Downeast in Martha's Vineyard

4 boats available

The best out of 4 deals in Martha's Vineyard - enter dates to check availability

Top Downeast in Martha's Vineyard

  • 36 ft
    •
    up to 6
    2 Hour – Sunset Adventure
    Cruise the waters of Massachusetts and experience sunsets like never before. Watch the sky burst with color over the coastline, feel the ocean breeze, and enjoy a peaceful evening on the water that you'll remember forever.
    Price for up to 6 people
    US $750
  • 34 ft
    •
    up to 6
    Sunset and 2 hr Tours
    Depart for a sunset and or 2 hour cruise through the Cape Cod Canal and Buzzards Bay aboard your private boat. Relax and take in the views while cruising the coastline; feel free to bring your own snacks on board. We also offer 1 hr Pricing is $95 per adult and $30 per child. Depart at 11 am weekdays
    Instant Confirmation
    Price for up to 6 people
    US $875
  • 27 ft
    •
    up to 6
    2 Hour – Family Fun (AM or PM)
    Most trips are at 8 am, back to the dock around 10, but if you prefer, I can arrange an afternoon or sunset trip based on availability. You can simply message me through BoatBooker, and we can choose what is right for you.
    Price for up to 4 people
    US $450
  • 42 ft
    •
    up to 20
    2 Hour – Private Sunset Tour
    Enjoy a private 120-minute sunset cruise through beautiful Barnstable Harbor and take in the views of Sandy Neck’s unique cottages and 40’ lighthouse. Charter the entire 42’ Starfish for your group of up to 20. The Starfish comes equipped with a customizable bar and an option for catering. As with all of our private charters, we will reach out to make any modifications to personalize your experience!
    Price for up to 20 people
    US $880

What boaters said about Downeast

  • 5.0
    /5
    (4 Hour – Sail Around The Bay)

    Fun time with great people

    Captains Lynne and Mason were very engaging and willing to expertly answer all of our questions about sailing. thisnis a great experience!
    Peter M.
    Peter M.
    Reviewed on Sep 20, 2026
  • 5.0
    /5
    (2 Hour – Family Fun (AM or PM) - 6:00 PM)

    Amazing experience!

    Captain John was awesome! My family had such a great time on thr water. He was very patient helping my kids fish for the first time and very knowledgeable about the fish we caught (they were plentiful) and the surrounding area. We will definitely book with him again the next time we are here. Highly, highly recommend booking a trip with him. It’s been the highlight of our trip so far!
    Tania M.
    Tania M.
    Reviewed on Aug 20, 2026
  • 5.0
    /5
    (2 Hour – Family Fun (AM or PM) - 10:00 AM)

    Great fishing trip!

    John's boat was exceptionally clean and organized. My girls enjoyed learning to fish. John is very friendly and makes fishing fun for the family.
    Andrea G.
    Andrea G.
    Reviewed on Aug 14, 2026
  • 5.0
    /5
    (3 Hour – Sunset Sail)

    Excellent!

    it was a wonderful ride! The Captin and Co-captin were a wealth of knowledge and made sure we knew where to meet them. The weather was bad the day we scheduled and the Captin reached out to me to give me options days before so we could reschedule and fit it into our plans. Excellent communication and wonderful views!
    Natohya M.
    Natohya M.
    Reviewed on Aug 5, 2026
  • 5.0
    /5
    (3 Hour – Sunset Sail)

    Amazing experience!

    My teen and I sailed at sunset with Mason and Lynn and they are amazing people with a passion for sailing. Mason helped my young budding sailor to understand more about the sport and also let her be at the helm under his supervision. The vessel is in great condition and has all the amenities. They made sure we got great photos and memories. I would sail with them again and again!
    Lisa K. H.
    Lisa K. H.
    Reviewed on Jul 29, 2026

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