Picnic proposal at Wailea Beach Resort before sunset

Private Picnic Proposal

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.

Picnic proposal at Wailea Beach Resort with Engaged on Maui and Maui Luxe Picnics

Charcuterie board for Maui picnic proposal

Setup for romantic Maui picnic proposal

Picnic proposal on the lawn of Wailea Beach Resort

Picnic proposal at Wailea Beach Resort planned and photographed by Engaged on Maui, picnic by Maui Luxe Picnics

David made a personalized book for Shalene to look through before his picnic proposal

Shalene looking through a book of their love story before David proposed

Moments before picnic proposal at Wailea Beach Resort

Shalene read through a personalized book that David made right before he got down on one knee

David proposes to Shalene in front of their picnic in Maui

Shalene reacts to David's Maui picnic proposal

Shalene is overcome with joy as David proposes in front of a romantic picnic on Maui

Picnic proposal at Wailea Beach Resort before sunset

David reveals Shalene's engagement ring while down on one knee for Maui picnic proposal

The wind gently blows Shalene's hair as she looks at David and her new engagement ring

David slips the engagement ring on Shalene's finger after she says yes to his picnic proposal

David and Shalene kiss after romantic Maui picnic proposal

David and Shalene hold each other's faces after Maui picnic proposal

Shalene realizes she just got engaged on Maui

Shalene is bursting with happiness after picnic proposal

David and Shalene embrace after picnic proposal. David looks at the camera as Shalene gazes out at the ocean.

David and Shalene hug after she says yes to his picnic proposal at Wailea Beach Resort

David and Shalene wrap their arms around each other in a tight embrace after she happily accepts his proposal

David and Shalene look adoringly at each other after getting engaged at a picnic proposal on Maui

Couple kiss after picnic proposal in Maui

David and Shalene sit at oceanfront picnic after getting engaged

Engagement ring in charcuterie board

David and Shalene smile at the camera with lava rocks and ocean behind them

Shalene and David stand at the edge of the lawn for engagement photos after their Maui picnic proposal

Shalene and David kiss at the edge of the lawn at Wailea Beach Resort

David stands in back of Shalene and embraces her while kissing her forehead

David and Shalene sit at their picnic and kiss as the sun sets

Shalene and David sit nose to nose at their picnic

Shalene kisses David on the cheek while sitting at their picnic

Shalene and David sit at their picnic and smile for the camera

David and Shalene enjoy their picnic by Maui Luxe Picnics on the lawn at Wailea Beach Resort

David and Shalene sit at their picnic on Maui and watch the sunset after getting engaged

David and Shalene enjoy their sunset picnic at Wailea Beach Resort after getting engaged

Shalene and David gaze into each other's eyes while standing under the umbrella of their picnic at sunset

Shalene and David kiss under the umbrella at sunset after their picnic proposal

Shalene and David look out at the sunset over the ocean after their Maui picnic proposal

David lifts Shalene up as they kiss at sunset

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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