From Servers to Stars: How One Woman Redefined Luxury Travel

In 2008, Jaclyn Sienna India launched Sienna Charles, her boutique travel concierge service, with the mindset of “faking it until making it.” Initially, her husband doubted her ambition as they received inquiries from potential clients while she had none. She crafted responses, claiming her services were fully booked with high-net-worth individuals.

Fast forward sixteen years, and India’s strategy has proven successful. Today, her clientele includes notable figures like former President George W. Bush and celebrities such as Mariah Carey. Her services cater to individuals earning over $100 million annually, essentially providing exclusive experiences that these clients struggle to create for themselves.

India emphasizes that her unique offering lies in her genuine care and personal connections. Having worked as a server for five years before launching her business, she understands the nuances of hospitality and prioritizes the emotional needs of her clients. She has cultivated a vast network of over 2,000 contacts in the hospitality sector, ranging from luxury hotels to high-end restaurants and yachts, which enables her to design tailor-made travel experiences.

Her approach goes beyond simply securing access to prestigious venues; she aims to deliver meaningful experiences. For example, she associates with clients to grasp their visions and transforms them into reality, whether that means a candlelight dinner in Versailles or brunch atop the Arc de Triomphe. India also connects clients with influential figures, such as organizing meals with the Hermes and Fendi families.

Ultimately, India believes in the importance of authenticity in experiences. For instance, when arranging a trip for Bush to Ethiopia, she ensured he felt at home with comforts such as peanut butter and non-alcoholic beer. India expresses a commitment to understanding what truly enriches her clients’ lives, proving that luxury is not just about opulence, but also the depth of experiences.

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