From Skepticism to Star-Studded: The Journey of a Luxury Travel Connoisseur

When Jaclyn Sienna India established Sienna Charles, her travel concierge service, in 2008, she was determined to make a name for herself, even without an initial client base. Early on, she faced skepticism from her husband as they received inquiries from people interested in trips to destinations like Disney or New Jersey. In those early days, India would respond by claiming the service was fully booked with high-net-worth clients, despite not having any at the time.

Fast forward sixteen years, and India’s strategy of perseverance has paid off handsomely. Her clientele now includes prominent figures such as former President George W. Bush and superstar Mariah Carey. Serving individuals who earn over $100 million a year, India offers a level of personalization and insight that goes beyond what her affluent clients might expect.

India believes that the key to her success lies in genuine care and emotional intelligence. With five years of experience as a server, she has a deep understanding of what resonates with people. She emphasizes the importance of caring about her clients, which she considers crucial to delivering exceptional service.

Sienna Charles boasts an extensive network of over 2,000 connections within the hospitality industry, which allows India to create bespoke travel and dining experiences for her clients. She is adept at deciphering her clients’ desires and turning their visions into reality, often with minimal information.

Rather than simply offering access to the most picturesque or exclusive venues, India’s aim is to ensure her clients have meaningful experiences. For example, she chooses not to promote famed restaurants like French Laundry, believing alternatives like Single Thread Farms offer more intriguing culinary experiences.

Her service spans a range of unique events, including a candlelit dinner at Versailles and brunch on the Arc de Triomphe. She often arranges for her clients to meet influential figures during meals, such as hosting breakfasts with the Hermes family or lunches with the Fendi family in Rome.

At times, however, her clients’ requests are more straightforward. When Bush visited Ethiopia, India made sure he had familiar comforts like peanut butter and non-alcoholic beer, alongside a heartwarming welcome from local children wearing Texas Rangers caps.

India’s approach is rooted in a genuine concern for people. She dedicates her time to engaging with a diverse array of individuals, from cab drivers to restaurant staff, to uncover authentic experiences. Her philosophy is that the world of luxury is not solely defined by opulence but encompasses genuine and enriching encounters that her clients deeply desire.

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