Castaway Portland

Wedding Day

Ceremony

Reception

Spring

Our Wedding

Riley and Jesse met and became friends in the summer of 2011 while working alongside each other at a summer leadership camp. As their friendship grew, Jesse would do what he could to try and flirt with Riley. One time, Jesse even caught Riley checking him out (cannot be confirmed). In 2018, Riley and Jesse went to dinner and a movie at the Living Room Theatre in Portland…as friends… and when dinner was done, Jesse asked Riley if she’d like to go on a real date sometime. Riley quickly said she needed time to think about it. So you’re saying there’s a chance! Riley and Jesse began talking more and more, and attended a New Years Eve party together hosted by the wedding officiants, Greg and Laura Winterrowd. Due to the long standing tradition that you’re supposed to share a smooch when the ball drops, Jesse and Riley conveniently stayed by each other. After New Year’s Eve, Riley and Jesse began spending more time together, just in time for Riley to move to Portland, and Jesse to move to Washington. Since 2019, Riley and Jesse have mastered the art of the long distance relationship. They’ve spent hours talking on the phone, playing BattleShip and Cribbage through apps, traveling together, and spending time together with friends and family. Although Riley felt very confident she could predict when Jesse was going to propose to her, Jesse surprised Riley at a Christmas party in 2022. Jesse worked with friends to have the engagement ring in one of the white elephant gifts. With everyone at the party in on the plan, Riley ended up being left with the engagement ring. She opened the gift and found a bottle of champagne along with a small brown box. Jesse dropped to a knee and proposed to Riley, and this time, rather than saying she needed time to think about it, she said yes! Riley and Jesse are looking forward to their life together, which will include fun travel, time with family and friends and trash talking over card games. They can’t wait to celebrate their wedding day with you!

Our Story

Engagement photos by Alyssa Marie Evans Photography 

Photos

Holly Hixson

Hattie Krebsbach 

Stephen Lawrence

Dianna Montzka 

Clara Lipetzky 

Jeff Hull 

Justin Hull 

Blake Gorle 

Conor McNeil 

Eric Hoium 

Wedding Party

Q + A

Residence Inn is less than a twenty minute walk away from Castaway. Public transportation or Uber/Lyft would also be a short trip! Residence Inn has plenty of amenities including an indoor pool, restaurant/bar, and more!

Residence Inn by Marriott Portland Downtown/Pearl District

Travel

Portland Japanese Garden is a great place to enjoy a walk and take in the views!

Portland Japanese Garden

Take some time to walk the rows and rows of books inside of Powell’s. Grab a book to take home with you to enjoy the next weekend while you’re recovering!

Powell's City of Books

Enjoy a movie, dinner and drinks in this cozy theater where Jesse and Riley had their first “date”. 

Living Room Theaters

Jesse took Riley here for her 30th birthday and she was sure this is where he would propose! The butternut squash soup and homemade pasta made up for it. We recommend the tasting menu if you are feeling bougie and hungry.

Mucca Osteria

Things to Do

Registry

Riley & Jesse

Riley & Jesse

Travel

Residence Inn by Marriott Portland Downtown/Pearl District