In 2023 Brooke began hinting at Conor about a proposal. The two have always talked about getting married to one another, but the timeline to propose began inching closer.

If anyone knows Brooke, they know that she knows that she wants and goes after it. After Brooke & Conor returned home from Portugal last June, she immediately booked an appointment to Kasia Jewelry, the jeweler she wanted her engagement ring from.

Brooke knew that this was just an appointment to try on rings and not necessarily purchasing a ring, but she had hope. She fell in love with a salt & pepper diamond ring called the Reagan ring, and a few days after the appointment, Brooke noticed that the ring was no longer available...

Brooke thought to herself, "Conor either bought the ring or horribly fucked up."

A couple months later, Brooke & Conor were heading to Hawaii to celebrate their five-year anniversary. Brooke had a feeling that she was going to come back with a ring on her ringer, but she didn't know how much thought Conor put into this special day.

Before our trip, Conor had told his family that he was going to propose as well as asked Brooke's little sister, Bianca prior to the trip. He waited to ask Brooke's parents as, like Brooke, they are not the best at keeping secrets.

The morning of the proposal, which happened to be Brooke & Conor's five-year anniversary date (8/31), he left the hotel room to facetime Brooke's family, asking for her hand in marriage. Of course everyone approved and Conor was set to propose to the love of his life.

Conor woke Brooke up with her favorite coffee and snacks. Brooke got dressed up and they were off to what Brooke was told, was brunch at the Four Seasons in Ko Olina. They arrived at the Four Seasons, and Conor said they were about 20 minutes early for their reservation and asked if Brooke would want to go for a walk on the beach.

They walked a few feet to this private beach cove. Immediately Brooke saw a beautiful picnic set up with champagne, fruit, snacks, flowers, and a photographer to capture the moment. It was perfect.

Conor proposed to Brooke on August 31, 2023 with that salt & pepper ring she wanted. Brooke immediately said yes, and the two embarked on the next chapter in their life as fiancés.

San Diego Zoo

San Diego Zoo Safari Park

SeaWorld San Diego

Balboa Park

LEGOLAND California

Torrey Pines State Natural Reserve

San Diego Botanic Garden

La Jolla Sea Cave Kayaks

USS Midway Museum

Birch Aquarium

Swami's Beach

Leucadia Farmers Market

Oceanside Municipal Pier

Carlsbad State Beach

Little Italy Mercato Farmers' Market

Sunset Cliffs Natural Park

Seaport Village