Top models, celebrities and some of today’s most influential digital personalities took center stage during Miami Swim Week (May 21 to June 1) — one of the world’s leading fashion events showcasing the latest in swim and resort wear.
Guess Swim Presentation And Party At The Standard Spa, Miami Beach
The Boca Raton Observer headed to Miami on May 30 and 31 to soak in the glamour and buzz of this coveted fashion week. We began at The Standard Spa, Miami Beach, where Guess — the iconic American clothing company known for its black-and-white ad campaigns featuring legends like Claudia Schiffer, Adriana Lima, Gigi Hadid and Bar Rafaeli — hosted an intimate sunset cocktail hour.
The chic gathering featured a branded pool takeover and retail pop-up, drawing 175 fashion insiders, influencers and industry pros. Notable guests included “The Real Housewives of Miami’s” Larsa Pippen, former “Bachelorette” Jen Trann and model Hayley Hasselhoff.
Model Gillian Nation, 27, was one among those showcasing the collection. When asked about the pieces she wore, she said, “I like that Guess has clothes I’d actually wear. You can always count on them to be beautiful and realistic. It checks all the boxes.”
Attendees enjoyed signature cocktails, custom-branded Guess coconut water and stunning oceanfront photo ops. The pool deck was fully transformed with Guess-branded towels, pillows and stylish decor, setting the tone for an immersive brand experience. Interactive stations gave attendees a chance to explore the brand’s latest fragrance, eyewear, footwear and handbag lines.
But the evening wasn’t just about fashion — it was also a tribute to confidence, culture and Miami’s sun-soaked energy. Guests left with exclusive goodie bags filled with accessories like branded towels, slippers, sunglasses and fragrance samples, along with the option to personalize items with custom engravings.
For more information, visit guess.com.
Photo by Jason Koerner
A model walks the runway at Guess 2025 Miami Swim Presentation and Party at The Standard Spa, Miami Beach.
Montage Swimwear & Dippin Daisy’s Swim Week Bash At The Sagamore Hotel
On May 31, rising swimwear brands Montage Swimwear and Dippin Daisy’s teamed up for a high-energy bash at The Sagamore Hotel in South Miami Beach — a boutique Art Deco gem that provided the perfect backdrop for a fashion-forward celebration attended by an exclusive crowd of about 100 guests. The event doubled as both a launch party and a bold debut for Montage Swimwear, a new label turning heads with its unique model-designed capsule collections.
Among the stylish crowd were Montage Swimwear designers Bre Tiesi and Daniela Tablante, alongside TikTok star and Miss Ohio USA 2022 Kylan Darnell.
Founded by Bryan Skowronek, Montage Swimwear introduces 12 signature capsule collections, each crafted by a different accomplished model. The result? A dynamic showcase of fun, flirty and personality-driven pieces that seamlessly blend swimwear and ready-to-wear fashion. From bold prints and strappy silhouettes to breezy cover-ups and curve-accentuating cuts, the brand offers a curated, statement-making wardrobe perfect for beach getaways, pool parties, yacht outings and tropical soirées.
Each designer drew inspiration from their favorite vacation destinations — think Amalfi Coast elegance and Tulum boho-chic — bringing their personal style and travel influences
to life through details like colorful hardware and luxe fabrics. All 12 designers were present to toast the launch, mingling with attendees and offering a firsthand look at their creations.
Guests enjoyed complimentary drinks and gourmet bites, with activations and gifting from Montage Swimwear, Dippin Daisy’s and a lineup of generous sponsors including IV Concierge, Health-Ade, SunSips, Liquid I.V., Bond, Augustnoa and I.CANDY Energy.
For more information, visit montageswimwear.com and dippindaisys.com.
Photo by Romain Maurice