Meet Shay Watson.

Shay Watson is the Founder and CEO of The Travel Diaries and The Legacy Travel Club. She is a powerhouse TravelPreneur, coach, and full-time travel business owner who turned a vision during a global shutdown into a thriving, purpose-driven movement. After leaving her corporate job in 2020, Shay built her travel business from the ground up—reaching major milestones like hitting Gold Builder in her first month, achieving Double Pinnacle, and traveling to over five continents.

With mentorship, real-life strategies, and a supportive community, Shay provides the blueprint to help aspiring travel agents, remote workers, and go-getters monetize their passion for travel—whether it’s a side hustle or the start of something bigger.

If you're ready to design a life where travel pays you, and success looks like freedom and purpose, this is your sign.

TRAVEL. EARN. LEAVE A LEGACY.

Now, she’s on a mission to help others turn travel into income and build a life filled with freedom, flexibility, and financial independence.

Through The Legacy Travel Club, Shay is empowering everyday people—especially Black millennial women—to start and grow profitable travel businesses, earn from bookings, create multiple income streams, and build a legacy they can be proud of.