Planning a proposal can feel overwhelming, but this guide is here to walk you through the key steps of creating an unforgettable moment for the person you love most. There are three main stages to a successful, meaningful proposal: plan, execute, and celebrate.

Newly engaged couple holding hands to show off bride's ring

Step 1: Plan

The most important part of this step is… having a sister. Just kidding—but honestly, it helps more than you’d think.

Proposals have a lot of moving parts, so start by asking yourself a few key questions:
Do I want to propose indoors or outdoors? Do I want a photographer there to capture the moment? Do I want it to be private or in front of friends and family? Do I want a celebration afterward?

It’s often easiest to plan a proposal “backwards,” starting with the end goal and working your way to the beginning.

If you are wanting an after-party, start by looking at potential venues. If a family member or friend is willing to host at their home, that’s ideal. If not, local restaurants and breweries are great alternatives. One of my favorite spots is The Annex by Mirror Twin Brewing in Lexington, KY. If you are thinking a romantic dinner with jus the two of you, go ahead and check if your favorite restaurant has the date available,

Next, if your partner has a specific photographer in mind, check their availability early. If not, you can find great local photographers by searching Google or Instagram. Be sure to have a few date options in mind in case your first choice isn’t available.

Once you’ve confirmed your photographer, check in with your closest family and friends. Are they available for the after-party on that date? You don’t want to book everything and then realize the bride’s 90-year-old grandma has a hair appointment she can’t miss!

Now it’s time to choose your proposal location. Pick a place that’s meaningful to both of you. It doesn’t have to be extravagant—it just needs to feel comfortable and special. Whether it’s a beach in Mexico, Keeneland Racetrack, or even your front porch, it all works if it’s right for your relationship.

Photographer’s tip: Choose a location with plenty of natural light, but avoid harsh direct sun if possible.

A proposal set up on a farm in Kentucky that entails a veil, framed photos of the couple and an abundance of white roses.

Step 2: Execute

This is the moment everyone’s been waiting for—the moment you ask the love of your life to spend forever with you.

Here are a few tips to help make it as smooth and meaningful as possible:

My biggest tip: take everything out of your pockets. Yes, everything—phone, keys, lip balm, all of it. If needed, you can hand it off to the photographer. Also, take anything out of your partner’s hands as well—phone, purse, anything they’re holding.

The goal is to be fully present. You want to be able to hold hands, hug, kiss, and celebrate without juggling extra items that can make the moment feel awkward or distracted.

Man getting down on one knee to propose to his girlfriend outside on a sunny summer day in Kentucky.

Step 3: Celebrate!!

Whether it’s a romantic dinner for two or a big celebration with family and friends, take time to truly enjoy this milestone. You only get to be engaged once (hopefully!), so soak it all in.

There will be plenty of photos taken, so be ready for that—and most importantly, stay focused on your partner and the joy of the moment. This is about celebrating your love and the beginning of a new chapter together.