Tiffany Trump is soaking up the final stretch of summer in style.The 32-year-old daughter of Donald Trump has been enjoying a sun-soaked getaway in Ibiza, Spain, where she reunited with longtime friend Karen Shiboleth for days by the pool and glamorous nights out.
Shiboleth offered another glimpse inside their Mediterranean vacation on Instagram, sharing a carousel of photos alongside the caption, “Summmmer you’ve been so good to me.” Tiffany quickly showed her friend some love in the comments, writing, “Love my bestie.”
© Karen Shiboleth/IGThe friendship goes back years. Tiffany has previously referred to Shiboleth as her “best,” while Shiboleth once described Tiffany as “one of my oldest friends & one of the kindest people I’ve ever known.”
Tiffany Trump's Ibiza style
For one sunny moment by the pool, Tiffany embraced the effortless aesthetic of an Ibiza vacation in an airy white off-the-shoulder romper. The lightweight design featured billowing long sleeves, a lace-up neckline and a short hemline that showed off her legs.
© Karen Shiboleth/IGShe kept the styling decidedly relaxed, pairing the romantic white look with chunky gray double-strap sandals and dark rectangular sunglasses. Her long blonde hair was styled in loose waves, completing the breezy vacation look.
The outfit provided a striking contrast to Shiboleth's barely-there black bikini, with the longtime friends embodying two different approaches to Mediterranean resort style.
© Karen Shiboleth/IGLater, Tiffany switched things up for an evening out. She wore a fitted white cropped T-shirt with delicate trim, paired with a semi-sheer lace mini skirt and an eye-catching belt featuring oversized hardware. Brown knee-high boots gave the otherwise delicate ensemble an unexpected edge.
The look appears to be from the same Ibiza outing Tiffany recently documented herself. She shared photos with Shiboleth from the Spanish island under the caption “Full moon magic,” showing the friends dancing and dining during their night out.
From poolside to Ibiza nights
The vacation wardrobe didn't stop there. Another photo showed Tiffany and Karen dressed in shimmering, embellished looks for a night out, trading their relaxed daytime pieces for full Ibiza glamour.
© Karen Shiboleth/IGBeauty-wise, Tiffany has kept things equally summery throughout the getaway. Her signature blonde hair has alternated between loose, polished waves and an effortless updo, while her makeup has remained soft and bronzed, with defined eyes and a glossy neutral lip.
The trip comes more than a year after Tiffany and husband Michael Boulos welcomed their first child, Alexander Trump Boulos, in May 2025.
© Tiffany Trump/IGThe couple, who married at Mar-a-Lago in 2022, first met while vacationing in Mykonos, Greece, in 2018, making Mediterranean summers something of a recurring theme in Tiffany's life.
Her latest Ibiza getaway also proves that some of her longest friendships have endured. Years after documenting trips together in London and beyond, Tiffany and Karen are still spending their summers side by side, this time against the idyllic backdrop of Spain's Balearic Islands.
