About The Crew

The Rum Runner team is the four of us, Jim, Jonathan, St. John and of course Drake. Rum Runner started as a spark in Jim’s mind more than 30 years ago. After sending a couple of kids to college, selling a few businesses, and relocating to the BVI, he finally turned that dream of his into reality. Jim comes from an entrepreneurial, corporate background, most recently running a boutique investment banking firm focused on mergers and acquisitions. In 2021 he adopted Drake from the Tortola animal shelter, and Drake promptly took charge of the culture and the brand. 

St. John jumped on board for the 2023-24 season leaving his home island of Dominica for opportunity in the BVI. St. John is the mastermind behind our “Mothership”. He’s the smiling face crafting our concoctions, pouring frozen cocktails, and keeping the Bouyon (energetic Dominican music) bumping on board.

Jonathan joined in on the fun in 2025. He took over from Jim as the new Director of Operations. With a background in hospitality, customer service, and entrepreneurship, he brings a unique perspective on how to lead Rum Runner into the future, developing plans for online and on water growth.

 Rum Runner really got its start for the 2023 season and was met with success beyond the wildest expectations. The business revolves around our “Mothership” Rum Runner, on which we formulate and pour our drinks. We have two huge soft-serve ice cream machines that produce the best frozen drinks imaginable. Starting in the 2025 season we are powering our equipment with a combination of green technology including solar and batteries. While some of our guests visit Rum Runner to get their drinks, most of our business is conducted from our little inflatable dinghy that zips around, taking orders for drinks and delivering those drinks back to your boat within minutes. We can easily be spotted by our orange flag and Drake standing proudly on the bow tubes of the boat. Of course, sometimes the delivery times will vary as Drake is asked to give a few kisses along the way.