Oren and Sabrina’s Surprise Proposal at The Cliff House

There’s something undeniably magical about Maine’s rugged coastline – the waves crashing against the rocks, the salty breeze, the expansive ocean views that seem to stretch on forever. For Oren, it was the perfect backdrop to ask the most important question of his life. And for Sabrina, it was the most beautiful surprise she never saw coming.

A surprise proposal at The Cliff House in Ogunquit, Maine: a story of love, planning, and a picture-perfect moment captured by The Cliff House Photographers, Brittany of Two Adventurous Souls

The Backstory: From NYC to Coastal Maine

Oren and Sabrina live in New York City, a bustling contrast to the peaceful coastal charm of Maine. So when Oren suggested a weekend retreat to the iconic Cliff House, she thought it was simply a romantic escape. What she didn’t know was that Oren had been meticulously planning a surprise!

Why The Cliff House?

Nestled on the cliffs above the Atlantic, The Cliff House in Ogunquit offers breathtaking views, luxury accommodations, and a timeless Maine atmosphere. It’s a dream location for couples and an especially stunning setting for a surprise proposal.

Oren, with Brittany’s help on planning the location, timing and date, had done his research. He scouted the grounds ahead of time and coordinated with Brittany to ensure that every precious moment would be captured. From the exact spot on the grassy lawn in a more private spot, to the time of day, every detail was intentional.

Planning the Perfect Surprise Proposal

If you’re thinking of planning your own surprise proposal, here are a few key takeaways from Oren’s perfect plan:

  1. Choose a Meaningful Location
    The location should reflect your relationship. Oren chose The Cliff House because it offered a peaceful escape from city life and aligned with their shared love of nature, ocean views, and elegant surroundings.

  2. Work with a Local Photographer
    Hiring a Cliff House photographer was crucial. Not only did they know the best angles and hidden gems around the property, but they also knew how to stay discreet until the big moment.

  3. Timing is Everything
    Oren picked the afternoon for the proposal. The soft light of an incoming storm made for stunning photos, and the romantic atmosphere was unbeatable. 

  4. Create a Distraction
    To keep the element of surprise, Oren told Sabrina they were going to a pre-dinner walk to explore the grounds. As they reached a scenic overlook, he dropped to one knee.

  5. Plan a Celebration
    After Sabrina joyfully said yes, the couple returned to the resort to enjoy a dinner with amazing views just as the storm came through.

The Moment She Said Yes

With dramatic clouds off in the distance, Oren knelt on the grass, holding a ring and his heart in his hands. Sabrina’s surprise quickly turned to joy, and with tears in her eyes, she said yes. After the excitement and a few happy tears we headed around the property to take advantage of all the beautiful scenery and budding gardens.

A surprise proposal is a beautiful way to express love, commitment, and creativity. Oren’s proposal to Sabrina at The Cliff House in Ogunquit, Maine, was not just a proposal — it was a love story written on the edge of the sea.

To those considering popping the question in Maine (or anywhere!), remember: the best proposals are rooted in personal meaning and thoughtful planning. And when in doubt, choose a view, a moment, and a photographer who can make the magic last forever.

Congratulations, Oren & Sabrina — your story is just beginning.

The Cliff House Surprise Proposal Photos

Brittany and Dean are creative Maine Wedding Photographers who loving having fun with our couples. We work together and separately to capture every emotion and angle on your wedding day. Two Adventurous Souls storytelling style will capture your surprise proposal both in candid and naturally posed images. Whether you’re looking for a Cliff House Photographer for your surprise proposal session, Engagement Session, Maine Wedding photographers or anywhere in New England we will be there for you! For more info please contact us about your wedding photography! Cliff House Wedding Photographers

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