the rooftop’s charm was undeniable, yet something felt off to Peter. He couldn’t picture this as the backdrop for his grand gesture. Recognizing his hesitation, I suggested exploring other nearby locations to find the perfect spot. Together, we wandered through the cobblestone streets, considering picturesque alternatives until we stumbled upon La Rogativa. This outdoor plaza, adjacent to the Governor’s Mansion, offered stunning views and an intimate ambiance. It’s a favored spot for ceremonies and proposals alike. However, fate threw another curveball: a wedding ceremony was being set up there on the very day Peter planned to propose.

Portrait of a couple in disbelief during a surprise marriage proposal in Old San Juan taken by a luxury wedding photographer in Puerto Rico

The joint disbelief.

     Undeterred, Peter made a last-minute decision to choose a small, tucked-away spot just a few feet from the original venue. As a Puerto Rico photographer familiar with the area, I instantly knew where he was referring to and began mentally planning how to work around its consistent backlighting. Challenges like these are what make surprise marriage proposals in Puerto Rico so thrilling to document—and rewarding when everything comes together.

Portrait of a man during a surprise marriage proposal in Puerto Rico taken by a luxury wedding photographer

On one knee…

     The day of the proposal was charged with emotion. Peter was visibly nervous, but after a few reassuring words and a reminder to savor the moment, he seemed to find his footing. Debora arrived hand-in-hand with her best friend, looking radiant in a white dress. Unbeknownst to her, she was mere moments away from one of the most significant events of her life. When Peter finally got down on one knee, Debora’s reaction was a mix of shock, joy, and humor—expressions so vivid and heartfelt that I couldn’t help but laugh along as I captured them.

Couple's portrait embracing after a surprise marriage proposal in Puerto Rico

She said yes!

     As Debora said “yes,” the moment unfolded like a scene from a movie. Her parents, who had been watching from a distance, rushed to embrace their daughter. Phones were pulled out, FaceTime calls were made, and tears flowed freely. It was a quintessential example of why surprise marriage proposals in Puerto Rico are so unforgettable: the blend of emotional authenticity and stunning scenery creates something truly magical.

Black and white portrait of the mother of the bride embracing the recently engaged and future son-in-law after a successful surprise marriage proposal in Puerto Rico

Cheers to the future son-in-law.

     Once the initial excitement settled, I whisked Peter and Debora away for an intimate portrait session. There’s something special about capturing couples right after a proposal; the raw emotions and newfound glow are unparalleled. Debora was still shaking with excitement, making it a challenge to photograph her gorgeous engagement ring, but the candid moments we shared were priceless.

Joyous recently engaged woman happy with excitement after a successful surprise marriage proposal in Old San Juan, Puerto Rico

She still can’t believe it!

     As the sun dipped below the horizon, we regrouped with their family and friends for some celebratory portraits. The golden light painted the sky in hues of pink and orange, a perfect backdrop for the occasion. To add a modern twist, I used flash photography to create trendy, paparazzi-style shots that have become increasingly popular among couples. The result? A gallery of images that captured every ounce of love, joy, and excitement from that unforgettable evening.

Black and white portrait of a groom after a successful surprise marriage proposal in Puerto Rico taken by a photographer in Old San Juan

In awe of reality.

     The day concluded back at Palacio Provincial’s rooftop, where Peter and Debora shared their happy news with loved ones. The weather was idyllic, and the atmosphere was electric with celebration. As a Puerto Rico wedding photographer, moments like these remind me why I love what I do: the opportunity to witness and document life’s most meaningful milestones.

Portrait of a couple kissing on the rooftop of Palacio Provincial in Old San Juan, Puerto Rico

Wholesome sunset.

     Peter and Debora’s proposal was a testament to the power of love and spontaneity. It’s a story I’ll cherish for years to come, and I wish them nothing but the best as they embark on this new chapter together. If you’re considering a surprise marriage proposal in Puerto Rico, know that the possibilities are endless, and the memories you create will be as vibrant and enduring as the island itself.

Portrait of a recently engaged couple taken by a luxury wedding photographer in Puerto Rico at Palacio Provincial in Old San Juan

Epic.

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Francisco Alvarez Francisco Alvarez

New York City Surprise Marriage Proposal

New York City surprise marriage proposal at Nubeluz at the Nomad Ritz-Carlton for an Indian couple shot by a destination wedding photographer in Puerto Rico

Surprise marriage proposal in New York City shot by a destination wedding photographer in Puerto Rico

Alysha & Justin

     The 2023 wedding season for me ended with my second Indian wedding in Puerto Rico. It was quite arguably the most rewarding event I have ever photographed. It spanned two days, had tons of moving parts and was perhaps the most gratifying wedding of which I’ve ever been part as a photographer in Puerto Rico. The groom, Sumanth, was one the kindest clients I’ve ever had; he and Nicole, his now wife, treated my team and I with the utmost care and were such a pleasure with whom to work. During the reception, he pulls me to the side and, using his peripheral vision somehow points to one of his groomsmen, Justin, and whispers that he is looking to propose to his then girlfriend, Alysha, in New York City. The reason he approached me is because my then girlfriend was living in Manhattan and Sumanth knew I would be in New York quite often; he saw it as an opportunity to collaborate even further with his friend.

     As per Sumanth’s request, I reached out privately (so as to not blow his cover) to Justin while in the city and suggested we meet for coffee to discuss the possibility of documenting his surprise proposal. We agreed to meet at a local coffee shop and, when introducing himself for the first time, he casually confessed that he told Alysha he’d be meeting with a potential client so that she wouldn’t suspect anything about odd behaving; sometimes a white lie is fair in love and war. After exchanging plesantries, Justin tells me that he’s very interested in proposing at Jose Andrés’s rooftop bar/restaurant called Nubeluz in midtown Manhattan. I immediately thought it was a great idea and was enamored at the idea of having a view that amazing as a backdrop to such an amazing moment for him. 

Portrait of a couple during a surprise marriage proposal in New York City taken by a destination wedding photographer in Puerto Rico

She said YES!

     After a few days of marinating the idea, it’s ultimately what Justin wanted so we went with it as Plan A. He, of course, was the one responsible for making the arrangements and, once he did, he kindly asked if I could come meet him the day before to scope out the venue. I typically enjoy visiting a venue that I haven’t shot at before because I thoroughly enjoy scouting for the best lighting and scenes possible so I hopped on my electric scooter and met him as requested. Upon arrival, I was floored: the views were breathtaking and, as you made your way out onto the balcony, you had the Chrysler building right in your face. I think it was the perfect choice for Justin and the hotel employees at the Nomad Ritz-Carlton seemed to agree.

     The most important reason to visit Nubeluz was to determine where exactly I was going to position myself in order to take pictures of Alysha as she waltzed in while, at the same time, figuring out how I was going to take that ever-so-important shot of Justin on one knee. After a meticulous search of ever nook and cranny, I figured out where that needed to be and we were on our way. I can only imagine it was going to be a memorable experience for Alysha and Justin but this wouldn’t go unnoticed by me seeing as how it would be my first event outside of Puerto Rico which is where most of my clientele hires me as a professional photographer. I was up for the challenge and, although it wasn’t going to be my first surprise marriage proposal, it was definitely going to feel different.

Black and white portrait of a couple drinking champagne taken by a professional photographer in Puerto Rico

Glistening…

My goal for this session was to make it seem as authentic and genuine as possible; I was meeting Alysha for the first time (I didn’t quite interact with her during Sumanth’s wedding at the Royal Sonesta in San Juan) so I definitely had to ‘feel’ her out but I was told she loves pictures so that’s something that as a wedding photographer in Puerto Rico I love to hear. I remember telling them that I wanted to be the proverbial ‘fly on the wall’ meaning that I wanted to interpose as little as possible so that I could have them interact with each as organically as possible. This is one of my secrets to getting great candid photography: give them directions, perhaps a few prompts from time to time but, for the most part: let them be.

Table for two.

Nubeluz is riddled with lovely scenes to take advantage of from lavish seating booths to wonderful couches overlooking that Manhattan skyline. The floor to ceiling windows allow for an extraordinary amount of natural light to make its way into the bar/restaurant and I made sure to use it to my advantage at all times. It made life easy in the sense that I could could have a great balance of shots of Alysha and Justin both sitting down and either leaning on the bar or standing up for an environmental portrait. The venue really brought out the atmosphere of the occasion and I think it paired well with the overall aesthetic that Justin had envisioned even before picking my brain as a professional photographer.

Portrait of a couple recently engaged at Nubeluz by Jose Andres in New York City taken by a professional photographer in Manhattan

     There’s something really special to me in shooting a surprise marriage proposal. I can only imagine it’s a nerve-racking event and it’s safe to say Justin was definitely feeling all sorts of emotions; between weddings in Puerto Rico I thoroughly enjoy photographing these the most due to the fact that it serves as a prequel of what’s to come. I get to witness how it all started, even more so when they book me to be their photographer as well. By having that initial step documented, it allows me to enhance their love story even more because I have that preface; it’s like reading part two of a trilogy without having browsed through the first few chapters. It doesn’t always happen, of course, but when it does it makes my story-telling that much more interesting.

Wedding ring shot taken by a destination wedding photographer in Puerto Rico

Just us…

     One of the best things you can do in these scenarios is to tell their story with attention to detail. During a surprise marriage proposal, the focal points are explicit: the epic moment when Justin kneels down asking for Alysha’s hand in marriage as well is the obligatory shots of the epic engagement ring with which he was going to do it. I wanted to highlight it as best as I could and I loved how this shot came out with both of their glasses in the frame as well as their hand embrace reflected on the table’s glass top. Professional photographers in Puerto Rico often forget to follow the establishing shots with medium and tight images that aid in the understanding of the activity that is taking place.

Portrait of a couple during a surprise marriage proposal taken by a wedding photographer in Puerto Rico

Kids.

     You can tell a session is going really well when you take naturally occurring shots like this one above of Alysha just soaking in the moments. Admittedly, it’s exactly what I was aiming for: two lovebirds just having the most meaninful display of their love to this day and having private conversations of what transpired to make it happen as well as thoughts of what’s about to happen moving forward. The Nubeluz bar was a great spot for photography; the staff setting up was nice enough to move out of the frame while they were setting up for opening and the mirrors in the back were a pretty good prop for getting creative as a Puerto Rico photographer. It was obviously my first time shooting here and, although I showed up just hours earlier, I was still challenging myself with anything I could find.

Mirror portrait of a young woman at Nubeluz by Jose Andres at the Ritz-Carlton Nomad in New York City shot by a wedding photographer in Puerto Rico

He sees her in him…

All in all, we had an amazing time for about the next hour or so getting as creative as possible with the best spots at the venue. It was a gratifying experience to be able to travel to New York City and capture this very special moment for Alysha and Justin. It was honestly as fun for me as it was for them! During the course of the next two days we would also work together to break the news to their parents in the lobby the following morning and in the evening the couple would rent another space so that their closest friends can also join in on their happiness. This trip was an all-encompassing experience for me as a Puerto Rico wedding photographer and one I can wish to replicate.

Silhouette of a couple in New York City taken by a Puerto Rico wedding photographer

Views.

Couple kissing at Nubeluz in New York City shot by a wedding photographer in Puerto Rico

Mademoiselle.

Intimate portrait of a recently engaged Indian couple at Nubeluz by Jose Andres shot by a wedding photographer in New York City

The future looks bright.

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Francisco Alvarez Francisco Alvarez

The Best Thing After A Destination Wedding in Puerto Rico Is A Surprise Marriage Proposal

After shooting destination weddings in Puerto Rico, my 2nd favorite thing to do is capture a surprise marriage proposal. Here’s how and why I do it!

Angelica said YES to Ivan! 💍

I’ve always believed that everything has an origin.

     Love has a mysterious way of creeping up on us when we least expect it. More importantly, it has the power to be cemented in perpetuity with one proposing the everlasting kind to another, seemingly out of the blue. This is why I am (and forever will be) a sucker for a great surprise wedding proposal. I’ve shot quite a few in the last couple of months and, after a wedding, it’s my favorite event to photograph for a few reasons I’d like to share. 

First and foremost, as a surprise wedding proposal photographer in Puerto Rico, I receive that initial, important phone call from a groom-to-be letting me know that they’re interested in getting down on one knee. This is an exciting moment for me because the first thing that pops into my head is that magical moment in which I forecast a resounding yes in my head; I can actually see the moment happening while manifesting it. Admittedly it gives me butterflies knowing I’ll have a front row seat to a couple’s forever.

That’s when the magic begins to happen.

For the most part, this is when the planning commences. A groom will usually already have a location in mind, one with which I’m very familiar for his surprise marriage proposal; if he has yet to land on a venue he likes, I’ll gladly suggest one that’s rich in scenery and mildly frequented. He, himself, has already chosen his ring and is comfortable with the idea of kneeling in front of his lady. What ensues is the logistics that will encompass that special day ahead. Location, timing and queues are all crucial in a successful outcome for me as a wedding photographer in Puerto Rico.

Dayana said YES to Ryan! 💍

Once the location is agreed upon, I take it upon myself to recall what the best spots for the action to happen are or scout the place a few days ahead to gauge a possible site. After this has been done, a day and time must be chosen in order for a Puerto Rico wedding photographer like myself to arrive about an hour early and decide my vantage point. This is paramount when it comes to surprise marriage proposals because of the fact that I must know everything from lighting conditions and sunset times to foot traffic and angles.

Then I wait patiently for the moment to arrive.

The last thing the groom and I must agree on is the queue: that ever-so-subtle signal that the moment of truth is around the corner. In the past, this has been done by a quick wink in my direction, a few rubs of their beard and even a fixing of the trousers! There are no limits to how I’m notified and it’s my job to be ready at all times. Sometimes the nerves get the best of the groom and I need to have that quick trigger finger on my camera to make sure I don’t miss it. Although this may very well be the most stressful situation a lover may encounter before their wedding in Puerto Rico, by no means is it easy on me. Fortunately, I’ve always stood my ground, kept a good, safe distance from the couple and snapped away some of the most precious moments of my career.

Tay said YES to Tife! 💍

Weddings to me will always ride shotgun when it comes to my photography; there’s no doubt about that. They are the pinnacle of love and hold a place near and dear to my heart. Surprise marriage proposals, however, although much shorter are just as sweet and heighten the passion for what I do. If you’re considering Puerto Rico as your surprise marriage proposal destination, please don’t hesitate to reach out and see if we’re a good match. Let’s make this happen…together!

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