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PortraitFlip LLC – Handmade Custom Portraits

Engagement Portrait Painting From Photo

Hand-painted engagement portrait gifts in oil, watercolor & charcoal by real artists. Starting at $89.

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Starting at $89

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Pay Only 20%

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Approving Painting

Engagement portrait of a smiling couple embracing on a porch with bare winter trees

Explore Our Engagement Painting Mediums

Parents, siblings, and best friends often give a keepsake when a couple gets engaged.

An engagement painting made from their own photo is one nobody else can give: the proposal itself, the first picture after they said yes, or a favorite from the engagement shoot.

Our artists create a custom engagement portrait by hand in oil, watercolor, or charcoal, including the ring and the setting as they appear in your photo.

Someone who couldn’t be there, such as a parent who never met their future in-law, a loved one who has passed, or a pet, can be added from a separate photo.

Proposals are often caught on a phone, sometimes by a friend hiding nearby. A painting gives that moment a place on the wall while the engagement is still new.

We Guarantee You Will Love Us!

  • 100% Hand-Painted Portraits
  • 24/7 Live Chat Support
  • Rated 4.8/5 on Trustpilot
  • Unlimited Free Proofing & Revisions
  • Served 25,000+ Customers
  • Free Worldwide Shipping
  • Painted by Professional Artists
  • Dedicated Support Manager
  • 100% Satisfaction Guarantee
  • 100% Money-Back Guarantee

Your portrait, hand-painted & delivered in as little as 14 days!

Video Testimonials

Our Happy Customers

Picture of a couple holding anniversary portraits while sitting on a couch
Picture of a woman holding her dog in her arms with same pose in portrait hanging on the wall
Picture of a woman sitting on a couch holding a portrait that shows a man with a dog sitting in on a wood
Picture of an old man and woman sitting on couch with anniversary portraits in between that show them sitting on a rock

What Our Customers Say

Sheena Bartley

I never thought my precious moments would look so beautiful until I saw this engagement painting for the first time. PortraitFlip is making us fall in love all over again!

Sheena Bartley

California, United States

Aaron Turner

This is our first picture after getting engaged. I love the view, the romantic lights, and now this engagement painting. Amazing guys!!

Aaron Turner

Texas, United States

Henry Brown

The reaction I got after surprising my wife with this engagement painting can’t be described in words. She loved it, and I am the luckiest man in this world right now!

Henry Brown

Tennessee, United States

Jack Miller

I am obsessed with this painting right now. I can’t stop staring at my walls. If you want to get something for your wall, trust me, PortraitFlip is the right place!

Jack Miller

Georgia, United States

Engagement Oil Portraits

Anniversary portraits of bride and groom with their forehead stick together
Anniversary portraits where a man is kissing on woman’s forehead
Anniversary portraits of a bride and groom where the bride is holding a bouquet of flowers in her hands
Engagement Paintings of a man and a woman standing next to each other
Oil painting of a couple facing towards each other
Engagement Paintings of a Couple, where the woman’s head is lying on man’s chest
Engagement Paintings where the heads of woman and man are sticking together
Engagement oil portrait painting
Oil painting of a wedding couple from photo
Hand-painted wedding venue portrait
Oil painting of engaged couple outdoors in winter
Oil painting of man proposing to woman in garden

Engagement Charcoal Portraits

Charcoal painting of a couple where the man’s face is close to woman’s forehead
Anniversary portraits of a couple where the woman’s arm is around man’s chest
Anniversary portraits of a man taking selfie with a woman beside him
Charcoal painting of a couple where the man is talking selfies with the woman
Engagement Paintings of a couple where woman’s hand is on man’s chest
Engagement Paintings where a man and a woman are kissing each other

Engagement Watercolor Portraits

Anniversary portraits of a couple where woman’s arm is around man’s neck along with bouquet of flowers on her hand
Watercolor painting of engaged couple kissing on colorful street
Couple holding hands Valentine's Day watercolor
Engagement Paintings of a man and a woman standing close to each other
Engagement Paintings where a man is taking selfie with a woman
Engagement Paintings of a couple where man and woman are sitting close together

Engagement Colored Pencil Portraits

Anniversary portraits of a couple kissing each other
Anniversary portraits of an old couple where man’s arm is around woman’s shoulder
Anniversary portraits of a man and a woman where woman is holding a bouquet of flowers in her hands
Anniversary portraits of a couple standing next to each other

Engagement Pencil Portraits

Anniversary portraits of a couple kissing each other with man’s arm around woman’s face
Anniversary portraits where woman is taking selfies with a man
Black and white picture of a man and woman standing close to each other with a bouquet of flowers in woman’s hand
Engagement pencil portrait painting

Engagement Acrylic Portraits

Anniversary portraits of a couple where man’s face is on top of woman’s face and they are close to each other
Anniversary portraits where a man and a woman are kissing each other
Anniversary portraits where the woman is standing beside the man with her hands on his shoulder
Engagement Paintings, where a man is hugging a woman from behind
Engagement Paintings where a man is lifting a woman in his arms with a red umbrella in woman’s hand
Engagement paintings where a man and a woman are standing close together
Acrylic painting of a wedding couple from photo
Acrylic wedding couple portrait from photo

Engagement Pastel Portraits

Pastel wedding portrait painting from photo
Pastel portrait of a wedding couple from photo
Anniversary portraits where a woman is taking selfie with a man and a lake view in background
Anniversary portraits of a woman kissing man’s cheeks

Why Turn Your Engagement Photo Into a Painting?

A proposal lasts seconds, and you were both too caught up to see it. A proposal painting made from your photo lets you see the moment from the outside.

Your engagement photos will likely end up on save-the-dates, a welcome sign, and a guest book. Each custom engagement painting is handmade.

A wedding portrait shows you as newlyweds. An engagement portrait painting keeps you as you were the day you said yes.

Wedding planning fills the months after the proposal. An engagement painting of that day is ready to hang long before the wedding photos exist.

Customize Your Engagement Portrait Painting

Make your engagement painting yours by adding the details of your day:

Add the Engagement Date:

Mark the day you got engaged by having the date painted into your portrait. You can also add your names or a short line like “We said yes.” Our artists will place it on the painting.

Add Flowers or Change the Background:

Want lilies or a bouquet in the scene, a different setting, or strangers left out of a public proposal? Tell your artist what to change, and they will paint it in.

Frequently Asked Questions:

Custom engagement portrait paintings start at $89, and oil engagement portraits start at $149. Pricing varies by medium and size, and every portrait includes unlimited revisions.

Oil is our most popular choice, with rich, timeless color. Watercolor is soft and dreamy, and charcoal gives a dramatic black-and-white look. We also offer pencil, colored pencil, acrylic, and pastel.

Yes. We can add grandparents or any other family member. Send us a photo of each person and a note on where you’d like them, and your artist will take care of the rest.
Yes, in most cases. Mention your date when you place the order, and our customer service will confirm whether we can deliver by then.
Yes. Send a photo of your pet, and your artist will paint it in with you. The price depends on the number of characters.

How It Works?

Upload your photo to place your order

Place Your Order

Choose your medium and size, upload your photo, and get started with 20% upfront.

Artist starts painting your portrait

Painting Begins

A professional artist hand-paints your portrait, backed by 24×7 support.

Preview your painting and request revisions

Preview & Revise

Approve your preview, or request unlimited free revisions until it's perfect.

Framed portrait delivered to your door

Framed & Shipped

We pack it carefully and deliver it to your door in as little as 14 days.

Paint My Portrait

100% Money Back Guarantee + Free Shipping Worldwide! Pay Only 20% In Advance. The Rest Only After Approving Your Painting!

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