How to Propose in Portland, Maine

Featured Portland, Maine Proposal Tips
  • Choose a special location to pop the question in Portland, Maine
  • Practice getting down on one knee beforehand
  • Think about what you will say
  • Make reservations so you have a reason to dress up
  • Hire a proposal photographer to plan and capture the moment

Since 2013, Flytographer has captured thousands of surprise proposal photos all around the globe. Explore romantic proposal ideas and tips from real couples, including their top proposal ideas and tips, and the best ways and the best places to propose in Portland, Maine. Explore our customers’ heartwarming Portland, Maine proposal stories below.

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Jared & Devin's Proposal Story in Portland, Maine

How did you meet?

Tinder

What is your love story?

I knew Devin was the one from the moment I met him on our first date. We were walking on the beach before dinner, just talking and getting to know each other, and as we were walking, he grabbed my hand and didn’t let go until the end of our date later that evening. It was truly a magical moment!

What made you choose this proposal destination?

We both love autumn and cool weather, so Maine felt like the perfect location!

What is your proposal story?

Devin knew about our photographer and thought we weee just getting cute couple fall pictures. Little did he know, I had a beautiful ring in my back pocket just waiting for that right moment.

Best tip for proposing in Portland, Maine

September is the perfect time as it’s not too hot and not too cold.

Proposed in Portland, Maine in September

Photo Shoot Location: Downtown

Tracy in Portland, Maine for Flytographer

Sagar & Joti's Proposal Story in Portland, Maine

How did you meet?

Dating App

Best tip for proposing in Portland, Maine

Keep track of the weather, make sure the locations you're considering are accessible.

Proposed in Portland, Maine in January

Photo Shoot Location: Custom Route

Tracy in Portland, Maine for Flytographer

Daniel & Giovanna's Proposal Story in Portland, Maine

How did you meet?

Bumble

What is your love story?

The night of our first date was the best night I had in years and I knew I couldn’t be without her. Many people don’t believe in love at first sight and I didn’t either. But then I met her and at that point my only purpose was to make her happy and keep her in my life.

What made you choose this proposal destination?

We are currently trying to visit all the national parks so Maine was next on our list. Giovanna is absolutely in love with Portland so I figured that’s the spot.

What is your proposal story?

Our day was filled with laughs, exploring, great food and drinks. And ended with me proposing to the love of my life.

Best tip for proposing in Portland, Maine

Hire Laura for your shoot!! Watch the weather and just go with it. Follow your gut feeling and all will fall into place

Proposed in Portland, Maine in September

Photo Shoot Location: Custom Route

Laura in Portland, Maine for Flytographer

Devin's Proposal Story in Portland, Maine

What is your love story?

Hannah and I met while working for the same non profit in California. I was assigned to be her new staff "buddy" when she first started. We have a running joke that I was never allowed to be a buddy again since I started dating mine after a few months. Lost out on many free lunches but, it was worth it!

What made you choose this proposal destination?

Portland headlight is an iconic location and Maine is my fiancés home. It felt right after moving across the country with her to take our proposal photos in a place that represents our new place of residence!

What is your proposal story?

I told Hannah that we were getting New Years photos taken of us as a fun thing to do. We went to Portland Headlight and started our session with the photographer. Then the photographer presented an idea. Laura instructed us to stand back-to-back and write their 3 favorite things about each other on chalkboards, then we would turn around and reveal our signs for the other to read and enjoy. I wrote, "Will You Marry Me?" while Hannah tried to think of over things besides, "Your Butt" to write on her sign. On the rocky coast beneath the picturesque lighthouse we turned around and I held my question out to her. After a few moments, I got down on one knee and asked my best friend, "Will You Marry Me?".

Proposed in Portland, Maine in January

Photo Shoot Location: Custom Route

Laura in Portland, Maine for Flytographer

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