How to Propose in Orlando: Romantic Marriage Proposal Ideas

Matthew & Alessandra's Proposal Story in Orlando

How did you meet?

Neighbors! We were in the same apartment complex, met walking her dog “Brantley”

What is your love story?

It was challenging transitioning out of the military to civilian work, she was always there to support me during my countless interviews, bringing me milk shakes and other surprises. I also found someone that enjoyed cooking and good food as much as me! She proved to be better than me at cooking however so I GLADLY handed her the head chef jacket for our home :)

What made you choose this proposal destination?

Disney has always been a special place for us, after our first trip during my birthday, we both became hooked, half of the fun is in the planning, and each time we go, we find new experiences that keep us coming back for more!

What is your proposal story?

It was a challenge thinking of a way to propose to a Hard Core Disney Fanatic, I did not want to do something cliché, so I set up a “Birthday Surprise,” I booked a room at the Grand Floridian, they upgraded us to a luxury suite (Disney Magic), I kept all the plans a secret but told her to get ready for something big, Max Ready. On the way down stairs I told her I booked a photo shoot and a private fireworks cruise. Melissa (photographer) met us downstairs, we had a wonderful photo shoot, then on the fireworks cruise, I asked the question

Best tip for proposing in Orlando

It is Risky to make plans for an outdoor proposal, the weather is unpredictable. It worked out for me, but I was watching the clouds all day hoping for good weather…. It all worked out 🙏🏻

Proposed in Orlando in June

Photo Shoot Location: Custom Route

Melissa in Orlando for Flytographer

Tommy & Kali's Proposal Story in Orlando

How did you meet?

Work

What is your love story?

I knew she was special the first time we met. We first worked together 6 years ago and once I moved on to another opportunity we no longer kept in touch due to a toxic relationship that I was previously in. I thought about her often the 3 years we didn’t speak and I knew there was something special about the connection we had. Once previous bad relationship ended Kali was the first person I reached out to. We’ve been together ever since and I’m so incredibly happy to have her in my life. I loved Kali since the first day I met her.

What made you choose this proposal destination?

We originally had planned to go to Halloween horror nights, Universal, and Disney. I wanted to make a special weekend even better!

What is your proposal story?

I told Kali to be ready to go to a date night at 2:45pm at the CityWalk. I had a driver pick us up at 2:45 to actually take us to Leu Gardens despite Kali not knowing that. We arrived at Leu Gardens and waited for the rain to calm down. We checked in and grabbed a map and I told Kali we stopped at Leu Gardens because I wanted hero show her something. We walked through the gardens until we got to the Rose Garden. I told Kali this was what I so badly wanted to show her. Her middle name is Rose and she adores roses. We took a slow walk though the rose gardens until we got to the specific spot the photographer has instructed me to go to. I told Kali I actually had a different reason for bringing her to the Rose Garden. I told her about how much I love and adore her and how I so badly want to spend the rest of my life with her. She makes me the happiest I’ve ever been in my whole life. I grabbed the ring box out of my back pocket and got down on one knee and asked her if she will marry me. She said yes and the rest is history.

Best tip for proposing in Orlando

Follow the weather forecast closely. Even though I did and the storm still somehow came out of nowhere. Florida weather is very unpredictable.

Proposed in Orlando in October

Photo Shoot Location: Custom Route

Melissa in Orlando for Flytographer

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