Experience the World Without Limits. Once-in-a-Lifetime Travel Experiences Designed for you.

Sienna Charles impeccably designs and meticulously delivers once-in-a-lifetime vacations for our members that most people can only dream of. Our luxury travel concierge unearths our ultra-high-net-worth member’s greatest passions to curate an exclusive experience that will meet any desire and exceed every expectation.

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  • Meet the luxury travel agent who plans trips for former US presidents and world leaders
  • How High-Net-Worth Families Vacation featuring Sienna Charles in The Hollywood Reporter
  • A New-Breed of Luxury Travel Agents featuring Sienna Charles in Wall Street Journal
  • Meet the Super Travel Agent featuring Sienna Charles in Forbes
  • Sienna Charles' Take On Russia in Robb Report
  • Make the Most of a Layover featuring Sienna Charles in The New York Times
  • A Look at CEO Travel Habits featuring Sienna Charles in Bloomberg
  • The Wealthy Are Moving Toward Intangible Luxury Assets, Including Passports and Healthcare

Coveted Corners of the World





Costa Rica







Middle East

Sienna Charles personally vets every restaurant, spa, hotel and experience before offering them to clients, which partly explains a customer pool that ranges from CEOs and bankers to George W. Bush and his family.

Luxury Meets Exclusive Experiences

Step into the inner sanctuary of Sienna Charles where an unbounded life of luxury experiences and once-in-a-lifetime vacations await. Our travel concierge service unearths our members’ greatest passions and deepest desires to curate trips of a lifetime that transcend expectations. With handcrafted services and meticulous attention to detail, we deliver one-of-a-kind moments for our discerning clientele that can’t be accessed through typical channels.

Whether a member wishes to rejuvenate with a secluded stay in the most remote tropical oasis or immerse themselves in local culture, we cross oceans, mountains and continents to create unforgettable bucket list trips of a lifetime. Our members spend once-in-a-lifetime vacations circling the world in a private jet, skimming across cerulean waters in a private yacht or becoming one with nature on a safari in Africa. With Sienna Charles, even the most extraordinary desires can become reality.

Embark on the Trip of a Lifetime in Unrivaled Opulence

Our Approach

Designing Unforgettable Moments

Sienna Charles delivers once-in-a-lifetime travel for our discerning clientele. Our luxury travel concierge team unearths our members’ deepest desires and wildest passions to curate an experience that is perfectly matched to individual preferences. Not only do we meticulously design and expertly execute every detail, but we are also available 24/7 to ensure an entirely seamless experience.

Luxurious Journeys, Flawlessly Delivered

Sienna Charles is devoted to ensuring that our members’ trips are meticulously designed and flawlessly executed. We work tirelessly to deliver the best once-in-a-lifetime trips with every detail impeccably planned so that our discerning clientele enjoys a seamless and unforgettable experience.

Unparalleled Taste and Inimitable Expertise

Whether our discerning clientele desires the trip of a lifetime with a global itinerary or a voyage to the world’s most iconic destinations, we deliver an exclusive VIP experience. Our founder, Jaclyn Sienna India, has inimitable expertise and insider knowledge that enables her to flawlessly curate mind-blowing luxury trips that meet any desire and exceed every expectation.

Unmatched Privacy and Unbounded Freedom

Our discerning clientele deserves ultimate discretion when embarking on the trip of a lifetime. Sienna Charles thoughtfully designs every detail with complete privacy, confidentiality and discretion in mind to ensure a seamless experience during every unforgettable moment.

Your Gateway to Luxury Getaways

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Founded by a Bonafide Luxury Expert and Lifelong Global Traveler

Whether a member desires to escape the ordinary and embark on the jet-set trip of a lifetime to the world’s most exotic locations or sail around the globe in ultimate luxury, Jaclyn Sienna India has the insider knowledge and world-class connections to deliver a one-of-a-kind experience. She spends more than 200 days on the road annually and has visited more than 90 countries on her quest to discover the finest things in life and deliver them to our discerning clientele.

This inimitable approach to curating unforgettable moments and unparalleled experiences has led to Jaclyn becoming the veritable authority in the luxury industry. She possesses an innate ability to unearth our members’ deepest desires in order to find an ideal ultra-luxe property using the connections she has cultivated with proprietors around the world. Her little black book, combined with her refined palate, eye for the extraordinary and ability to unearth the most exceptional things in life, has launched Sienna Charles into becoming the ultimate travel concierge service for those seeking once-in-a-lifetime travel experiences.

Sienna Charles delivers meticulously planned and flawlessly executed trips of a lifetime for our discerning clientele. We are more than just a membership club – we offer exclusive access to a limitless life of luxury.

Your Questions, Answered

Sienna Charles’ trips of a lifetime include every aspect of trip planning, from chartering a private luxury jet or yacht to securing reservations at one of the world’s most exclusive private villas or 5-star hotels. Our discerning clientele also enjoys hard-to-secure reservations at Michelin-starred restaurants as well as premier fine dining tables around the globe. Every moment is carefully crafted, meticulously planned and expertly executed to ensure a seamless experience so that all members have to do is enjoy an unforgettable experience.

Sienna Charles hand-tailors the best once-in-a-lifetime trip that perfectly matches any stated desires or needs. Our members do not need to provide an itinerary, as our travel concierge service will get to know personal preferences before curating an experience that exceeds expectations. Whether our members wish to enjoy a romantic getaway to an intimate private villa or embark on a once-in-a-lifetime family vacation to one of the world’s trendiest hot spots, Sienna Charles will deliver.

We recognize that pets are important members of the family. We will locate and secure pet-friendly accommodations, travel and excursions to ensure the once-in-a-lifetime family vacation is complete.

Absolutely. We recognize that our discerning clientele often owns personal luxury jets or yachts, and we can seamlessly incorporate those into the planning by arranging an experienced pilot/captain and cabin/yacht crew. Our travel concierge service is dedicated to delivering exceptional moments, no matter how members prefer to reach their once-in-a-lifetime holiday destinations.

Every trip is custom-tailored to the preferences of our members and delivered with white-glove service to ensure a flawless experience. Discerning travelers can apply for membership and receive a quote for a personalized trip.

While last-minute requests can be honored, in order to ensure the best possible experience, we recommend reaching out as soon as travel plans are determined.

We meticulously plan every detail to ensure a seamless experience, but in the event of an unforeseen situation, our travel concierge service is available by text or email 24/7. Upon notification of any issue, we will immediately work to resolve it to ensure that our members can swiftly return to enjoying their once-in–a-lifetime trip.

A Sienna Charles membership is $75,000 and includes all luxury accommodation reservations, one-of-a-kind trip planning, exclusive reservations at fine dining and Michelin star restaurants, VIP access to coveted events around the world and 24/7 luxury concierge services.

Sienna Charles extends our membership to ultra-high-net-worth individuals who covet exclusive experiences and once-in-a-lifetime travel. Once you fill out the form, our team will reach out to schedule a meet and greet with our travel concierge expert. For individuals who are an ideal fit, an unbounded life filled with luxury travel, premier fine dining and exclusive private accommodations awaits.

Indulge Your Trip of a Lifetime Dreams with Sienna Charles