From Faking It to Serving Presidents: The Rise of a Travel Concierge Extraordinaire

In 2008, Jaclyn Sienna India launched Sienna Charles, a travel concierge service, with the mindset of “faking it until making it.” Initially, this approach led to humorous situations; she would receive calls from potential clients eager to make travel plans, even though she had no existing clients to cater to. Despite her husband’s skepticism, India managed to create a successful business.

Fast forward sixteen years, and India now counts notable figures among her clientele, including former President George W. Bush and celebrity Mariah Carey. Her services target individuals with assets over $100 million, and she focuses on providing experiences that even the most affluent individuals struggle to arrange themselves.

India attributes her success to a unique blend of empathy and understanding. Having worked as a server for five years, she learned the importance of personalization and attentiveness. She knows that her powerful clientele often requires support in accessing unique experiences rather than just luxury.

With an extensive network of over 2,000 contacts in the hospitality industry, including yachts, hotels, and top-tier dining, India curates exceptional travel experiences tailored to her clients’ desires. She explains that many of her clients have visions for their experiences but lack the time and creativity to bring them to life. India’s ability to interpret these visions and deliver on them sets her apart.

Rather than simply offering access to the most exclusive locations, India is committed to ensuring her clients have meaningful and engaging experiences. For example, while some may regard the three-Michelin-star restaurant French Laundry as a must-visit, India considers the experience at Single Thread Farms in Napa to be far more intriguing.

India often arranges extraordinary events, such as candlelit dinners in Versailles and brunch on the Arc de Triomphe. Additionally, she aims to connect her clients with influential figures, having organized meals with prominent families like Hermes and Fendi.

Moreover, she recognizes that sometimes her clients prefer simpler comforts. For instance, when Bush visited Ethiopia, she facilitated the delivery of his favorite snacks—peanut butter and non-alcoholic beer—and ensured he was welcomed by local children wearing Texas Rangers caps.

With a strong commitment to authenticity, India engages with everyone from taxi drivers to restaurant staff to discover the most unique options for her clients, reminding us that the world offers a wealth of experiences beyond just luxury.

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