Boats & Captains

Welcome Aboard!


The sailing vessel Mistress is a 42' Hallberg-Rassy, known far and wide for its sturdy construction, superb craftsmanship and signature seaworthiness. Mistress is designed to carry 10 passengers, is easy to handle and globally respected for its elegant lines and spirited performance.  It is a comfortable sailboat enjoyed by young children to folks in their 90s.  Mistress sleeps 7 people and has all the comforts of home.  Very comfortable both below and above deck.  There is a heater that keeps the boat warm when needed.  Pictures of her are shown in the Photo Gallery below and throughout this website.


The sailing vessel Astraea is a 40' OC Hinckley. With a family tradition of quality boat building behind him and a standard of "cruising perfection" in mind, Hank Hinckley designed the OC 40 as the first in a series of yachts to be built by his company in Bar Harbor, Maine. The OC 40 was conceived and designed as a 40 foot cruising yacht to be easily handled by two people.  Pictures of her are shown in the Astraea Photo Gallery below.

Meet the Captains


Bob started sailing as a young boy in 1972 in Barnegat Bay on the New Jersey shore. Bob got to know the stunning Maine coast working as part of the deck crews aboard several Maine Schooners including the Angelique, Appledore, Mary Day and Surprise. Bob has chartered a significant number of sailboats on the Maine coast.


Abby's love of sailing began in college when she took a nine week semester at sea sailing around the Caribbean and up the east coast aboard The Spirit of Massachusetts. Abby and Bob have taken many sailing courses together with the highlight being an offshore sailing training program in 2016 for some 1,600 miles from Svalbard to Iceland in the Norwegian sea aboard Mahina Tiare III a Hallberg-Rassy 45' sloop.


Abby and Bob are both U.S. Coast Guard Master's License Captains with towing and sailing auxiliary endorsements . They have owned and sailed Mistress since 2014. They consider it their calling and deep joy to be able to share their boat and sailing experiences with all who come aboard.


Jonathan Boyd grew up sailing in the Finger Lakes of New York starting in the early 1980s. He then took on a professional career in opera and has since been traveling the world singing. His sailing passion remained steadfast and in 2001 gained his first sailing certification while sailing a 40-foot Morgan in Sarasota Bay, Florida.


Since then Jonathan spent time racing and cruising on various sized sail vessels both on the Hudson River in NY and then on the North and South shores of Long Island, NY. Shortly after moving to Maine he obtained his US Coast Guard Master license with towing and sailing auxiliary endorsements. Jonathan has been the captain aboard Mistress for several months during the 2019 season and continues to race and do deliveries when the opportunity allows.


Most recently he has completed the Monhegan Island race and delivered an 88-foot Ferretti motor yacht. Jonathan looks forward to meeting you and with the right request you might even hear him sing an aria while you are aboard. Check out Jonathan's opera career website.