Your Crew
Captain Jack Karger
Leading the company, Captain Jack is a certified sailing instructor for the American Sailing Association, and was named the 2022 ASA Instructor of the Year. With around 100,000 nautical miles under his belt, 5 ocean crossings, international racing and his RYA Yachtmaster, he brings extensive experience from working as a captain and instructor around the world.
Jack's sailing career began when he crossed the Atlantic aboard the original La Vagabonde monohull with his cousin Riley and Elayna, who had just launched the now ultra-popular YouTube channel 'Sailing La Vagabonde'. Jack pursued professional certifications, completing his Yachtmaster qualifications in England and working as a skipper for a major flotilla company before transitioning to instruction, where he found his calling.
After gaining experience in the charter industry across multiple continents, Jack founded Vagabonde Adventures. His teaching philosophy centers on maximizing hands-on experience for his students and guests. Jack is passionate about coaching sailors of all levels and consistently works to extract the best performance from both crew and vessel.
Whether sailing across Atlantic passage or leading snorkeling excursions, Jack combines technical expertise with an enthusiasm for sharing his knowledge. His background, from first getting on the helm in his 20s to now becoming an award-winning sailing instructor, gives him a unique perspective on helping others discover their own sailing journey.
Along with Jack we have an amazing group of professional captains you may be lucky enough to sail with.
