About our Instructors

Capt. Cheryl Lowry

CEO, Instructor

Cheryl fell in love with the sea at an early age when she visited the Virgin Islands. She dreamed of sailing her own boat since she could remember. So in 2006 she made her dream come true by taking lessons in Alexandria, VA. She never looked back. Her sailing adventures have taken her on both US coasts, the Caribbean, and across the Gulf of Mexico. She loves teaching and learning from the people she meets on her adventures.

Captain Cheryl’s Creds:
  • USCG Certified Captain
  • ASA Instructor
  • PADI Instructor
  • Fellow, Aerospace Medical Association
  • Fellow, Academy of Wilderness Medicine
  • Diploma in Diving and Marine Medicine
  • Diploma in Mountain Medicine
  • FAA Aviation Medical Examiner

Capt. Brian Pinkston

COO, Instructor

Brian began sailing in 1990 through the Annapolis Naval Sailing Association. He went on to sail in Hawaii, boat coasts of the U.S., the Gulf of Mexico, and the Virgin Islands. He loves navigating to new places and meeting new people. His favorite memory is “discovering” St. Croix for the first time under sail.

Captain Brian’s Creds:
  • USCG Certified Captain
  • PADI Instructor
  • ASA Instructor
  • Fellow, Aerospace Medical Association
  • Fellow, Academy of Wilderness Medicine
  • Diploma in Diving and Marine Medicine
  • Diploma in Mountain Medicine
  • FAA Aviation Medical Examiner
  • FAA Certified Pilot
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