https://nilkagissell.com/planning-a-surprise-proposal-during-a-couples-session-in-old-san-juan-puerto-rico/Old San Juan never fails to set the stage for unforgettable love stories, and this surprise proposal at Hotel Villa Herencia was no exception! With its charming cobblestone streets, historic forts, and vibrant colonial architecture, Old San Juan is the perfect backdrop for popping the question. And let’s be real—when your proposal is a total surprise and caught on camera? Chef’s kiss!
The Perfect Hidden Spot for a Proposal
This couple’s love story led them to stay at Hotel Villa Herencia, a boutique gem nestled in the heart of Old San Juan. Little did one of them know, a life-changing moment was just a few steps away. As they stepped out of their hotel room, I was hiding in plain sight, camera in hand, ready to capture the raw emotions of the moment.
And just like that—he got down on one knee. 💍✨
Cue the happy tears, joyful laughter, and that YES we were all hoping for!
Strolling Through Old San Juan for Engagement Photos
Once the initial excitement settled, we set off on a dreamy engagement session through some of Old San Juan’s most picturesque spots. Our first stop? Caleta de las Monjas, a quiet and colorful street that feels straight out of a fairytale. (Seriously, if you’ve never walked through here, add it to your must-see list!)
From there, we made our way to the iconic sentry boxes, where the couple shared sweet moments with the breathtaking ocean views in the background. And, of course, no Old San Juan engagement session is complete without a stop at El Morro—where history, romance, and golden-hour magic collide.
Planning a Surprise Proposal in Old San Juan? Here’s What You Need to Know!
Thinking of proposing in Old San Juan? Here are a few pro tips to make it unforgettable:
✔ Pick the Perfect Spot – Whether it’s a charming street, a hidden courtyard, or one of the famous forts, location is key. ✔ Work with a Photographer (Hi, that’s me! ) – A well-planned surprise proposal means having those raw emotions beautifully captured forever. ✔ Timing is Everything – Sunset proposals? Always a win. Early morning proposals? Less crowded, more intimate. ✔ Go with the Flow – Puerto Rico’s tropical weather can be unpredictable. A little drizzle? No problem! It only adds to the romance.
Let’s Plan Your Dream Proposal in Puerto Rico! 💕
Planning a surprise proposal can feel nerve-wracking, but that’s where I come in! If you’re dreaming of an Old San Juan proposal, I’ll help you choose the best spot, coordinate the details, and make sure your partner has no clue until the moment arrives. Ready to pop the question? Let’s make it happen! 📸✨
Contact me today to start planning your perfect Puerto Rico proposal!
