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A Beautiful And Whimsical Monterey Surprise Proposal | Aaron & Jaclyn

landscape portrait of the couple kissing on the rocks by the pier with boats in the harbor after their Beautiful And Whimsical Monterey Surprise Proposal by film photographer AGS Photo Art

Aaron’s whimsical Monterey surprise proposal to his lovely lady, now fiancée, Jaclyn, was so beautiful to witness! I am beyond honored to have been their local Monterey photographer for this very special occasion. Not only has Aaron been planning this for a LONG time (he hired me six months ago!), he also tailored it so wonderfully to Jaclyn’s love for sailboats in the Spanish Bay at Pebble Beach! Read on for this beautiful and whimsical Monterey proposal!

portrait of the couple's proposal side by side with a portrait of them on a rocky river path

The Man With a Plan

It was so awesome to work together with Aaron in planning his proposal for Jaclyn. There’s always a certain kind of pressure that falls on the man to make sure everything is picture-perfect, and I’m happy to help in any and every way that I can. It was also a really unique delight for me that Aaron has a passion for photography!

couple portraits on the rocks of their proposal and them sharing a kiss by film photographer AGS Photo Art

Sun Kissed At Spanish Bay

The plan was always to propose in Monterey because of family ties this lovely couple has here. Aaron made reservations The Inn at Spanish Bay for the whole family so they could all surprise Jaclyn together. Needless to say, she was head over heels, crying, and jumping up and down with joy! I love photographing those moments, especially with having all the sailboats around to add this whimsical element to the shots!

couple walking cheerfully out of The Inn At Spanish Bay to celebrate their Beautiful And Whimsical Monterey Surprise Proposal
landscape portrait of the couple kissing and their family surrounding them with champagne to celebrate their Beautiful And Whimsical Monterey Surprise Proposal by film photographer AGS Photo Art

Proposal Adventures: Wild Cards & Curveballs

Contrary to Aaron’s carefully (and anxiously!) made plans, Jaclyn and her adventurous spirit ended up taking him in a different direction. There were more than a few times when he looked back at me as she wandered away from where he wanted her to stand for the magical moment, and admittedly, I couldn’t help thinking it was so sweet and funny!

couple holding hands with an emphasis on her new engagement ring after their Beautiful And Whimsical Monterey Surprise Proposal, another portrait of the woman kissing her fiancé who is still on one knee after proposing to her by film photographer AGS Photo Art
portraits of the man on one knee proposing, another portrait of the couple kissing on the rocks with sailboats in the background
couple portrait of the man and woman sharing a kiss at the pier during their Beautiful And Whimsical Monterey Surprise Proposal with another portrait of them on grassy sand with the sun shining behind them

He pulled out the ring three times but put it away each time she turned around- I’m still surprised Jaclyn didn’t catch him! Not to worry though, after the fourth time, Aaron finally got his window of opportunity.

two side by side portraits of the man proposing on one knee for their Beautiful And Whimsical Monterey Surprise Proposal, the other portrait is portrait view of the pier with sailboats docked by film photographer AGS Photo Art
smiling and surprised woman holding her fiancé's hand after he proposed to her with many sailboats floating behind them in the background

Hands To Hold

Everything about Aaron and Jaclyn’s Monterey proposal was so whimsical and beautiful to photograph. I’m so enamored by the ring! The round cut with its halo setting and a braided band is truly gorgeous. Aaron knew how to fit it perfectly for her strong hands, (Jaclyn has a background in horseback riding) which I think is purely the stuff of romance.

Beautiful And Whimsical Monterey Surprise Proposal close up photo of a round cut engagement ring with a halo setting and a braided band by film photographer AGS Photo Art
landscape couple's portrait of their Beautiful And Whimsical Monterey Surprise Proposal where they stare and smile at the woman's engagement ring
portrait of the man kissing the woman's temple sweetly side by side with another portrait of them walking hand in hand down a pebbly path of streams and trees by film photographer AGS Photo Art
landscape portrait of couple during their Beautiful And Whimsical Monterey Surprise Proposal touching their noses together and holding hands with a rocky pier and many sailboats in the background by film photographer AGS Photo Art

Overall, this whimsical and beautiful proposal was a joy to photograph as a local Monterey photographer! If you’re planning on having your surprise proposal here, reach out to me!

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