At a Glance
- Chris Bukowski and Anna Redman announced their engagement via Instagram on Jan. 4
- Proposal happened at sunset on Dec. 31 at the Nekajui Ritz-Carlton Reserve in Costa Rica
- The couple began dating four years ago after being set up by Joe Amabile and Serena Pitt
- Why it matters: Another Bachelor Nation love story reaches the altar, delighting franchise fans
Love is in the air again for Bachelor Nation: veteran Chris Bukowski, 39, and Bachelor alum Anna Redman, 29, are officially engaged.
The Proposal
Bukowski dropped to one knee on a rose-petal-strewn treetop balcony as the sun set over Costa Rica’s Pacific coast. Photos shared Sunday show candles lining the deck, champagne flutes at the ready, and Redman’s new round-diamond ring catching the golden light.
> “Best friend. Fiancé. Future wifey. 12.31.25,”
> Chris Bukowski captioned the joint post.
The couple toasted their new status with a kiss and bubbly while suspended above the rainforest canopy.
Franchise Friends React
- Bachelor Nation stars flooded the comments:
- Katie Thurston: “The way I gasped!!!!! YESSSSSS I’ve been waiting for this ❤️”
- Abigail Erb: “so beautiful 😭😭 congrats you two we love yall! ❤️”
- Ashley Iaconetti: “I’m just fully obsessed with this story!! CONGRATULATIONS!!!”
Road to the Ring
| Milestone | Date | Details |
|---|---|---|
| First Meeting | 2021 | Set up by Joe Amabile & Serena Pitt |
| Instagram Debut | March 2022 | “Hard launch” photos from a Costa Rica wedding |
| Move-In | September 2022 | Shared joint reel captioned “And they were roommates” |
| Engagement | December 31, 2024 | Sunset proposal at Nekajui Ritz-Carlton Reserve |
Bukowski was previously engaged to Kate Morton during Bachelor in Paradise Season 6 in 2019; the pair split later that year.
Key Takeaways
- Chris Bukowski proposed to Anna Redman on New Year’s Eve in Costa Rica
- The couple’s four-year relationship began through mutual Bachelor Nation friends
- Redman’s round-diamond engagement ring debuted in the Jan. 4 Instagram announcement
- Fellow franchise stars quickly celebrated the news online
With a New Year’s Eve proposal in paradise, Bukowski and Redman close one chapter and open another-leaving fans eager for the next Bachelor Nation wedding.
