Kim McCardell

Windward + Crown

Hunt Valley, Maryland

I am Kim McCardell, the founder and lead advisor at Windward + Crown. We are a boutique, luxury travel company. We strive to eliminate stress, exceed expectations, and redefine convenience throughout your travel experience. We understand that travel style is personal and take time to get to know you in order to craft your perfect trip.

Before founding Windward + Crown, I was a secondary social studies teacher, crafting immersive lessons in culture, history, and geography. I later earned a masters in school administration and took on a school leadership role, with the goal of one day becoming a principal.

Motherhood shifted my path, but not my passion. Teaching taught me the power of research, planning, and connection. Motherhood taught me the importance of raising globally minded kids. Both roles deeply influence how I design travel today: with purpose, creativity, and a focus on what matters most to each client.

  • Most Memorable Travel Experience: Enjoying Moroccan mint tea in the tent of a nomadic Berber family. My children and the Berber children found a way to connect and play a game without spoken language as communication!
  • Travel Tip: Pack extra patience!
  • How Do You Define Luxury Travel? What is your luxury? Luxury is unique to every client. It goes beyond star ratings. How well does your trip reflect you? Your pace, your preferences, your passions. We take the time to understand what inspires you — whether it’s a quiet sunrise in a tucked-away villa, a table at the chef’s kitchen no one else can book, or simply knowing that every transfer, check-in, and connection has been handled without you needing to think about it. Luxury is personal.
  • If Your Personality Was Depicted in a Property, Which Would You Be? Half Moon Jamaica
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