Brett Cumberland

Managing Director, Andrew Harper Travel, R. Crusoe & Son and Roadtrips

We deliver authentic experiences for our clients by combining the style and sophistication of the world’s best luxury partners with the real-world expertise and incomparable customer service of the industry’s best travel advisors.

Brett Cumberland leads high-touch luxury agencies serving VIP leisure, entertainment and corporate clientele, inclusive of Andrew Harper Travel, R. Crusoe & Son and Roadtrips. Andrew Harper Travel is comprised of travel experts curating exceptional worldwide travel experiences for Andrew Harper members. R. Crusoe & Son offers custom journeys, hosted journeys featuring insider experiences, private jet journeys for small groups with top experts, and special interest group journeys. Roadtrips creates and delivers custom sports travel experiences to the most sought-after and exclusive events around the world.

Brett Cumberland

Mr. Cumberland boasts significant experience in both the travel and technology industries. Prior to joining Travel Leaders Group, he served as Chief Information Officer at Abercrombie & Kent for 13 years. There, he helped to transform the business with technologies that increased agent productivity, customer engagement, and enhanced the overall booking experience. His past roles include leadership positions with several technology companies, including Unisys, the global information technology company, and Sabre, Inc., the travel technology company. At Sabre, Mr. Cumberland implemented the division’s first-ever product lifecycle management program in addition to a range of market leading web-based solutions.