Ernest and Gloria’s story started a little closer to home. The two met through Gloria’s sister, who happened to be a close friend of Ernest’s. When Gloria came to San Francisco to visit her sister, Ernest finally got the chance to meet her. What started as getting to know each other turned into something much more meaningful. They spent time talking, learning about each other, and eventually decided to take the next step into a relationship.

After about two years together, Ernest knew he was ready to take another step!

When he reached out to Engaged on Maui, he already had a pretty good idea of what would make the moment special for Gloria: a sunset, the beach, and a little romance. He wanted to create a proposal that felt thoughtful and intimate while still giving them a chance to celebrate afterward.

And that’s exactly what they did.

The Plan

When Ernest first contacted us, he had already put a lot of thought into what Gloria would love. He shared that her favorite place was the beach and that sunset was her favorite time of day. Naturally, a Maui beach proposal at sunset felt like the perfect fit.

His original idea was simple and incredibly personal. He imagined starting the evening with dinner nearby, giving Gloria a letter to read, and then taking a walk down to the beach together. As they walked along the water, they would eventually reach the perfect spot. Ernest would turn toward Gloria, get down on one knee, and ask her to marry him.

We loved the heart behind his plan.

Rather than making the proposal about an elaborate production, Ernest wanted the focus to be on the two of them. He wanted to create a moment that felt romantic without feeling over-the-top.

As the plans came together, we decided to add one more special element to the evening: a romantic picnic on the beach with Maui Luxe Picnics.

The picnic gave Ernest and Gloria a beautiful place to celebrate after the proposal and turned the evening into more than just a single moment. They could take their time, enjoy the view, and actually celebrate their engagement together.

Of course, planning a proposal in Maui also means thinking about all the little details that can be easy to overlook when you’re planning from afar. Timing, location, setup, photography, and making sure everything happens without giving away the surprise all become part of the plan.

That’s where having a proposal team can make such a difference. Ernest got to focus on the big question while we helped bring the details together behind the scenes.

The Proposal

Then came the moment they’d been planning for.

With the beach, the ocean, and the Maui sunset setting the scene, Ernest and Gloria made their way toward the water. Everything about the evening felt relaxed and intentional, giving them time to enjoy being together before the big moment.

And then Ernest asked the question. He got down on one knee and asked Gloria to marry him at their sunset picnic proposal.

She said yes, obviously!

After the nerves and excitement of the proposal, the two got to celebrate together at their romantic beach picnic. The beautiful setup by Maui Luxe Picnics gave them a private space to slow down, enjoy the evening, and take in the fact that they were officially engaged.

There’s something pretty special about being able to go from “Will you marry me?” to “We’re engaged!” and immediately celebrate with the person you love, with the Maui coastline in the background.

For Ernest, the proposal was about giving Gloria a moment that felt personal to her. He knew she loved the beach. He knew she loved sunset. And after two years of falling more in love with her every day, he knew he wanted to make this next chapter something they would always remember.

We were so honored to help bring Ernest’s vision to life and be part of such an important moment in their story.

Congratulations, Ernest and Gloria! Here’s to the next chapter, plenty of sunsets, and a lifetime of saying yes to adventures together.

Planning your own Maui proposal? Whether you’re envisioning a romantic beach picnic, a quiet sunset proposal, or something completely unique to your relationship, Engaged on Maui is here to help make the planning easier and the moment unforgettable.

Want to check out other intimate proposals? Check out some of our latest blogs!

A Maui Picnic Proposal | Romantic White Orchid Beach House Proposal | A Surprise Romantic Proposal

Looking for tons of proposal inspiration or other sunset picnic proposals? Follow us on Pinterest!

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The post Sunset Picnic Proposal | Ernest & Gloria | White Orchid Beach House appeared first on Engaged on Maui | Maui Proposal Photographer.

Justin and Allie’s perfect oceanfront Maui picnic proposal came to life after Justin had sent us a message with all of his dreams and plans. Justin wanted to go big. He did not want to hold anything back when it came to impressing Allie. These two lovebirds met on a dating app in 2020 and the rest was history. When they booked their trip to Maui, Justin knew this was the perfect time to pop the question.

THE PLAN:

Justin came forward and wanted something extravagant to walk Allie towards, so the ‘Marry Me’ letters and a bunch of romantic florals seemed like the perfect fit. He preferred a late afternoon or evening proposal so he could give Allie the most romantic dinner afterwards. Photos and videos were super important so we made sure to capture it all happening.

THE PROPOSAL:

The day-of was magical—with the big Marry Me letters framed by lush floral arrangements set against the backdrop of the shimmering ocean.

Allie said yes, and the couple celebrated with a dreamy picnic filled with laughter, love, and picture-perfect moments. Afterward, we captured their joy with a mini engagement session on the beach, the golden hour light perfectly complementing their radiant smiles.

We recommended one of our favorite spots and Justin and Allie enjoyed a romantic dinner at sunset. Dining with an unforgettable ocean view. A perfect start to their forever story!

Justin and Allie: Thank you for choosing Engaged on Maui to plan and document your gorgeous engagement! Your romantic Maui picnic proposal with the stunning MARRY ME letters was certainly one for the books!

Simple Proposal Package | Picnic: Maui Luxe Picnics

Want a romantic private proposal like this one? Contact Engaged on Maui!

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This private oceanfront proposal in Maui with a champagne picnic and MARRY ME letters was a dream come true!

THE PLAN:

Adam was full of ideas for his engagement to Michelle. Since privacy was very important to him, our office manager Tiffany discussed all of the private proposal locations on Maui.

Adam also loved the idea of incorporating a picnic and impressive MARRY ME letters into his proposal. These types of props aren’t allowed on the beach in Hawaii, so we had to make sure the proposal venue was a good fit for the set up he was envisioning. Spirit of Aloha Oceanfront Botanical Gardens was perfect! We looped Maui Luxe Picnics in to help us set the scene for Adam and Michelle’s elegant proposal and the plan was coming together!

THE PROPOSAL:

Adam was able to score reservations at Mama’s Fish House, one of our favorite Maui restaurants for celebrating. However, the reservation was for late afternoon and they already had plans in the morning, so we needed to schedule the proposal for early afternoon.

Afternoon is not normally an ideal time frame for proposal photography in Maui. The brighter lighting also meant the lights on the MARRY ME marquee letters would not be visible, but looking at these photos, everything turned out beautifully! We were blessed with a gorgeous day and the full sun made all of the colors pop.

Adam really listened to all of our instructions. He led Michelle to the right place and proposed where we needed him to. He stayed down on one knee for a long time, so our photographer Chantelle was able to follow them and get close ups of Michelle’s reaction as well as wide shots showing off the gorgeous surroundings. Adam even made sure Michelle’s nails were done so we could get photos of her showing off her shiny new engagement ring.

THE ENGAGEMENT SESSION:

Knowing they were going to enjoy an amazing meal after their engagement session, Adam requested the picnic just have a bottle of champagne. It was a fun way to incorporate a picnic without feeling like they were going to get too full, use up a lot of their photo time eating, or waste any food.

After their champagne toast, Michelle and Adam strolled around the property, which has a stunning mix of ocean and greenery – a tropical feel away from the hustle and bustle of resorts.

Adam chose the Simple Proposal package and those thirty minutes flew by, but they definitely left a lasting impression on all of us, especially Michelle!

Adam and Michelle: Thank you for choosing Engaged on Maui to plan and document your gorgeous engagement! Your Maui proposal with MARRY ME letters was certainly one for the books!

Photographed by Chantelle | Simple Proposal Package | Picnic: Maui Luxe Picnics

Want a gorgeous private proposal like this one?  Contact Engaged on Maui to start planning!

The post Maui Proposal with Marry Me Letters | Adam + Michelle appeared first on Engaged on Maui | Maui Proposal Photographer.

David and Shalene have a proposal story that spans over 35 years! David told us, “She and I met when we were freshmen in high school in 1987. I had a huge crush on her all four years of high school (so did everyone else, it seemed) but she had a boyfriend and we were in different social circles – she was in the popular, ‘cheerleader’ crowd and I was in more of the introverted, ‘nerdy’ crowd. She and I always got along though, and we bonded over music and other things. I even took notes for her in class, that’s how infatuated I was.

After high school we went our separate ways but reconnected on Facebook about 18 years later. We stayed in contact, but we were both in relationships so our communication was sporadic until we lost touch again. Another 13 years later (which would be last year), we reconnected again and this time the circumstances were right for us to be with each other. Though we currently live in different states, the chemistry was still there so we met in Vegas to go on our first date, a date I’ve waited about 35 years to take her on. The date was amazing and our relationship has been ever since.”

THE PLAN:

With a story that amazing, we knew David’s proposal needed to have a wow factor. A picnic proposal on the lawn at Wailea Beach Resort had the beautiful scenery and ambience he had in mind.

Our friends at Maui Luxe Picnics set up the picnic, complete with umbrella, pillows, and charcuterie board.

THE PROPOSAL:

The date marked one year from their first date. This made it easier to keep the proposal a surprise since Shalene didn’t question David planning something to celebrate their anniversary.

David made a personalized book of their love story, which was waiting at the picnic. Shalene flipped through the pages and when she got to the end, David dropped to one knee.

Scroll down to see the look on her face. You can tell how surprised and ecstatic she was! Our photographer Tenessa was able to get so many great photos of Shalene’s reaction to David’s proposal!

THE ENGAGEMENT SESSION:

David and Shalene enjoyed a bit of their picnic and some romantic photo time as the sun was setting. We were blessed with an incredible sunset that night that lingered and changed colors. Then Tenessa left our newly engaged couple to finish their picnic by light of the tiki torches.

David and Shalene: Thank you for letting us be part of your picnic proposal! This is just the beginning of your happily ever after!

Photographed by Associate Tenessa

Interested in a romantic picnic proposal?  Contact Engaged on Maui to get started on planning!

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Gage and Veronica came to Maui on a cruise ship that docked in Lahaina.  Gage and I had been in contact for a couple months.  He wanted to do something a little different and really special for Veronica.  He wanted a pretty specific, styled picnic proposal in Lahaina. That was something we could get behind!

THE PLAN:

With the help of his family members, who were also on the cruise, we were able to put together this really beautiful picnic for their proposal.  Gage and I went back and forth about a couple different locations.  Because he was popping the question the day after Christmas, finding a location that didn’t have a ton of people was going to be difficult.  But we ended up deciding on a spot just outside of Lahaina town that worked out wonderfully.  We had bright blue water and a little piece of beach that they had all to themselves! We were really happy how it worked out.

THE PROPOSAL:

Gage and Veronica arrived at the beach exactly when they were supposed to.  They followed a trail of seashells that led them to where the picnic was set up.  And that’s when Gage dropped to one knee and asked Veronica to marry him!

THE ENGAGEMENT SESSION:

These two are super cute together and we had some fun signs to work with for their photo session after the proposal.  I love that they were willing to jump into the water to end their session where we got some playful shots of these two fiances!  Gage chose the Storyteller Package, so they have an awesome video of his proposal, too!

Gage and Veronica:  We loved planning this styled picnic proposal with you!  It went off flawlessly.  Congratulations!

Photos by Associate Chantelle | Storyteller Proposal Package | Video by Daniel Fishter

Contact Engaged on Maui today to start planning your proposal and engagement session while you’re on Maui!

The post Styled Picnic Proposal in Lahaina | Gage + Veronica appeared first on Engaged on Maui | Maui Proposal Photographer.