Behind the Velvet Rope: How Jaclyn Sienna India Redefined Luxury Travel

Jaclyn Sienna India founded her luxury travel concierge service, Sienna Charles, in 2008 with the ambition of making her business successful, even if it meant starting without any clients. Initially, India struggled to convey the depth of her services while she dealt with inquiries from potential clients, telling them she was fully booked with high-net-worth individuals, despite having no actual clients at that time.

Fast forward sixteen years, and her strategy of perseverance and relationship building has paid off. Today, India counts various world leaders, including former President George W. Bush, and celebrities such as Mariah Carey among her clientele, who all earn over $100 million annually. India’s unique approach focuses on caring for her clients and understanding their needs deeply.

India has built an extensive network in the hospitality industry, with a “black book” of over 2,000 connections that spans yachts, hotels, and upscale restaurants. This extensive relationship database allows her to create extraordinary travel and dining experiences tailored to her clients’ desires.

She emphasizes that her role is not just about accessing lavish venues, but about ensuring the experiences leave a lasting impression. For example, she chooses unique dining experiences over well-known establishments that may not be as interesting, highlighting that she prefers to recommend places like Single Thread Farms over the widely acclaimed French Laundry.

Her clients frequently enjoy bespoke experiences, such as a candlelight dinner in Versailles or brunch on the Arc de Triomphe. In addition to lavish meals, India also arranges encounters with influential personalities, including breakfasts with the Hermes family and lunches with the Fendi family in Rome.

Yet, India also understands that her clients sometimes seek simpler comforts. When arranging a trip for Bush in Ethiopia, she ensured he had familiar foods like peanut butter and non-alcoholic beer, along with a warm welcome from local children wearing Texas Rangers caps.

India’s commitment to her clients extends beyond luxury; she believes in providing authentic experiences. She engages with everyone around her—from cab drivers to restaurant staff—to uncover interesting options that go beyond typical luxury travel, ensuring her clients receive truly memorable experiences.

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