Tim Montgomery
Originally from St. Louis, Missouri — far from the sea but full of curiosity — Tim began his career as a chef, working in kitchens and aboard vessels around the world. His passion for the ocean truly took hold during three years with National Geographic’s expedition ships, sailing the coasts of North and Central America. That journey led him to the Virgin Islands, where he fell in love with the vibrant culture, community, and turquoise waters of St. Thomas.
Over the years, Tim has captained yachts throughout the U.S. and British Virgin Islands and the Lesser Antilles, discovering hidden coves and local favorites few ever see. He holds a USCG Master’s License and STCW 95 certification, with over 3,000 days at sea.
Tim prides himself on creating a relaxed, personalized experience for every guest. He’s not one for rigid itineraries — he reads the vibe of each day and tailors the adventure accordingly. Whether it’s secluded beaches, world-class snorkeling, a quiet sunset, or legendary beach bars, he knows just where to go.
Known for his easygoing leadership, a knack for great cocktails, and the occasional guitar session at sunset, Captain Tim is here to make your time aboard Get Along everything you’ve dreamed of in a Caribbean getaway.
















