Reilly & Thu's Proposal Story in Dallas
How did you meet?
Friends/Family
What is your love story?
R: I think once you know, you know. I knew I wanted to propose for awhile, and it was mainly a matter of figuring out the best way to do it. We've grown so much as a couple over the past few years, and I wanted to make sure I tried to make a special moment just that.
What made you choose this proposal destination?
R: Flippen Park is a beautiful park with great scenery, in a historic part of Dallas. We had pictures done at this park before for a previous life event, so it was nice to return. I knew I wanted to propose in a more secluded location, and I felt this park was a great place to return to.
What is your proposal story?
T: Leading up to the proposal, Reilly had told me that we were attending a university alumni event. Little did I know, a beautiful setup was waiting for me in the gazebo. Reilly talked about our love story and past memories, got down on one knee, and asked if our future could be one forever together. He surprised me by arranging for our families and closest friends to celebrate together after.
Cody & Samantha's Proposal Story in Chicago
How did you meet?
Work
What is your love story?
We worked together for over a year and then I was moving back to Michigan and she came with me. We’ve been inseparable since!
What made you choose this proposal destination?
Chicago was our first trip together and we have been back twice a year since we’ve been together. Very special place for us!
What is your proposal story?
The plan was to just go to north avenue beach and walk along the lakefront. Sam thought we were going just to get some pictures of the skyline since we haven’t been to this part to view the skyline before. But that’s where I decided to propose and surprise her.
Best tip for proposing in Chicago
We get around the city almost exclusively walking and taking the L trains. But I didn’t realize where we were going on the beach wasn’t the easiest to access this way, so I wasn’t prepared to get an uber until we needed to leave, but that’s where was about it
Proposed in Chicago in June
Photo Shoot Location: North Avenue Beach
Carter & Valeria's Proposal Story in San Sebastián
How did you meet?
School
What is your love story?
Valeria and I were brought together by our professor, who told us several years ago that we should marry as soon as he found out we were dating. Getting through grad school afterwards, together at times and apart for others, gave us time to explore what our relationship meant to us and how we would be together in the long run. She showed me in many ways during that time that she is a deeply loving and caring person with a boundless enthusiasm for life, no matter how simple or hectic it can be at times. We both took a while to get to where we were finally completely certain we wanted to commit to forever with one another, but I think it happened for both of us right around the same time. Valeria's patience and her ability to consider others, no matter how difficult, led to an unbreakable trust in the end that made it easy to propose to her.
What made you choose this proposal destination?
We had been to a different part of Spain together before and had a great time, and since then had looked forward to returning. I got the opportunity to return this summer and asked Valeria to join me; I thought the coast of San Sebastián would make a beautiful location for the proposal.
What is your proposal story?
We had a peaceful breakfast early in the morning in the southwest end of San Sebastián, then took a stroll together towards Miramar Palace, which we had seen from the Old Quarter before. Valeria had just asked me along the way when I was going to ask her father for her hand, which unbeknownst to her I had already done. Once we got to the palace gardens, we walked down to the coastal lookout and I pulled her aside between two palm trees to pop the question.
Proposed in San Sebastián in June
Photo Shoot Location: Custom Route
Patricia in San Sebastián for Flytographer
Timothy & Laura's Proposal Story in Lake Como
How did you meet?
Friends/Family
What is your love story?
We met in New Orleans during Super Bowl weekend. I had come into town for the game as a lifelong Chiefs fan, and Laura is a New Orleans local. The way we connected felt almost too coincidental to be real, since my college roommate had grown up with Laura and gone to the same school as her in Baton Rouge. We grabbed coffee while I was in town and hit it off right away, though with two different states between us, we both figured it would stay a friendship. Then later that same month, we happened to be in the same city at the same time again, and this time we got dinner. We fell in love and have been inseparable ever since. Looking back, every coincidence that kept bringing us together feels like it was leading somewhere all along.
What made you choose this proposal destination?
I wanted a setting that matched how I felt about Laura, and Lake Como is simply one of the most beautiful places in the world. Villa del Balbianello in particular stopped me in my tracks. It sits right out on a point over the water, with cypress-lined terraces and a view of the lake and mountains that feels almost unreal. It is grand and intimate at the same time, which felt exactly right for the moment. We had built a trip through London and Milan around it, but Como was always the heart of it, and the villa was always where I knew I wanted to ask her.
What is your proposal story?
We spent the day on Lake Como taking it slow, a relaxed morning and a little time by the water, and in the late afternoon we took a boat across the lake to Villa del Balbianello. Because we always take pictures on our trips to remember them, Laura thought this was just another photoshoot. We wandered the villa's terraces with the lake and mountains all around us, taking photos and having a wonderful time, with no idea on her part of what was really coming. Then the sun began to set, the light turned golden over the water, and the moment was right. That was when I asked her to spend the rest of her life with me, and she said yes, with the camera there to capture every second of it. Afterward we took the boat back across the lake at golden hour and celebrated over dinner at a lakeside table, still not quite believing it had finally happened.
Best tip for proposing in Lake Como
My best advice is to lean on the photoshoot. Because we already take photos on every trip, booking one didn't raise any suspicion, and it gave me a natural way to have a photographer there without giving anything away. Trust them on the details too. Ours waited for the light to be just right rather than rushing the moment, and that patience is the difference between a nice photo and one you will frame forever. Beyond that, pick a place that actually means something for the two of you rather than just the most famous backdrop, and if you can, work with someone local who knows the area. Ours pointed us to the right restaurants, helped arrange the boat, and knew every good spot, which took a huge amount of stress off me and let me just be present. Finally, build in time to celebrate afterward. Having dinner booked and a relaxed day around the proposal meant we got to actually enjoy being engaged instead of scrambling.
Proposed in Lake Como in June
Photo Shoot Location: Custom Route
Mattia and Maria in Lake Como for Flytographer
Jetmir & Ornela's Proposal Story in Lake Como
How did you meet?
Friends/Family
What is your love story?
We met while traveling, at a concert where a mutual friend introduced us. In the middle of all the noise, the crowd, and the chaos, she stood out to me immediately. I’ve always been someone who enjoys the simple things — I don’t smoke, drink, or go out much — and she was the only other person there who seemed to be enjoying the moment in the same quiet, genuine way. We talked throughout the night, and something about her felt familiar, easy, and real. Later that week, I asked her out on a date. In a playful moment, I jokingly asked if she would marry me. She laughed and told me she’d “sleep on it and get back to me.” That small exchange told me everything I needed to know — she matched my simplicity, my humor, and my heart. From that moment on, I knew she was the one.
What made you choose this proposal destination?
I chose Lake Como because it felt like the perfect reflection of who we are together. My partner loves the mountains, and I’ve always been drawn to the calmness of the water — and Lake Como offered a rare blend of both. It was a place neither of us had explored before, yet it carried an international charm and a sense of timeless romance that made it feel instantly special. It was also close enough to Paris to fit naturally into our travels, but far enough away to feel like a true escape. I wanted our proposal to happen somewhere beautiful, peaceful, and meaningful — a place where her love for the scenery and my love for the water could meet in the middle. Lake Como became the perfect backdrop for the moment we chose each other.
What is your proposal story?
The day of the proposal, I was more nervous than I expected. I kept overthinking every detail, hoping the moment would feel as special as I imagined. We spent the day walking around Lake Como, and even though everything was beautiful, I couldn’t shake the butterflies. What I didn’t know was that she had already figured out what I was planning. All the signs I thought I was hiding — she saw them instantly. So while I was quietly stressing, she was simply enjoying the day, waiting for me to catch up to the moment. When I finally asked her to marry me, she smiled in a way that made all the nerves disappear. Later she told me she knew the whole time, and that my nervousness was unnecessary — but sweet. It ended up being simple, genuine, and perfectly us.
Best tip for proposing in Lake Como
I would highly recommend choosing Mattia and Maria as your photographers — their professionalism, warmth, and ability to capture emotion made our experience unforgettable. Beyond that, planning ahead is essential. Lake Como is incredibly popular, so it’s important to book your boat reservations and villa visits well in advance. Having those details secured lets you relax and focus on the moment, which makes the proposal feel even more special.
Proposed in Lake Como in June
Photo Shoot Location: Custom Route
Mattia and Maria in Lake Como for Flytographer
Hugh & Gwyn's Proposal Story in Boston
How did you meet?
Nicholas & Ally's Proposal Story in Nice
How did you meet?
School
What is your love story?
I just knew, we've been dating for just over 2.5 years now and I've known I wanted to marry her the whole time!
What made you choose this proposal destination?
We planned a trip to France after her graduation and I figured that would be the perfect time to do it!
What is your proposal story?
Rented a boat in the morning, just us two. And went for a walk on a path near the beach where the photograph was waiting and I proposed.
Best tip for proposing in Nice
Ubers can sometimes take a while, so have one scheduled or get to the location early.
Puneet & Navnoor's Proposal Story in Cascais
How did you meet?
Social Media
Proposed in Cascais in May
Photo Shoot Location: Santa Marta Lighthouse
Karli & Lyndsey's Proposal Story in Valencia
How did you meet?
What is your love story?
We’re the same type of weird - we goof off and complement each other perfectly in life and this was all obvious from the first date 4 years ago.
What made you choose this proposal destination?
I chose a beautiful city abroad that we’ve never been to because I thought the adventure fit our story perfectly - and we have heard Valencia is very LGBTQ friendly so it was a safe location
What is your proposal story?
I told Lyndsey that I scheduled a photo shoot during our time in Valencia at a beautiful garden because she always says we don’t have enough photos together. I planned behind the scenes with my photographer and mid-shoot I popped the question. Lyndsey was overcome with emotion and the moment was perfect!
Best tip for proposing in Valencia
Monforte garden was beautiful, private, and perfect!
Antonio & Micayla's Proposal Story in Florence
How did you meet?
Work
Proposed in Florence in June
Photo Shoot Location: San Miniato Church & Piazzale Michelangelo
Chris & Tess's Proposal Story in Florence
How did you meet?
Garrett & Tammy's Proposal Story in Lake Como
How did you meet?
School
What made you choose this proposal destination?
We had already planned a two week trip and lake Como seemed like the best opportunity to do it.
Best tip for proposing in Lake Como
Do it early in the morning to avoid crowds. It was great at 9:30am.
Proposed in Lake Como in June
Photo Shoot Location: Bellagio
Jean Roberto in Lake Como for Flytographer
Vrind & Swikriti's Proposal Story in Banff
How did you meet?
Work
What is your love story?
Our story began as simple coworkers, which blossomed into a deep friendship, and eventually led us on a beautiful rollercoaster ride toward realizing we were meant for each other. Right from the start, we both knew we had found the one person who could bring endless happiness, strength, and love into our lives. To top it all off, even nature seemed to celebrate our proposal at the lake—the sun hid behind the clouds, choosing to break through and shine its light only when she smiled and wanted it to.
What made you choose this proposal destination?
Rockies and nature
Dipesh's Proposal Story in Positano
What is your proposal story?
From the beginning, being with her felt easy. We shared the same values, made each other laugh, and genuinely enjoyed spending time together no matter what we were doing. The more life we experienced together, the more certain I became that she was the person I wanted to spend the rest of my life with. By the time we planned our first international trip together, I already knew I wanted to ask her to marry me. Positano felt like the perfect place for such an important moment. It was our first international trip together and my first time visiting Europe, so the trip already felt incredibly special. The beauty of the Amalfi Coast, the unforgettable views, and the excitement of sharing a new adventure together made it the ideal setting to start the next chapter of our lives. My now-wife had absolutely no idea a proposal was coming. I worked with Peppe to plan everything in advance so the moment could be captured without giving away the surprise. Originally, we had planned a sunset shoot, but rain forced us to change plans at the last minute. Thankfully, Peppe was incredibly accommodating, and we rescheduled for the following day. When the moment finally arrived, I was definitely nervous, but everything came together perfectly. Seeing the surprise on her face is something I'll never forget. Peppe captured every emotion, and now we have photos that allow us to relive one of the happiest days of our lives.
Best tip for proposing in Positano
Don't stress if everything doesn't go exactly according to plan. The weather can change quickly, so having a flexible photographer and proposal plan is important. Also, trust your photographer's local knowledge—they know the best locations and lighting conditions. Most importantly, enjoy the moment. The proposal itself goes by so quickly, and it's easy to get caught up in the planning. Take a second to soak it all in.
Proposed in Positano in May
Photo Shoot Location: Positano Village
Pasquale and Peppe in Positano for Flytographer
Justin & Larissa's Proposal Story in London
How did you meet?
Music Festival
What is your love story?
The jokes
What made you choose this proposal destination?
It was day 1 of a long Europe trip. I wanted us to celebrate the entire trip!
What is your proposal story?
.
Best tip for proposing in London
Get to locations early. Weather changes frequently so be prepared.
Johnny & Nina's Proposal Story in Kyoto
How did you meet?
Friends/Family
What is your love story?
She's the person who fully understood me and loved me whole heartedly.
What made you choose this proposal destination?
The first time she visited Japan she told me that she loved Kyoto. So I made sure to do it there to have another excuse for use to keep revisiting Japan!
What is your proposal story?
I just wanted to make it special. A lowkey theme in the park. Something secluded but magical. Something simple but beautiful.
Best tip for proposing in Kyoto
The hardest part will be making sure to wake your gf up early to beat the crowds while keeping the proposal a secret.
Proposed in Kyoto in May
Photo Shoot Location: Higashiyama District
Coo and Yurika in Kyoto for Flytographer
Daniel & Angel's Proposal Story in Cinque Terre
How did you meet?
Friends/Family
What is your love story?
There wasn’t one exact moment where I suddenly knew. It happened over time. The more life we shared together, the more I realized that every good day was better because she were in it, and every challenge felt easier because I had her beside me. I stopped imagining my future and started imagining our future. That’s when I knew.
What made you choose this proposal destination?
The colourful houses stacked on the cliffs above the Mediterranean Sea create one of the most romantic settings in the world. It feels different from a typical beach, city, or mountain proposal.
What is your proposal story?
I chose Riomaggiore in Cinque Terre because it had always been a dream destination for us and felt like the perfect place to start the next chapter of our lives. After months of planning our Italy trip, I knew there couldn't be a more beautiful and meaningful location to propose. The proposal itself was incredibly special. Surrounded by the stunning scenery of Riomaggiore, I asked my best friend to marry me. It was a moment we'll never forget, and having it captured so naturally and beautifully means we can relive those emotions for years to come. From the planning right through to the proposal, everything felt seamless, and we're so grateful to have these memories preserved forever.
Proposed in Cinque Terre in May
Photo Shoot Location: Riomaggiore
Gaia in Cinque Terre for Flytographer
Shiv & Poonam's Proposal Story in Rome
How did you meet?
Friends/Family
Nicklaus & Gabriela's Proposal Story in Kyoto
How did you meet?
In person out at a bar!
What is your love story?
I knew very early on on our second date when we were talking to one another about what we both wanted out of life, our shared values and the vision we both had for the future
What made you choose this proposal destination?
We both wanted to visit Japan and I knew how beautiful Kyoto is during cherry blossom season. I had googled best places to propose in Kyoto
What is your proposal story?
We woke up early in the morning, took the train from Tokyo and got to Kyoto. Checked into our hotel and then ubered to the philosophers path where I proposed.
Best tip for proposing in Kyoto
The philosophers path during March is perfect for Cherry blossom season
Proposed in Kyoto in April
Photo Shoot Location: Philosopher's Path
Coo and Yurika in Kyoto for Flytographer
Patryk & Samantha Brayton's Proposal Story in Positano
How did you meet?
School
What is your love story?
Our relationship always felt natural from the very beginning. No matter what we were doing, we genuinely enjoyed being around each other and could always make each other laugh. Over time, we realized we shared the same values, goals, and vision for the future, which made everything feel easy and right. I knew they were “the one” because they’ve always been the person I want to share every moment with. They support me, make me a better person, and somehow still make everyday moments feel special.
What made you choose this proposal destination?
I chose Positano because it always felt like one of the most romantic and beautiful places. The views, the atmosphere, and the coastline made it feel like the perfect setting for such an important moment in our lives. We wanted somewhere unforgettable where we could not only celebrate the proposal, but also enjoy an amazing trip together.
What is your proposal story?
The proposal day was honestly perfect, but the hardest part was convincing her to get up and ready at 7 AM without making it obvious something was going on. I kept trying to act normal while also making sure we got to the location on time. Once we arrived, though, it was completely worth it. The views were unbelievable, the town was quiet and peaceful with barely anyone around, and it felt like we had the whole place to ourselves.
Best tip for proposing in Positano
Honestly, every location in Positano feels like a perfect proposal spot because the views are stunning everywhere you go. It’s hard to make a wrong choice there. One thing I would definitely recommend is doing the proposal early in the morning, because there are barely any people around. It makes the moment feel much more private and peaceful, and your photos turn out amazing without big crowds in the background.
Proposed in Positano in May
Photo Shoot Location: Positano Village
Barbara and Claudio in Positano for Flytographer
Andrew & Analise's Proposal Story in Nice
How did you meet?
School
What made you choose this proposal destination?
I looked at a few locations for our Europe trip, but Jeremy had a great portfolio and great ideas for the location!
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