Tim Shiaris
Born and raised around the waters of the Chesapeake Bay, Tim has spent most of his life on boats — both motor and sail — developing a deep respect for the sea and a passion for adventure. His love for exploration and connection with people has taken him far and wide, eventually leading him to the Virgin Islands, where he now shares that sense of wonder with every charter guest.
With a strong background in racing yachts and a drive to continually expand his skills, Tim has earned advanced certifications that reflect both his commitment to safety and his passion for sailing. His calm, steady leadership makes him a natural on the water, creating a safe and relaxed environment where guests can fully enjoy island-hopping, snorkeling, and soaking in the Caribbean sunshine.
Beyond sailing, Tim’s interests are as hands-on and adventurous as his charters — from snowboarding and traveling to restoring historic homes. He’s also a master of the grill, known for taking home awards in BBQ competitions and bringing serious flavor to the table.
Tim lives by the motto: “It’s all about the experience.” Whether it’s your first sail or your tenth, he’s dedicated to crafting unforgettable days on the water, with just the right mix of adventure, local charm, and laid-back island vibes.
