We are all USCG Licensed Captains with experience in training advanced and novice crew. So you’ll likely have one or two seasoned captains aboard! We have sailed a combined 100,000 nautical miles on over 50 different vessels ranging from 16′ to 530′, sail and power. We’ve delivered boats to and from the Caribbean, been across the Atlantic, circumnavigated Newfoundland and lived aboard during chilly New England winters. We all have worked on sail training vessels in positions from dishwasher or deckhand to mate, engineer, chief medical officer or captain and we are committed to delivering a safe, fun, and educational passage. Once it is determined, we will inform the crew which instructor(s) will be on your expedition. We’re not just sailors trying to make a living doing what we love—we are educators (and maritime professionals) who love to sail.


Teresa Carey

Teresa is a US Coast Guard licensed master and sailing educator with thousands of sea miles and two decades under her belt. She began sailing on the Great Lakes and has sailed the Pacific Northwest, Caribbean, and the Western Atlantic from Panama to Newfoundland. She worked for the Outward Bound sea program, where she taught seamanship and leadership to teens and adults aboard traditional vessels. Teresa has sailed schooners, sailing yachts, mega yachts, dinghys, and even a lobster boat. She has sailed offshore and coastal, both solo and with a crew. Teresa moved aboard a small sailboat in 2008 and sailed solo between Maine and the Bahamas for a few years. Teresa has spoken about leadership and sailing at national events, boat shows, Cruiser’s University, and other functions. She was the producer for One Simple QUESTion, a sailing documentary. She was the director for Hello Ocean, providing research expeditions for early career scientists and artists. During the ‘off season’ she is a science journalist.

Ben Carey

Ben holds a 200 ton Master and 500 ton Mate of Towing.  He grew up on Long Island Sound and was drawn to the water at an early age, when he started clamming commercially. Ben has spent the last 25 years working aboard a wide variety of vessels from tall ships to tugboats to dinghies. He bought his first sailboat, Chamois, a Nor’sea 27 in 2006, then moved up to Elizabeth, a 28′ Bristol Channel Cutter, which was the boat on which he and Teresa sailed to Newfoundland and made the film One Simple Question. His love for sailing and good seamanship led him to co-found Morse Alpha Expeditions, and the purchase of Rocinante. He also loves baking cookies.

Arista Holden

Arista is a US Coast Guard licensed master, Wilderness First Responder, and an extremely experienced sailor. She grew up sailing traditional craft throughout Penobscot Bay, Maine. She is a long-time seamanship instructor for adult and youth programs including Outward Bound, National Outdoor Leadership school, Atlantic Challenge, the Nova Scotia Sea School and the Wooden Boat School. She has traveled, sailed, taught and studied all over the world. Just last year, she sailed 900 miles of the Norwegian coast in a 42 ft. open, square-rigged fembøring with Fosen Folkehøgskole (Folk School). That’s hard core! And Arista is a boatbuilder too! Arista is a project manager with the Scholarshipwrights in Rockland, Maine. She has led Seamanship Training and Boatbuilding Programs in the US and abroad. And, personally, Arista is incredibly fun loving, patient, and creative. She is always a joy to have as part of the crew aboard Rocinante.

RocinanteAbout Your Instructors