
Photo: paulwhiteweddings.com2/64Thursday night, a welcome cocktail party kicked off the weekend’s festivities and ended with a fireworks and laser show timed to music before everyone jumping in the pool. The bride’s fun-loving father, Piotr Wozniacki, who’s also her coach, went in first, followed by the bride in her Roland Mouret dress, the groom, and then about 70 guests.
Photo: paulwhiteweddings.com3/64On Friday morning, guests overcame jet lag and suited up in sweatbands, colored T-shirts, and face paint to participate in a competition put together by Sharky & George at one of the villas on the vast property.
Photo: paulwhiteweddings.com4/64“I obviously can’t wait to get married, but this is so fun,” Caroline said. “We’re athletes, and our group is full of athletes really—it’s part of us.”
Photo: paulwhiteweddings.com5/64The games were meant to serve as an ice breaker—a way for guests from her side and his side to get to know each other better in a picturesque, silly setting—and it worked! Here, Caroline and bridesmaid Serena Williams are squishing grapes into wine for one of the challenges.
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Photo: paulwhiteweddings.com8/64Throughout the rest of the weekend, attendees couldn’t help but talk about how much fun they’d had out on the field.
Photo: paulwhiteweddings.com9/64On Friday night, guests climbed the steps leading to the castle ruins at Castiglion del Bosco for the market-themed rehearsal dinner.
Photo: paulwhiteweddings.com10/64Caroline wore an embroidered dress by Temperley London to her rehearsal dinner.
Photo: paulwhiteweddings.com11/64Caroline poses with close friend Serena Williams before heading into the party.
Photo: paulwhiteweddings.com12/64TV host and former NFL player Jesse Palmer and girlfriend, Emely Fardo.
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Photo: paulwhiteweddings.com14/64Caroline’s hair was pulled back in a twisted up-do with pieces framing her face.
Photo: paulwhiteweddings.com15/64All of the whimsical printed materials for the weekend were created by illustrator Nick Clark.

Photo: paulwhiteweddings.com17/64They roved from table to table taking requests and performing songs like “Americano” to set the mood.


Photo: paulwhiteweddings.com20/64Sacramento Kings NBA player Harrison Barnes looks on during the performance.
Photo: paulwhiteweddings.com21/64Post-dessert, Caroline and David were serenaded before heading off to rest up for the big day.
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Photo: paulwhiteweddings.com23/64The next morning, David went to play golf with the guys at Castiglion del Bosco’s course.
Photo: paulwhiteweddings.com24/64Meanwhile, Caroline had brunch and got ready with the bridesmaids. Here, Clarissa Luna (using Bite Beauty for Crosby Carter Management) get the bride aisle ready.
Photo: paulwhiteweddings.com25/64Serena Williams and her daughter, Olympia Ohanian, in their matching robes.

Photo: paulwhiteweddings.com27/64Caroline putting on her custom Oscar de la Renta fern-and-floral-lace-embroidered gown.

Photo: paulwhiteweddings.com29/64Caroline posing for bridal portraits before the ceremony. Her hair was done in soft waves by Dayna Goldstein using Kérastase products.
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Photo: paulwhiteweddings.com33/64The morning of the wedding, international event planner extraordinaire Alex Fitzgibbons of Fait Accompli jumped into action bright and early and oversaw the assemblage of a dramatic aisle, measuring 262 feet, lined with white roses and purple snapdragons by Tuscany Flowers Florence.

Photo: paulwhiteweddings.com35/64It ran through the center of Castiglion del Bosco, a departure from the estate’s typical ceremony location (they’re usually held either in the ruins or overlooking the hills). Event planner Alex Fitzgibbons felt an aisle the length of the stone pathway provided the most dramatic entrance for the bride.

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Photo: paulwhiteweddings.com39/64Sacramento Kings NBA player Harrison Barnes and his wife, Brittany in Dolce & Gabbana, watching the ceremony.



43/64Vogue’s Alexandra Macon at the ceremony.

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Photo: paulwhiteweddings.com46/64Guests through white rose petals as the newlyweds made their way back up the aisle!

Photo: paulwhiteweddings.com48/64Caroline on the steps leading up to the castle ruins in her custom Oscar de la Renta gown. She accessorized with diamond earrings and a bracelet by Ruchi New York.


Photo: paulwhiteweddings.com51/64“The setting is already so beautiful; we thought it didn’t need too much, so we did low flowers on the table,” Caroline explains.
Photo: paulwhiteweddings.com52/64Everyone was seated at one long table under a canopy of greenery strung with lights and hanging candles.
Photo: paulwhiteweddings.com53/64A three-course dinner of Italian favorites was served while speeches were given. All of them were exceptional but, as it should be, David’s was funny, moving, and filled with love.
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Photo: paulwhiteweddings.com55/64After dinner, guests regrouped in the square where the ceremony had taken place to watch the bride and groom cut their four-layer cake covered in white roses by Wedding Cakes in Tuscany.

Photo: paulwhiteweddings.com57/64After the cake was cut, everyone moved into a tent near the pool that had been transformed into “Club Caro.“
Photo: paulwhiteweddings.com58/64Just at the moment when it seemed like all had been revealed (and before DJ to the stars Sam Totolee took over), David surprised Caroline with a performance by the Danish pop star Lukas Graham.
WHITE PHOTOGRAPHIC 201959/64Danish pop star Lukas Graham.

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Photo: paulwhiteweddings.com63/64Caroline poses on stage with her bridesmaids in her final outfit of the evening—a sparkly Stella McCartney sequin dress with spaghetti straps, which she complemented with custom Adidas sneakers.
Photo: paulwhiteweddings.com64/64The bride dancing until the early morning hours in her Stella McCartney dress and Adidas sneakers.


