From Servant to Concierge: How One Woman Redefined Luxury Travel

When Jaclyn Sienna India founded her boutique travel concierge, Sienna Charles, in 2008, she was committed to creating a successful business even if it meant initially projecting an image of success without having it.

India recalls how, in the early days, calls from potential clients would surprise her, leading her to claim she was fully booked with high-net-worth individuals, even though she had no clients. Fast forward sixteen years, and her strategy has paid off. Today, she serves several high-profile clients, including world leaders like former President George W. Bush and celebrities such as Mariah Carey. Her clientele typically has an annual income exceeding $100 million, often people who seemingly have it all.

India believes her unique approach lies not just in her connections but in how she cares for her clients. Drawing from her experience as a server, she emphasizes understanding what people truly need. Her extensive network—over 2,000 relationships across hotels, restaurants, and yacht services—allows her to create tailored travel and dining experiences.

She listens to her clients’ desires and uses her insight to transform their visions into reality. Instead of focusing solely on luxury, India aims to provide meaningful experiences. For example, while many consider the three-Michelin-star French Laundry in Napa a pinnacle dining experience, India prefers to recommend lesser-known but more exciting venues, like Single Thread Farms.

Her services often result in extraordinary events—she has arranged a candlelit dinner at Versailles and a brunch on the Arc de Triomphe. Furthermore, India understands that sometimes her clients seek simpler comforts. For instance, when President Bush traveled to Ethiopia, she ensured he had peanut butter and non-alcoholic beer, along with a heartwarming welcome from local children.

India is dedicated to providing authentic experiences that encompass more than just luxury. She believes in building connections from all walks of life, listening to everyone around her to discover the most unique options for her clients, demonstrating that memorable experiences can be found beyond traditional luxury.

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