• Recognized in the press

    We got our first recognition in the media for our participation in the Lagoon Pond Association’s Lighting the Lagoon boat parade on Martha’s Vineyard.We are very happy and proud to be part of the summer sailing community on such a beautiful island.

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  • Going South – Winter 2025

    It may only be mid-July, but it’s already time to begin planning our journey South for the winter. Our potential winter charter stops include Annapolis, MD; Norfolk, VA; Charleston, SC; and West Palm Beach, FL. Traveling between these destinations will take us along a mix of offshore and inshore routes—via both the Atlantic Ocean and…

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  • Mattapoisett Harbor Days

    We will be attending the cutest, quaint seaside festival in Massachusetts this year: Mattapoisett Harbor Days. It’s a must visit. We will be offering daysail charters for attendees (including sunsets), networking and enjoying the delicious meals under the big tent. If you have not been before, this is a must attend event. You will never…

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  • The 4th of July is almost here!

    The 4th of July is almost here!

    Captain Mason’s favorite day of the summer is the Fourth of July. This year we will be hosting guests in Edgartown for their amazing Parade and Fireworks. If you would like more information, please let us know ASAP by filling out the contact inquiry form in the contact us section of our website.

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  • Captain Benji

    Captain Benji

    Our Passion’s relief captain and official mascot is Captain Benji. When he is not relaxing on his owner’s sofa he joins us from time to time on our ocean adventures. We are a dog friendly boat. Please inquire to ensure that your four legged friend can be accommodated during your planned itinerary. We would be…

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  • Back from the Bahamas

    Back from the Bahamas

    We have arrived back in Massachusetts to begin our 2025 Summer Charter season. After a wonderful winter in Florida filled with lots of boat projects, sea days, and license upgrades, we went to the Bahamas for a few weeks to see what all the hype is about. Come to find out, it’s not hype! The…

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  • Cuttyhunk Adventure

    Cuttyhunk Adventure

    On a bright summer morning, we picked up Jonathan, Terri and Maxwell in Dartmouth Massachusetts. They boarded the vessel not knowing the beauty and adventure that awaited them. Just a family eager for a break from the city while looking to make new memories. As we glided across Buzzards Bay, laughter filled the air. Maxwell…

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  • Ladies day to Cuttyhunk

    Ladies day to Cuttyhunk

    Today we had three lovely ladies and their pooches onboard for a day trip to Cuttyhunk. We started at about 10am in Dartmouth with light winds and overcast conditions. We motored out to Buzzards Bay at which point the wind was strong enough to propel us at a comfortable 6 knots. A little less than…

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  • Open that Bridge!

    Open that Bridge!

    Today we were join by a guest and his two sons who are 4 and 6 years old. We sailed around Vineyard Haven Harbor looking at all the other boats and enjoying seeing the ferries go by. At the appointed time, we requested by radio that the draw bridge between Vineyard Haven and Oak Bluffs…

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