About Us

Locals call it “The Vineyard,” and once you’ve been on island, you may not want to leave. The sunsets are stunning, the beaches pristine and the handmade wooden sailboats hold a long-standing special place in history on this magical triangle-shaped island. If you can draw yourself away from the mesmerizing maritime history, the brightly painted gingerbread cottages, lighthouses at sunset, and magical Flying Horses of America’s first carousel give you a more than fair shot at the vacation of a lifetime. The celebrity sightings might have you thinking it’s all glitz and glam, but the low-key towns of Vineyard Haven and Menemsha, along with the must-have Black Dog souvenir sweatshirt, offer a casual vacation vibe to visitors. Sail away with us -  everyone deserves a slice of a Vineyard vacation.

M.S. Resolute is a 44-foot Classic Islander sailboat.  She is a narrow beam vessel with sleek lines.   The ever-popular Bob Johnson-designed Islanders, later bought and renamed Island Packets, are known for being well-built, sea-kindly and fast. They are considered by many to be the ideal coastal cruiser. 

M.S. Resolute offers two raised stern seats and two comfortable bench seats in the cockpit, as well as plenty of deck space seating.  For a more adventurous ride, relax near the mast and feel the rush of the wind and waves as our vessel slides through the water.

Sail away for a few hours or an afternoon.  Kick back with a cold drink and work on your tan or take the helm and find your inner Captain Jack Sparrow.  Either way, you'll enjoy one of the best days on the island.

Don’t miss the opportunity to sail on a truly classic yacht.

 Captain Wendy Lea holds a USCG Master Mariner’s License and sails over 3000 nautical ocean miles annually. She is certified in First Aid, CPR, STCW (which includes Basic Firefighting, Personal Safety & Social Responsibility, Personal Survival Techniques) and as Officer in Charge of Navigational Watch aboard Vessels of 500 or more gross tons. She holds 6 certifications from the American Sailing Association including Basic Keelboat, Basic Coastal Cruising, Bareboat Chartering, Coastal Navigation, Advanced Coastal Cruising, and Catamaran Cruising.  She has sailed the waters of the Atlantic Ocean as well as thousands of miles along the Pacific Coast from San Diego to Los Angeles, the inland and offshore waters of the Texas Gulf Coast, the Gulf of Mexico from Florida to Cuba, the East Coast waters surrounding Martha’s Vineyard, and the Caribbean waters in and around Grenada, The Grenadines, the US and British Virgin Islands, and Antigua. 

Captain Wendy is a PADI Advanced Open Water SCUBA diver and enjoys beaches, sunsets, photography and music.  She holds a Bachelor of Arts degree in Journalism & Photography and offers freelance services in promotional marketing materials as well as marketing copywriting and blogging.  She is a member and former Board of Directors officer for the National Women's Sailing Association.  She enjoys using her skills and knowledge to help women advance in the sport of sailing.