We are a Charleston, South Carolina based Travel Company founded in 2016.





We provide B2B support services to front-line Travel Advisors and operate a pair of B2C travel brands delivering vacation packages to the Caribbean and sailings on the world's great rivers.
Consumer Brands
We build custom vacation packages for clients looking for truly premium Caribbean travel experiences.
We partner with the world’s top river lines to build personalized itineraries for independent travelers and groups of every size.
Advisor Services
Agency Hosting
Our fee based/100% pass thru model provides one of the lowest split rates in the industry.
Mentorship
Sometimes you just have a question. You don’t need a coach or a course… that’s what we do.
Meet our Founder
Matt Walker founded Maidstone in 2016, turning a passion for personal travel into a brand that delivers great vacations for clients on a daily basis. Thanks to great client’s and their referrals, the brand will service $3.0M+ of vacation travel in 2025.
Matt holds an MBA and has 20+ years of corporate financial managament in the Fortune 500 space. He uses his expertise in business operations to help Travel Advisors define their product, simplify their operation, and grow their bottom lines.