I didn't originally plan a Disney World Proposal.
It was mid-2005, and Christina and I had been dating for 3 years and living together for about 1/2 that time. I knew I had found the love of my life and that she was the one I wanted to marry, so I started saving for an engagement ring. Well, a whole engagement trip actually. Since neither of us wanted a huge wedding, and both of us love to travel, I decided to surprise my wife with an exotic engagement trip. I planned on calling her job and coordinating her vacation and booking a trip to somewhere romantic and unique. Belize and Costa Rica were top contenders as a Disney engagement hadn’t yet crossed my mind… but as fate would have it, that trip never came to pass, and life was about to get a LOT more interesting.
I was already in the process of saving and researching on the fateful night we stumbled upon the Disney Weddings website.
We are huge Disney fans and, by that point, had traveled together to Disney World three times, Disneyland California once and even Disneyland Paris. We had both grown up loving Disney movies and taking family trips to Disney as children, and so Disney means more than rides and people dressed up as characters to us. It’s a place where time seems to stand still. A place where whatever is going on in our hectic daily lives, we can escape and be brought back to a simpler time. It’s almost a “Greatest Hits” track of our lives – a place where some of our happiest memories swarm together and wait to welcome us back.
For those reasons and so many others, we instantly both knew this was what we wanted to do. As we looked through the options, our imaginations ran wild: private fireworks and Herald Trumpeters, Cinderella’s coach, crazy cakes, and beautiful banquet halls were just some of the possibilities that called to us. Of course, everything came with a price tag, but if we chose carefully, it wasn’t too far off from having a “normal wedding” in New York.
Suddenly we had a new priority in our lives. My plans for an overly elaborate engagement trip quickly disbanded, leaving me with enough money for an engagement ring.
"From the moment I realized that I was going to propose, until the time I actually did would be exactly 9 days - and I still needed a ring!"
It was Monday, October 3rd, 2005, and we had learned about the Disney Weddings only the night before. I was at work when my mom called, and I started telling her of our Disney wedding plans. I was lamenting that now my engagement plans were out the window, and I didn’t know how I was going to propose. I threw out ideas like just driving to Atlantic City for the weekend, and my mom countered with just going to a nice restaurant. I remember saying, “I know I’ve gotta scale it down now, but I can’t go from going to Belize to just going to dinner – next thing you know, I’ll be at the kitchen table!” Mind you, there’s nothing wrong with a proposal at a nice restaurant – but I just wasn’t ready to re-adjust my sites to that degree. I said, “it’s definitely gotta be on a trip somewhere…” – I hesitated, then proceeded with – “… well… we are going to Disney in a week and a half…”
Did I mention we love Disney? We try to go at least once a year – often overachieving our goal. When friends or family mention they are going to Disney, we usually find ourselves accompanying them as well – basically any excuse to go we’ll jump on. Additionally, my parents are huge Disney fans (hence all the great childhood memories of Disney). So it should be no surprise that when my parents planned to go to Disney for a couple days with some of their friends in mid-October 2005, we didn’t hesitate to join them. For the most part, Christina and I planned to do our own thing, but it’d be nice to meet-up for the occasional ride or dinner.
Now somehow, this trip had turned into so much more. From the moment I realized that I was going to propose, until the time I actually did would be exactly 9 days – and I still needed a ring!
Perhaps my mom’s favorite non-holiday event of the year is the annual girl’s early Christmas shopping day. This consists of my mom, sister-in-law, and then-girlfriend, soon-to-be fiancée, Christina spending the better part of the day doing lunch and… well… shopping for Christmas gifts. My mom had two sons and never had a chance to go shopping with daughters, and so relishes this special annual outing. That year, by pure luck, that was slotted for October 8th – the Saturday before our soon to be engagement trip. That date was particularly fortuitous because my soon-to-be fiancée wouldn’t be around and also of importance, my brother and father would be. I could bring them shopping with me for a ring. I often find when something is meant to be, things somehow just work. That was precisely the case here.
As the idea of getting engaged wasn’t foreign to my girlfriend and me, we had discussed what types of rings she liked at great length in the past, and I had taken copious notes. I knew when the day came that I wanted to buy a ring, I wouldn’t want to ask questions that would make her suspicious that I was shopping. My father, brother, and I arrived at a jewelry store owned by a family friend and began my quest. Before long, I found exactly what I was looking for! But it was in a book… and had to be ordered… BUT! It should be in by Tuesday. Seeing as how we had to be on a plane at 7am on Wednesday, it seemed tight… very tight… but doable. Thankfully everything went smoothly, and by Tuesday afternoon, I had the most perfect engagement ring!
As I waited for the ring, I planned how I would propose – I considered doing it at dinner in the castle at the Magic Kingdom, or on Main Street, or by the wishing well behind the castle. When the right idea finally crossed my mind – there was no mistaking it. I now had my plan, the ring, and everything was falling into place.
Finally, the day arrived – Wed, October 12th. I don’t think I’ve ever felt paranoia like the paranoia of having an engagement ring in my carry on luggage. At one point, when my wife went rummaging through my bag for a cough drop, I nearly died. I was concerned about it making it through the x-ray machine without being questioned – after all, it was in a big ring box in my bag. Every moment of carrying that ring felt like I had an immense unbearable secret.
When we arrived at our hotel, our first time staying at the Wilderness Lodge, the room wasn’t ready yet. I snuck the ring from my luggage into my pocket, dropped our bags at bag check, and off to the park we went. I insisted we head straight to the Magic Kingdom – my plan coming to fruition. I led us straight to Frontier Land. I fought to keep a steady pace even though my adrenaline was screaming for me to run. As we approached the back of the park at a casual panic, Splash Mountain came into view, and I swallowed hard, took a deep breath, and said, “let’s make Splash Mountain the first ride of the trip! I REALLY wanna ride that!” My wife shrugged and said, “OK.” We walked past the front of the ride where you can watch the flumes plummeting into the water below, and as we rounded the bend finally saw the line… it was long… about a 130-minute wait. My 130-minutes-until-fiancée looked at me, raised an eyebrow, and asked, “are you sure you wanna wait on that?” I responded with an uncharacteristic, “yeah – I’d just really like that to be our first ride this trip.” To my shock, Christina responded with an uncharacteristic, “OK.”
To really grasp the gravity of the conversation that just took place, one would need to consider the facts that 1) We had ridden Splash Mountain tons of times in the past – on one particularly eventful trip, we managed to ride it 14 times in a row with no wait. (and by the 14th consecutive ride on Splash Mountain, one starts to get creative) 2) We are proud of all the ways we’ve learned to outsmart the crowd, 3) Fastpass did exist at the time, and we opted to wait instead of using it.
"By the 14th consecutive ride on Splash Mountain one starts to get creative"
Again – I’ll chalk all of this up to – when something is meant to be, things just fall into place. I mean, I suppose one could argue that the 130-minute wait wasn’t exactly “in place,” but I think it actually gave my parents and their friends time to get to the bottom of Splash Mountain and set up a video camera.
As our time wait elapsed, we found ourselves at the front of the queue with a smiling cast member beckoning us to our row. It was at this moment that I suddenly realized the ring was in my right pocket, and I was in my usual position to board second, my one-big-drop-away-from fiancée would be on the wrong side of me as I pulled the ring box from my pocket!
With a dry mouth I asked one of the final 2 questions, “Umm… I just realized I always sit on the right side… and I think we should switch places this time…”. (At least that’s how I remember it. If you ask my wife, she’ll say it was something more like my pushing past her while announcing, “I wanna go on this side this time.” I’ll leave it to your imagination who remembers more accurately) Fortunately, I’m apparently neurotic enough in ordinary life that while my one-big-question-away-from fiancée did raise an eyebrow again, she consented and didn’t really think much more about it.
The ride began, and it was the most nervous I’d ever been on a Splash Mountain – including the very first time I rode it when I was 11, terrified of big rides, and still convinced I almost flew out of the thing. Each little drop and story segment brought us that much closer to the big question. Would I be able to time it correctly? Although I had the ring tied into the box with a piece of string and the box rubber-banded to my wrist… would this somehow go horribly wrong and leave an essential and expensive piece of jewelry careening down a cliff unaccompanied never to be seen again? Also, I was almost positive she’d say, “yes”… but … would she?
Our vehicle finally made its way into the final scene before the drop. Brer Rabbit had been captured, and the vultures were giving their farewell taunts. At the time, however, I didn’t notice any of this. I was struggling to free a ring box from my pocket without being seen, and trying to make last-minute decisions as to what I would say. We started the slow climb up for the final epic drop. Ring box in sweaty hand, I directed my attention to the love of my life sitting by my side. I started my attempt at a romantic spiel. I wish I could say I’ve never forgotten what I had said, but the truth is neither of us remembers. Both of our minds were too busy racing by this point. Mine with what I was about to do… and Christina’s with the impending drop.
It’s probably a good time to mention that my wife is just as afraid of Splash Mountain now as she was then. While she enjoys it, and we’ve ridden it many times, she’s not a huge fan of thrill rides, so the drop gets her every time. Just look back at the picture above – we rode it 14 times that day, and each time we’d get off, she’d say, “wanna do that again?!” – but that scream above is genuine – and that was after riding it 14 times…
Truth is, I knew she wouldn’t be paying attention to anything I said on the way up – but it would be bizarre to randomly present a ring without having spoken. I blathered on while my “seconds-away-from” fiancée stared intently at the ever-growing glimpse of the sky at the end of the climb, and locked her nails further into neoprene coating of the grip. I do remember telling her how much I love her; at that moment, her intense staredown with the ride momentarily lapsed. She quickly, with one eye still on the path ahead of her, directed 1/3 of her attention my way and responded, “yeah… love you too” – and gave me the quickest peck on the lips as her attention yielded back to the ride.
We had reached the precipice.
As any loyal theme park aficionado knows, no roller coaster, nor log flume, nor freefall ride would be worth it’s salt if it threw you over the edge without granting you that sweet moment to question what for of hell you’ve just signed up for. It was at this moment that I finally got to pop the question – “Christina, will you marry me?”. I instantly had 100% of her attention as she strove to process everything happening – the imminent doom ahead of her and the life-changing question next to her. Her first response was, “Are you serious? Is that a real ring?”, and when I assured her it was, she said somewhere between “YES!” and “YEEEEAAAAAAAAAAAAAAAAHHHHHHHHHHH!!!!!!!” as by this point we were heading over the cliff.
We splashed down, with tears in her eyes she asked me, “Did I say yes? Cause YES!”. As we made our way off the ride and into the gift shop, still reeling, we were met by my enthusiastic parent and their friends. As cast members learned of what just transpired, we were presented with a magical moment certificate. People often ask me if she was surprised. I respond, “of course, I even surprised myself!”
While it would still be nearly 3 years from this moment until we eventually married in Disney, our adventure was well underway!
Continue to read along as we plan our wedding!
Coming soon: follow us as we finish planning and finally host our Disney Wedding! Then, come with us on our magical Tahitian honeymoon!
What a great story!!! <3
Aww. So cute. Thanks for sharing your awesome engagement story.
Ps. You’re a great writer! 😊