Posts in Real Proposals
Sean and Brittney | Babymoon Shoot turned Tiki-Suite-Surprise Proposal!

How do you get your girlfriend not only to a floating tiki hut hotel room on the water without her getting suspicious that “something is up”, but also have a photographer there to capture the moment when you propose as well!? You tell her you booked a surprise maternity shoot - “that’s right…we’re going to take photos of the baby bump, honey!” - and make said proposal spot the “second location” of the photo shoot! Check out Sean and Brittney’s epic on-the-water sunset proposal in Key West!

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Ryan and Faith | A Sugarloaf Key Scavenger Hunt ends with a Sammy Creek Proposal

Gotta love a clever proposal story! Ryan had created a scavenger hunt for his girlfriend, laying clues for her to find all around the islands of the Lower Keys…some nearby, some accessible only by jetski….and they would spend the day looking for them. The most exciting part would come at the end, when the final stop would reveal none other than the Engagement Ring that Ryan had been keeping a secret all along!

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Ali Asks Gina to Marry Him on the Beaches of Key West

Six years ago, Ali was a busy university student, when he got invited to attend a back-to-school themed party. It was there that he met Gina, and the rest - as they say - was history. It was on a scheduled trip to Key West, Florida, when Ali decided he wanted to ask Gina to marry him, and what better place than the beautiful beach at sunset?

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Tyler Proposes to Tracie at the Ernest Hemingway Home

Tyler’s girlfriend loves to read, so when they planned their trip to Key West, he knew that he wanted to incorporate her love of Ernest Hemingway novels into the trip somehow. When I suggested he propose at the Hemingway House, he loved the idea, so we put the plans into motion, getting the necessary permissions from the team there. The day arrived, and while I hid in an undercover spot, I was able to capture this important moment as he asked his girlfriend to marry him!

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Matt and Jordan's Undercover Proposal in Key West

When you’re getting ready to ask the love of your life to marry you, what better place than with the clear blue waters of the Atlantic Ocean behind you? Such was the scene when Matt popped the question, and I was there to document the moment, hidden in the bushes as it took place.

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Ryan and Jasmine - A Rooftop Fortress Style Key West Proposal

When Ryan called me to discuss his plans to ask his girlfriend Jasmine to be his wife, he said "Whatever we do, I want her to feel really special,” landing with the decision to do it atop the historic fortress at Fort Zachary Taylor Historic State Park, high up over the park and overlooking the ocean in the background.

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Nick and Alyssa - A Proposal in Paradise

As far as Alyssa was aware, it was to be only a beautiful trip to Key West, Florida.  But what she didn't know was that her boyfriend Nick had been secretly planning a very big day.   Under the blue skies of paradise with the sound of the ocean in the distance, Nick popped the question and Alyssa said yes!

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