CAPTAIN Brent Holleman & MATE Brandon Reid

Brent Holleman - CAPTAIN
Brent Holleman's love for the sea started at an early age when he became a young sailor racing sailboats at the local yacht club in Miami, Florida. He kept his skills honed over the coming years by owning and bareboat chartering 40-60’ power and sailing vessels. He received his 200-ton MCA/RYA Yachtmaster license, and USCG 500-ton Master Merchant Marine Officer license, and is also a certified diver.

He has logged thousands of nautical miles over the East Coast of the United States, Bahamas, Caribbean, Atlantic and Pacific oceans. In the summer, he loves sailing and working on his Pearson sloop in the Long Island Sound with his family and friends.

Brandon Reid - FIRST MATE
Brandon's upbringing in a shoreline Connecticut town, coupled with summers spent on New Hampshire lakes, fostered his lifelong love for water activities and adventure. Starting from boat yards in New England, his journey led him to helm larger cruising yachts, exploring the Eastern Seaboard, Bahamas, and the Gulf of Mexico. With an unwavering spirit for fun and a penchant for making lasting memories, Brandon ensures every guest aboard his vessel experiences an unforgettable journey. His polite, friendly demeanor and dedication to guest satisfaction make him a trusted and passionate crew member, committed to creating timeless memories on every voyage.

Gail Jeffery - STEW
Gail grew up in Nebraska, where despite not being next to the ocean, was able to develop a love for boating through weekends spent at her grandparents’ lake cabin. With over seven years of experience in the yachting industry and a certification in silver service, she brings a deep commitment to exceptional guest service and a passion for creating memorable experiences on board.

As the chief stewardess, she thrives in team settings and enjoys working closely with crew members to deliver a seamless experience for guests. She takes pride in her attention to detail and enjoys curating beautiful environments, from arranging fresh floral displays to crafting delightful charcuterie boards.