The Team behind the trips.
We’re travelers just like you — passionate about exploring new places and creating unforgettable experiences. Get to know the people who’ll make your next trip seamless from start to finish.
ALICIA SMITH
FOUNDER, CEO
Q: What's Your Favorite Destination?​
A: This is such a hard question! I’d have to say Jost Van Dyke in BVI. The Soggy Dollar serves the best painkillers and the water is pristine
Q: What Do You Love Most About Traveling?
A:I’m passionate about immersing myself in new places, connecting with different cultures, and meeting incredible people along the way. I also have a ton of skyline views from flights - I love the peaceful moments above the clouds with the sun rising or setting. ​
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Q: What's Your Motto?
A: "YOLO so LFG."
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Background:
Alicia brings over a decade of leadership and hands-on experience in fintech, blockchain, and digital financial services, where she has been at the forefront of driving innovation and advancing financial inclusion. She played a key role in developing MoneyGram Account & Debit Card as well as groundbreaking products like MoneyGram Wallet and MoneyGram Access, seamlessly connecting traditional and decentralized finance for global markets. Renowned for her strategic vision and ability to lead high-performing teams, Alicia thrives on delivering impactful solutions that drive meaningful change. Before joining Capital One, where she gained expertise across Sales, Marketing, Process Improvement, Project, and Product Management, Alicia graduated from American Airlines Academy and worked in client services at Business Jet Center in Dallas, TX.
ASHLEIGH GIBSON
CO-FOUNDER, COO
Q: What's Your Favorite Destination?​
A: Adult Disneyworld aka Vegas! As a city girl with a splash of country, I enjoy going to places that allow you to do a lot in a little bit of time. With Vegas you experience many people, culture, and foods all in one place.
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Q: What Do You Love Most About Traveling?
A: The ability to stop, slow down and be in the moment. I often forget to take pictures as I leverage travel as a true escape and often the experience is equivalent to how I am feeling in the moment.
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Q: What's Your Motto?
A: "Leave things better than you found them!"
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Background:
As a seasoned professional, Ashleigh, has over a decade of experience spanning Brand, Marketing, Operations, and Sales in the dynamic Fintech and big tech sectors. With a proven track record of driving growth and innovation, Ashleigh has played pivotal roles in launching impactful marketing campaigns, streamlining operational efficiencies, and building customer-focused sales strategies. Her ability to navigate complex business environments, combines analytical precision with creative vision to deliver results that elevate brand presence and operational success. She thrives on building high-performing teams, fostering cross-functional collaboration, and staying ahead of market trends to ensure sustained competitive advantage. With a passion for leveraging technology to enhance customer experiences and optimize business outcomes, Ashleigh continues to push boundaries and deliver exceptional results in the ever-evolving digital landscape.
