Aoki Lee Simmons, 21, Sparks Romance with Serafina Co-Founder Vittorio Assaf, 65, During Enchanting Getaway in St. Barts

IN BRIEF

  • Aoki Lee Simmons, 21, shares romantic moments with Vittorio Assaf, 65.
  • The couple was spotted engaged in PDA on the beach.
  • Their getaway took place during a trip to St. Barts.
  • Aoki is the daughter of Kimora Lee Simmons and Russell Simmons.
  • Their relationship was brief, as confirmed by sources.

Aoki Lee Simmons, the 21-year-old model and daughter of Kimora Lee Simmons, sparked a whirlwind romance with Vittorio Assaf, the 65-year-old co-founder of Serafina restaurants. The pair was seen packing on the PDA during their enchanting getaway in St. Barts, enjoying romantic moments on the beach. Despite their apparent chemistry, insiders have confirmed that their relationship was brief and is now officially over, with sources stating, “It was never a thing from the beginning.”

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In the glamorous setting of St. Barts, a whirlwind romance has blossomed between Aoki Lee Simmons, the 21-year-old model and daughter of renowned fashion moguls, and the 65-year-old restaurateur and Serafina co-founder Vittorio Assaf. Their captivating connection has been the talk of the town as they were spotted indulging in sweet moments of affection on the picturesque beaches. As the romance unfolded, it captured the attention of social media, leading many to speculate about their brief yet intense relationship.

A Glimpse of Their Romantic Getaway

The serene beaches of St. Barts provided the perfect backdrop for Aoki and Vittorio's romantic escapade. From luxurious sunbathing sessions to intimate dinners under the stars, the couple made the most of their time on the island. Their affectionate displays—packing on the PDA—were witnessed often, as they enjoyed sun-soaked days filled with laughter and love. The atmosphere exuded warmth, complementing the soft waves crashing nearby and creating an idyllic setting for the couple to connect.

Sun-Kissed Memories

During their getaway, the stunning visuals of Aoki and Vittorio basking under the Caribbean sun quickly became a highlight on social media. Seemingly caught up in the magic of St. Barts, the pair shared passionate kisses and tender moments reminiscent of classic romance films. Whether strolling hand in hand or stealing kisses, their connection seemed electric, showcasing the spontaneity and excitement of young love paired with the allure of experienced romance.

An Unexpected Pairing

Despite their significant age difference, Aoki Lee Simmons and Vittorio Assaf's coupling has raised eyebrows, adding a layer of intrigue to their relationship. Aoki, daughter of Kimora Lee Simmons and Russell Simmons, is not only a well-known model but also possesses a vibrant personality that has enabled her to navigate the complexities of celebrity life. Vittorio Assaf, on the other hand, brings a wealth of experience with his expansive career in the restaurant industry, particularly with the popular Serafina Restaurant Group.

What They Have in Common

Beneath the surface, Aoki and Vittorio share similarities that bond them together beyond age. They both embody a passion for the arts—Aoki in fashion and modeling, while Vittorio's endeavors in the culinary scene showcase his creative flair. This common ground seems to have contributed to their romantic connection, demonstrating that age is merely a number when it comes to matters of the heart.

The Final Days of Their St. Barts Adventure

Whispers of a Breakup

Shortly after their departure from St. Barts, news emerged confirming that Aoki and Vittorio had called it quits. According to sources, the relationship fizzled out as quickly as it ignited. "It's over. It was never a thing from the beginning," a source revealed, suggesting that their passionate moments were perhaps driven more by the exotic locale than a deep-seated connection. This shocking revelation left followers and the public questioning the true nature of their whirlwind romance.

The Aftermath: Social Media Buzz

The news of their breakup sparked a flurry of discussions online, with fans expressing their surprise and disbelief. Many had been drawn in by the couple's charismatic interactions during their stay in St. Barts, following their journey through social media posts and celebrity news outlets alike. The contrast between the romantic moments shared on the beach and the reality of their split created a captivating narrative that left many wanting more.

Celebrities React to the Split

The information about Aoki and Vittorio’s split prompted responses from fellow celebrities and fans. Social media platforms lit up with a mix of comments, ranging from support for Aoki's independence to concern for what the future holds for both individuals. Celebrity culture thrives on the drama of love and breakup, and this sudden halt to a budding romance became fodder for speculation and analysis across various outlets.

Exploring St. Barts: A Travel Destination

The stunning St. Barts has long been a favored destination for celebrities and jet-setters alike, known for its luxurious resorts and captivating scenery. A place where the elite come to unwind, indulge in gourmet dining, and bask in the sun, St. Barts offers a unique blend of tranquility and excitement, making it the perfect escape for anyone seeking a paradise-like experience.

Highlights of the Island

With its crystal-clear waters and pristine sandy beaches, St. Barts is a haven for those looking to enjoy the best of island life. The 40 best resorts in the Caribbean have highlighted some of the island's most spectacular accommodations, perfect for both relaxation and socializing. Couples like Aoki and Vittorio find endless opportunities to connect amidst the breathtaking surroundings, allowing the charm of St. Barts to amplify their experiences—a reminder of just how enchanting the island truly is.

The Legacy of Their Romance

Though Aoki Lee Simmons and Vittorio Assaf's relationship was short-lived, it created a buzz that will not be forgotten soon. Relationships like theirs often illustrate that love doesn't follow a conventional path, and attraction can spark in unexpected places. It’s a reminder that exploration—be it through travel, romance, or both—can lead to profound experiences that leave attendees enchanted and eager for more.

Moments to Remember

Now that their time in St. Barts has come to an end, Aoki and Vittorio both have memories that will remain etched in their minds long after their romance fades. The island provided them with a captivating canvas to paint their story, one that symbolizes the magic of connection and fleeting moments. As they part ways, these memories will serve as a reminder of a brief but beautiful chapter in their lives.

Future Adventures Await

As Aoki and Vittorio move on to their next chapters, many are left wondering what lies ahead for them individually. Aoki, a keen influencer and model, has a promising future in the creative industry, while Vittorio may focus on expanding his culinary empire. Both individuals have the potential for exciting journeys ahead, and it’ll be intriguing to witness their next adventures unfold—without the backdrop of St. Barts, but likely still filled with passion and creativity.

Exploring New Destinations

For those looking to follow in their footsteps, St. Barts remains an enchanting destination filled with charm and vibrancy. With vacation packages that combine multiple Caribbean hotspots, including Anguilla and St. Barts, travelers can indulge in the luxurious experience that first captured Aoki and Vittorio's hearts. The allure of exploring resort properties opens doors to new adventures, waiting for the next couple to create a romantic narrative of their own.

In Summary

The brief romance between Aoki Lee Simmons and Vittorio Assaf, sparked during their getaway in St. Barts, highlights the enchantment of unexpected connections that can emerge in stunning locales. Their enchanting moments and the subsequent split showcase the multifaceted world of celebrity relationships that continue to captivate audiences. St. Barts, a jewel of the Caribbean, remains a prime destination for romance and excitement, with the potential for creating unforgettable memories that transcend time.

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Aoki Lee Simmons and Vittorio Assaf's Romantic Escape in St. Barts

During a recent trip to the beautiful island of St. Barts, 21-year-old model Aoki Lee Simmons was seen enjoying some serious PDA with 65-year-old restaurateur Vittorio Assaf. The couple was spotted exchanging kisses and appearing totally wrapped up in each other on the sandy shores, making the most of their vacation.

Aoki, who is the youngest daughter of fashion mogul Kimora Lee Simmons and music icon Russell Simmons, certainly knows how to turn heads. This trip showcased a different side of her, as she was openly affectionate with Vittorio, dropping the barriers of age and public scrutiny.

The duo's romantic connection came as a surprise to many, considering their age gap and varied backgrounds. Vittorio, with his accomplishments in the restaurant industry as co-founder of Serafina, seems to complement Aoki's vibrant and youthful energy. Their charisma struck a chord during their time on the island.

As their getaway progressed, the chemistry between Aoki and Vittorio became even more palpable, making it hard to miss the sparks flying. However, just as their brief romance blossomed, rumors have begun circulating that the couple has decided to part ways after their enchanting escape.

Reports suggest that while the connection was enjoyable, it may not have been as serious as initially thought. According to sources, “It's over. It was never a thing from the beginning.” Regardless of the outcome, their time in St. Barts certainly provided a moment of excitement that turned heads and drew attention from fans and onlookers alike.

This article was updated on February 18, 2026