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DIA'ANI

Celebrity Fashion This Past Weekend: Festival Fairies, Yacht Royals, and the Looks You Won’t Believe They Wore

Woman in a strapless red textured dress with gold clutch and clear heels, standing on a yacht deck at sunset with a party scene in the background.
Radiating yacht-party glamour, a guest stuns in a curve-hugging crimson strapless gown with cascading textured detailing, perfectly paired with gold accessories and sheer heels as the Mediterranean sunset paints the backdrop.
From glitter boots in Golden Gate Park to silk gowns on the high seas—this past weekend’s celebrity fashion moments were wild, weird, and wildly expensive. But which star wore what… and where?

This weekend, the celebrity style meter went off the charts—and frankly, I think it’s still buzzing. Whether you were people-watching at Outside Lands, scrolling through It-girl Instagram reels, or clutching your pearls over Leonardo DiCaprio’s nautical dining arrangements, the fashion trends were impossible to ignore.


Large crowd in front of the Twin Peaks stage at Outside Lands festival, with giant screens showing audience members and tall trees in the background.
Crowds pack the Twin Peaks stage at Outside Lands, soaking up live music, festival vibes, and San Francisco’s signature fog.

Outside Lands Festival: Coachella’s Quirkier Cousin

Forget the flower crowns you saw in 2016—this year’s Outside Lands fashion was a kaleidoscope of textures, colors, and weather-prepared improvisation.


Think: iridescent cowboy boots paired with silk slip dresses, waterproof ponchos that looked like they walked off a Balenciaga runway, and crocheted halter tops that could’ve been knitted by your grandma but blessed by a stylist.


It was festival street style at its finest—half runway, half “I packed for a San Francisco picnic but ended up in a fashion editorial.” Everyone from influencers to indie band members embraced the boho-meets-grunge aesthetic, proving that celebrity festival style is alive, well, and occasionally waterproof.


Gabbriette wearing an off-the-shoulder black outfit for YSL’s 2025 campaign, looking over her shoulder into a gold-framed mirror with a confident, sultry expression.
Gabbriette brings her signature dark glamour to YSL’s 2025 campaign, smoldering in an off-the-shoulder black look while catching her reflection in a gilded mirror.

The Return of Supermodel Energy

Ah yes, the It-girl revival—and no, I don’t mean the “girls who have coffee and call it a personal brand.” I’m talking about Alex Consani, Paloma Elsesser, and Gabbriette—women who strut like the runway owes them money.


Their style this weekend leaned heavily into ’90s nostalgia with a modern twist. We’re talking slip dresses paired with chunky platform boots, oversized blazers cinched in ways physics might not approve of, and lip liner so sharp it could cut glass.


This isn’t just celebrity fashion inspiration—it’s power dressing disguised as effortless cool. It’s the kind of look that says, “Yes, I just rolled out of bed… but my bed is in a $7 million loft and my silk pillowcase has its own stylist.”


Kendall Jenner and Izabel Goulart posing together at an evening yacht event, Kendall in a fitted black-and-white swirl patterned gown and Izabel in a sheer black corset dress with a high slit, with tables and flowers in the background.
Kendall Jenner and Izabel Goulart light up the night in bold monochrome looks—Kendall in a hypnotic black-and-white swirl gown, Izabel in a sheer black corset dress with a dramatic slit—proving yacht-side style can rival any runway.

Yacht Chic: Luminara’s Floating Fashion Show

Meanwhile, somewhere between Malta and your wildest Pinterest board, the yacht Luminara hosted a floating masterclass in luxury dressing.


Onboard: Leonardo DiCaprio, Kendall Jenner, Martha Stewart, and Tom Brady—each delivering their own interpretation of celebrity vacation style. Kendall channeled minimalist Mediterranean chic (linen sets, gold jewelry, no hair out of place), while DiCaprio went for his signature “wealthy fisherman” look—bucket hat included.


And yes, there were Michelin-starred dinners served at sea. Imagine wearing a silk gown and eating truffle risotto while the Mediterranean breeze threatens your perfect blowout. This is luxury resort wear at its peak—half relaxation, half wardrobe campaign.


Fashion isn’t just about what you wear—it’s about where you wear it and how you own it. Lots of money helps too. Stay tuned for updates and more in-depth coverage of your favorite celebrities and entertainment news! Create a free membership account with us today!

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References

  1. SFGate. (2025). The best fashion photos from Outside Lands 2025. Retrieved from https://www.sfgate.com/sf-culture/article/best-fashion-photos-outside-lands-2025-20810505.php

  2. Byrdie. (2025). Unfiltered Supermodel Energy Is Back: The It-Girls Bringing Fun Back to Fashion. Retrieved from https://www.byrdie.com/modern-fashion-it-girls-11762644

  3. Vanity Fair. (2025). Ocean of Influence: Inside the Celebrity Boat Trip That Was All Over Your Feeds. Retrieved from https://www.vanityfair.com/style/story/celebrity-yacht-cruise

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