Rachel Uchitel dons $1million worth of diamonds as she ties the knot for third time in lavish Palm Beach wedding

We’re only a couple of days into 2026, but Rachel Uchitel may have already thrown the celebrity wedding of the year.

The podcaster, 50, who shot to infamy as the original mistress of Tiger Woods, tied the knot to security CEO Dan Donovan, 58, in a spectacular New Year’s Eve wedding inside her stunning Palm Beach home.

The blushing bride was draped in $1million worth of diamonds and jewelry from Nini Jewels and the Watch King Moshe Haimoff as she said ‘I do’ in front of 130 guests.

The guest list featured a number of Uchitel’s celebrity pals, including former Real Housewives stars Jill Zarin and Kelly Dodd, comedian Heather McDonald, radio personality Paige Davis, and MTV star Bam Margera.

To pull off the lavish nuptials, Uchitel worked with luxury wedding planner Danielle Elder from Classic Events NYC, as well as renowned event designer Lewis Miller.

Miller’s previous clients include everybody from Meghan Markle to fashion houses like Chanel and Ralph Lauren. 

Uchitel had previously fired two other wedding planners in the lead up to the big day after feeling like their work wasn’t up to par with her lofty expectations.  

‘I am not bridezilla in the slightest, but I am a New Yorker at heart and I have high standards,’ she told Daily Mail back in October. 

‘This is going to be my last wedding and I want it done right,’ added Uchitel, who has been married twice before.

‘I want it to be spectacular for the people that are flying here.’

Uchitel explained that the first two planners she worked with weren’t able to go above and beyond in the way that she needed them to. 

‘These two wedding planners just didn’t get it and were kind of slow and didn’t match the level of sophistication [we were after], like coming up with gorgeous designs as opposed to just the standard stuff,’ she explained. 

‘So I ended up getting rid of both of them and I decided then to just go with the top of the line because why not?’

For the ceremony, Uchitel donned an ‘amazing’ gown from bridal designer Oksana Mukha. 

She walked down the aisle to the Kina Grannis version of the Elvis Presley classic ‘Can’t Help Falling In Love’, which was memorably featured in Crazy Rich Asians.

Officiating the wedding was acclaimed motivational speaker Tim Storey, who has been dubbed the ‘celebrity comeback coach’ due to his work with the likes of Oprah Winfrey and Robert Downey Jr.

‘He’s a good friend of mine and he helped me out in my life in the last couple of years,’ Uchitel previously told Daily Mail.

Overall, the couple’s wedding was a three-day affair that culminated on New Year’s Eve.

Before that, guests enjoyed a welcome party at the luxury 5-star hotel The Breakers in Palm Beach, before enjoying an excursion on Donovan’s 48-foot yacht.

Discussing the decision to tie the knot on New Year’s Eve, Uchitel told People that the day ‘symbolizes new beginnings, which felt perfectly aligned with our story’. 

Donovan popped the question with a 10.5 carat diamond engagement ring, which Uchitel’s 12-year-old daughter Wyatt helped him pick out, at the Rosewood Miramar in Santa Barbara in March.

‘I love the ring so much. I sleep with it and I never take it off. I just love it,’ she gushed.

After having her rollercoaster love life plastered over the media for years, Uchitel said that she’s finally found her ‘happily ever after’ with her business mogul fiance.

‘I feel so lucky. He’s a wonderful man. He’s not only wonderful and kind, but he’s also successful,’ she shared.

‘He’s an alpha male without being a narcissist, without being an a**hole. He just has so many wonderful qualities,’ she continued. 

‘He’s a CEO and founder of four different companies. Even though I’m an alpha female, nothing feels better than having an alpha male take care of you.’

The Miss Understood host admitted that she almost gave up on finding ‘the one’ following the many highs and lows in her love life, which included tragically losing her first fiancé in the 9/11 terror attacks.

‘I didn’t think it would happen for me, especially over 40 and with a child, but the lesson in all of this is that everything happens when it’s supposed to happen,’ she said.

The couple met on a dating app but they only spoke on the phone at first and then enjoyed a platonic friendship before anything romantic happened.

‘I was 49 and I had just been through years of it not working and dating the wrong person, so I had kind of given up on it,’ Uchitel admitted.

‘We became friends and he got to know my daughter really well. He has a boat, so he’d just take my daughter’s friends and I and some of my friends out every weekend and we were just good buddies,’ she continued.

‘And then I realized with time that I really adored him as a person and I finally got to the point where I was like, “Oh my god, I don’t want to be without this person!” So he asked me out on a date and we’ve been dating ever since.’  

Uchitel was previously engaged to James Andrew O’Grady, who tragically died during the September 11 terrorist attacks.

Before that engagement, she was married to Wall Street trader Steven Ehrenkranz for four months in 2004.

Her second marriage was with former football player Hahn and it lasted three years. The couple divorced in 2014 and they are now co-parenting their daughter, Wyatt Lily, amicably.

She notoriously had an affair with Woods in 2009 and actor David Boreanaz in 2010. 

After her affair with Woods was exposed, the professional golfer admitted to cheating on his wife with more than 120 different women.

While Uchitel has now found her happy ending at last, Woods has also found love with Vanessa Trump.

Trump was famously married to Donald Trump’s son, Don Jr., from 2005 to 2018.

They shared five children together, including daughter Kai Madison Trump, who has become a popular social media influencer.