Congratulations are in order!
“The Bachelor” alums Chris Bukowski and Anna Redman are officially engaged after four years of dating. The couple announced their news via Instagram on Sunday, Jan. 4.
Bukowski dropped to one knee at the Ritz-Carlton Reserve in Nekajui, Costa Rica, where rose petals showered the ground beneath their feet on a high-rise balcony overlooking the water.
The 39-year-old penned a short and sweet caption to honor the memorable moment, writing, “Best friend. Fiancé. Future wifey. 12.31.25.”
The newly engaged couple received shoutouts full of support from fellow “Bachelor” stars, including Katie Thurston, Mari Pepin, Jenn Tran, Bob Guiney and many more.
When Did Chris Bukowski & Anna Redman Start Dating?
After months of dating speculation, the couple confirmed their relationship on March 25, 2022, with Bukowski posting an Instagram carousel of poolside photos in Costa Rica, where they shared a kiss in their swimsuits.
Redman also announced their relationship that same day by sharing a post featuring two PDA-packed photos and a caption that read, “hard launch.”
When they made their romance Instagram official, Bukowski poked fun at his then-girlfriend in his caption, writing, “When ordering lobster mac n cheese without lobster starts to make total sense.”
At the time, mutual friends Joe Amabile and Serena Pitt played matchmaker, having set the couple up by convincing Bukowski to make the first move. The pair hit it off after he slid into her DMs.
Chris Bukowski & Anna Redman’s History on ‘Bachelor’ Nation
Bukowski’s first of many franchise appearances was during Season 8 of Emily Maynard’s time as “The Bachelorette.” He later returned for another shot at love during Andi Dorfman’s Season 10.
In between shows, Bukowski joined Season 3 of “Bachelor Pad.” He even became engaged to Katie Morton during Season 6 of “Bachelor in Paradise” after appearing on the first and second seasons of the show.
Although Redman is also part of the hit ABC franchise, the duo never crossed paths during filming. The 29-year-old appeared on Matt James’ Season 25 of “The Bachelor,” as well as Season 7 of “Bachelor in Paradise.” She went home single in both instances.
In the Life of Chris Bukowski & Anna Redman
The newly engaged couple often shares intimate details of their love life via social media, where fans can find plenty of posts about their vacations abroad, versatile date nights and adorable photos of their dog, Dolly.


