Above the Clouds Proposal in Maui 

When we heard about Cheryl’s background, we knew she was going to be crazy about Dante’s proposal!  Cheryl is an awesome Meteorologist in Chicago.  (She has quite an Instagram following, so she’s worth checking out HERE.  And HERE is her ABC 7 Eyewitness News Bio to check out!) Dante really wanted to have an above the clouds proposal in Maui because she’s a meteorologist and you know how they get about clouds and the sky and weather and all that good stuff.  That’s kind of her jam. So, to the top of Haleakala we went!


Speaking of weather, though, we had some inclement weather roll through Maui, so we wound up having to postpone the proposal by a day.  Luckily, Dante was really go-with-the-flow, and Cheryl was none the wiser! We easily rescheduled for the next day and had totally blue skies and fluffy white clouds.  It was perfect!


Dante and Cheryl got up there and while Dante was finding his perfect spot, a big tour bus rolled in!  So, he popped the question in front of a little bit of a peanut gallery, but it was still really fun. After he got up off of one knee everyone was cheering and clapping for them.  


Cheryl of course was completely blown away, and we did our mini-photoshoot right there at the spot where he proposed on Haleakala.   We also worked with Areca Films on this proposal. They filmed the proposal while we captured the gorgeous images!

Dante and Cheryl: Congratulations on your above the clouds proposal in Maui!  What an incredible sky we had up there that day! It’s like it was made just for you two!  Wishing you two all the best.

Photos by Associate Jess | Storyteller Proposal Package | Video by Areca Film Company

Want to propose above the clouds while on Maui?  We can help you with that! Contact Engaged on Maui today to get your plans in motion for the perfect proposal and photographs of your big day!


Leave us some love!