The Hollyday is a modern day, boutique luxury travel agency based in New York City. We specialize in high end travel, luxury hotels and bespoke, custom itineraries, with a focus on Africa, France, Italy, Switzerland and the United Kingdom.


The Hollyday is an indepdendent affiliate of Tafari Travel, a Virtuoso Agency. We have preferred partnerships with hotels, tour companies, airlines, cruise lines, private air companies and other travel suppliers worldwide. Through these partnerships, we are able to offer our clients VIP perks, extra amenities, special promotions and exceptional service. Click here to read more about our preferred partners.


Travel enriches, educates and empowers. We strive to create meaningful experiences that our clients will never forget.

One of the things we love most about travel is the opportunity it gives us to learn about and embrace different cultures, races, ethnicities, identities and expressions. We also value and respect diversity at home. We are committed to inclusion across race, gender, age, religion, identity and experience. 

We greatly appreciate the opportunities we get to explore our Earth, and we are aware of the impact that travel can have on our environment. In 2021, we made a committment to sustainability as a core company value. We pledge to highlight our travel partners who are champions of sustainablity, engage in eco-friendly travel initiatives, and decrease our own carbon footprint.

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Attorney by day, travel planner by nature. Holly was several years into practicing law when she realized that something was missing. The demands of being a lawyer had prevented her from enjoying her once-favorite hobby, traveling. If she couldn't be in a new destination every month, she could at least re-live her experiences by writing about them. She started a travel website in her free time, sharing travel guides with all of her recommendations. Soon, readers began asking her to help them plan trips, and her modern day travel agency was born.

She still works as an attorney, but has struck a balance between her law practice and The Hollyday, even carving out time to take some amazing scouting trips each year to discover the very best for her clients. The attention to detail, high level of organization and client service skills she's developed as a lawyer allow her and her team to provide the utmost level of service to her travel clients. Getting to design custom itineraries, putting special touches into every trip, and knowing she is creating unforgettable experiences for others brings her passion for travel to life, even when she's not the one getting on the plane.