How to Create the Most Unforgettable Surprise Proposal in St Augustine
- Amanda Provenzano
- Apr 30
- 3 min read
St. Augustine is one of the most romantic cities in the country, it's no wonder that couples choose this charming city to pop the question! It's the perfect setting for a surprise proposal that will leave your partner speechless. If you're thinking of planning a surprise proposal in St. Augustine, you’re in the right place!
As a local photographer who specializes in capturing proposals, engagements, and elopements, I’ve seen first-hand how a bit of thoughtful planning (and some local insight) can turn a good proposal into an unforgettable one! Here’s exactly how to plan the perfect surprise proposal in the nation’s oldest city.

Choose the Perfect Location
Not all proposal spots are created equal, especially in a city as scenic as St. Augustine! Here are a few factors to consider:
Privacy: Think about how comfortable your partner will be with an audience or a private setting is preferred.
Lighting: Golden hour (just after sunrise or before sunset) offers the most beautiful natural light.
Backdrop: Do you want a beach vibe, a historic look, or something lush and green?
Aim for a spot that resonates with both you and your partner!
Best Places to Propose in St. Augustine
Vilano Beach at Sunrise: Peaceful, golden, and romantic.
Aviles Street: A tucked-away street with old-world vibes.
The Lightner Museum: European charm and elegance.
Need help picking the best spot for your moment? I’ve scouted dozens of locations and can help match the vibe you’re envisioning!
Plan the Details
Once you’ve picked the location, focus on the finer details that will make your proposal special.
Sunset/Sunrise Times: They vary seasonally!
Setting the Scene: Think about additional touches. Will you bring flowers, a heartfelt message, or even a small picnic? These thoughtful details can elevate the moment!

Hire a Proposal Photographer!
Capturing the exact moment your partner realizes what’s happening, the gasp, the joy, the "yes", is pure magic!! A photographer will:
Help you plan logistics (timing, location, lighting).
Capture the candid moment discreetly.
Stay for a short engagement session after the proposal.
Maintain the Element of Surprise
The key to a memorable proposal is maintaining an element of surprise. Plan a day leading up to the big moment that keeps your partner guessing! For example, consider a fun day exploring St. Augustine, visiting museums, and dining at a nice restaurant before heading to your proposal spot.
Incorporate a Meaningful Activity: This adds a layer of excitement and personal connection.
Dress to Impress: Your partner will appreciate your effort in making the day special!

Celebrate After the Proposal
Whether you’re keeping it low-key or planning a surprise dinner with family, having a post-proposal celebration adds to the magic! Some local favorites:
The Floridian: Locally-sourced Southern food
Casa Reina Taqueria & Tequila: Stunning rooftop views of the bayfront, festive vibes, and amazing margaritas, perfect for toasting your "yes!"
Ice Plant: A craft cocktail bar inside a historic ice factory
Wrapping Up Your Perfect Surprise Proposal in St. Augustine
Planning a surprise proposal in St. Augustine doesn’t have to be overwhelming. With a little preparation and the right local support, it can be seamless, beautiful, and unforgettable!
Ready to propose? I’d love to help you plan and capture the big moment!
Contact me here to start planning your surprise proposal! 📸
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