Sail Marblehead, Inc. brings incredible depths of knowledge and experience to their passengers. We specialize in sailing education, charters, and boat restoration.
Experience the beauty of the open waters and enhance your sailing skills with us!
Captain Jim
Captain Jim combines professional certifications with extraordinary real-world sailing experience and master craftsmanship.
Maritime Credentials
Jim holds a United States Coast Guard master's license for vessels up to 100 tons and is an American Sailing Association certified instructor qualified to teach from basic keelboat through bareboat charter certification. As a certified US Sailing Race Committee Officer, he brings additional expertise in racing operations and regulations.
Exceptional Experience
Jim's impressive background includes serving as delivery captain for an 83-foot Whitbread Racing vessel (now known as the Volvo Ocean Race). His charter experience spans from local waters—Marblehead and Salem harbors—to offshore adventures to Bermuda and the British Virgin Islands, where he frequently conducts bareboat charter certifications and offshore cruising instruction.
Master Craftsman
Beyond his sailing expertise, Jim has established himself as a visionary boat restorer whose craftsmanship speaks through his completed projects. He brings this same attention to detail and passion for teaching to both his restoration work and sailing instruction.
Captain Eric
Captain Eric brings extensive maritime experience and a passion for teaching to every charter and lesson.
Experience & Expertise
Eric has navigated vessels from 12 to 48 feet across diverse waters. His impressive nautical journey includes extensive coastal cruising and over 5000 offshore miles on delivery passages, including several runs between Florida and New England, Bermuda to Long Island, and Sicily to the Canary Islands.
Professional Background
Eric combines engineering expertise with educational credentials — including a Doctor of Education in learning, leadership, and community — creating an exceptional teaching approach tailored to each client's needs.
Your Captain
Whether you're seeking a peaceful sunset cruise or challenging heavy weather training, Captain Eric creates a safe, engaging environment where confidence builds naturally and lasting memories are made.
Captain Ryan grew up on the waters of Florida, where a passion for the ocean and sailing first took hold. After serving honorably in the military, he earned his United States Coast Guard 100 ton Captain’s License and began his career in commercial fishing. His journey took him to Key West , followed by a move to Gloucester, where he continued working on the water. Seeking to expand his knowledge, he pursued higher education, earning a bachelor’s degree and master’s degree. He then spent six years in the corporate world but soon realized his true calling remained on the ocean. Now, Captain Ryan has returned to his maritime roots, bringing a wealth of experience in navigation, seamanship, and leadership to Marblehead Sailing School. His passion for sailing and teaching makes him a valued instructor, helping students develop their own confidence and skills on the water.
Joe is one of our program’s success stories. Joe came to us in 2002, when he was only 13 years old. He was a natural for all aspects of sailing and boat restoration. As Joe‘s confidence grew, our confidence in him grew as well. Eventually, he was selected to be the driver of the Boston Yacht Club’s race committee boat, the Carl Alberg. He was also responsible for the care and maintenance of many boats in Marblehead Harbor. Joe currently owns his own restoration shop and we couldn’t be happier for him.
JP’s love for boats and the ocean began when he was only three weeks old, definitely an old soul. He loves to be out on the water, working on boats or fixing trailers. He has his own boat that he enjoys restoring. JP is in training to be a first mate and boat restorer. He is known around town as the youngest person to have a valid ASA log book.
+1 (351) 444-8217
Office: 11 Naugus Ave.
Waterfront: 97 Commercial St.
Marblehead, MA 01945
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