From Skepticism to Success: How One Woman Redefined Luxury Travel

In 2008, Jaclyn Sienna India launched Sienna Charles, a boutique travel concierge, with the philosophy of “fake it until you make it.” Initially, she faced skepticism from her husband as she received inquiries from potential clients while having none of her own.

Fast forward sixteen years, and her strategy has proven successful. India now serves high-profile clients, including world leaders and celebrities, with annual incomes exceeding $100 million. She focuses on providing personalized services that go beyond mere luxury.

India emphasizes the importance of genuine care in her interactions. Drawing on her previous experience as a server, she understands the significance of connecting with people and tailoring experiences to their needs. Her extensive network, which includes over 2,000 contacts in the hospitality sector, enables her to create exceptional travel and dining experiences.

Her approach is not about directing clients to the most renowned venues but about curating meaningful experiences. For example, while she could easily secure reservations at prestigious restaurants, she prefers to highlight unique offerings like Single Thread Farms over the more conventional French Laundry.

Her portfolio of arrangements ranges from intimate dinners in historical settings, such as a candlelit meal in Versailles, to casual but thoughtful gestures, such as ensuring former President George W. Bush had familiar comforts while traveling abroad.

India’s mission is to provide authentic experiences for her clients, focusing on the richness of the world beyond traditional luxury. She believes that the best experiences come from understanding her clients’ desires and delivering personalized options that reflect their values and interests.

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