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Martha's Vineyard Boat Tours

The best out of 6 boat tours in Martha's Vineyard - enter dates to check availability

Martha's Vineyard Boat Tours

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Top Boat Tours in Martha's Vineyard

Martha's Vineyard: 6 boats available

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    +3

    Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company.

    "My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly." —⁠ Michael,

    trips from
    US $945

    Popponesset Bay Tours & Sunset Cruises

    Mashpee
    5.0
    /5
    (34 external reviews)
    +1

    Experience the beauty of Cape Cod from the water with our scenic boat tours and sunset cruises through the pristine waters of Popponesset Bay in Mashpee, Massachusetts.

    "Enjoyed a 2 hour sunset cruise with Chris and Bri, they were wonderful!" —⁠ Anita,

    trips from
    US $300

    Vineyard Boat Charters with Capt. John Hobby

    Martha's Vineyard
    5.0
    /5
    (36 external reviews)

    A fun time to cruise up and down the north shore of the Vineyard and see the island from a water view. We leave from Tahmoo Harbor and cruise down the North shore coast or over the the Elizabeth Islands.

    "Captain John was awesome! My family had such a great time on thr water." —⁠ Tania,

    trips from
    US $450

    Island Sailing Tours

    Martha's Vineyard

    Set sail on the beautifully restored 1980 Nautical Development 56 Sailing yacht, refreshed in 2024, and based out of picturesque Martha's Vineyard.

    trips from
    US $600

    Obsession Tours is a restored 1989 Blackfin 1 Sportfishing vessel (refitted in 2011), based in Falmouth, offering an authentic New England on-the-water experience for up to 6 guests.

    "My friend and I booked a 2 hour sunset cruise with Captain Luke and we had a blast." —⁠ Caroline,

    trips from
    US $400

    Obsession Tours is a beautifully restored 1989 Blackfin 1 Sportfishing (refitted in 2011), operating out of Falmouth and offering an unforgettable private boating experience for up to 6 guests.

    "Captain Luke was extremely knowledgeable about Martha’s Vineyard and the islands and an experienced boater." —⁠ Yvonica,

    trips from
    US $450
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See all 6 boats in Martha's Vineyard

Top Martha's Vineyard Destinations

Frequently Asked Questions about Boat Tours in Martha's Vineyard

The average Martha's Vineyard boat trip price for a 4 hour private trip is US $657 based on prices on BoatBooker.com.
The average Martha's Vineyard boat trip price for a 4 hour private trip is US $657 based on prices on BoatBooker.com.
The top 5 boating-related activities in Martha's Vineyard are:
The top 5 boating-related activities in Martha's Vineyard are:
The top 5 most popular boat types you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat types you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat categories you can rent in Martha's Vineyard, by number of boats available are:
The top 5 most popular boat categories you can rent in Martha's Vineyard, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Martha's Vineyard are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Martha's Vineyard are:
The average price of boat tours in Martha's Vineyard is:
  • 2-hour boating trips – US $431
  • 3-hour boating trips – US $600
  • 4-hour boating trips – US $748
  • 6-hour boating trips – US $600
  • 7-hour boating trips – US $2,050
  • 8-hour boating trips – US $1,911
The average price of boat tours in Martha's Vineyard is:
  • 2-hour boating trips – US $431
  • 3-hour boating trips – US $600
  • 4-hour boating trips – US $748
  • 6-hour boating trips – US $600
  • 7-hour boating trips – US $2,050
  • 8-hour boating trips – US $1,911

What people said about boating in Martha's Vineyard

  • 5.0
    /5
    (3 Hour – Sunset Sail)

    Amazing experience!

    Bring sunscreen. Bring a hat or hair clip. Bring a sweater for evening or windy days. Bring a swimsuit!
    Lisa K. H.
    Lisa K. H.
    Reviewed on July 27, 2026

How people rated boat trips in Martha's Vineyard

  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    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
  • Vineyard Boat Charters with Capt. John Hobby
    Vineyard Boat Charters with Capt. John Hobby
    Boat rentals in Martha's Vineyard
    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
  • Vineyard Boat Charters with Capt. John Hobby
    Vineyard Boat Charters with Capt. John Hobby
    Boat rentals in Martha's Vineyard
    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
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    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
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    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
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (3 Hour – Sunset Sail)

    The highlight of our vacation

    Captain Lynne and Captain Mason were great! They were very welcoming, flexible and professional.
    Kelly S.
    Kelly S.
    Reviewed on Jul 17, 2026
  • Popponesset Bay Tours & Sunset Cruises
    Popponesset Bay Tours & Sunset Cruises
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (2 Hr – Popponesset Bay Sunset Tour)

    wonderful sunset cruise!

    From start to finish chris and team were wonderful. Easy to book, super helpful and then a wonderful relaxed sunset cruise around the Bay. Could not recommend more!
    Martin C.
    Martin C.
    Reviewed on Jul 10, 2026
  • Popponesset Bay Tours & Sunset Cruises
    Popponesset Bay Tours & Sunset Cruises
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (2 Hr – Popponesset Bay Sunset Tour)

    such a peaceful trip !

    Chris and his colleague were absolutely amazing! I arrived later than expected, and Chris was incredibly accommodating and understanding. He made me, my baby boy, and our nanny feel so safe, welcome, and comfortable throughout the entire experience. They were both such kind and gracious hosts. I would definitely book with them again and highly recommend them to anyone looking for a wonderful experience!
    Jorlyna P.
    Jorlyna P.
    Reviewed on Jun 26, 2026
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (3 Hour – Sunset Sail)

    Captains Mason & Lynn: Great Team

    Captains Mason & Lynn were such an amazing team. very professional and make each ride a soecial family experience!!
    Vance M.
    Vance M.
    Reviewed on Jun 22, 2026
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (3 Hour – Sunset Sail)

    Amazing experience

    Capt Owen and Capt Lynn were fantastic! Felt like we were friends . The boat was beautiful and they made sure we were happy and comfortable . Highly recommend them!
    Valerie S.
    Valerie S.
    Reviewed on Sep 6, 2025
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Martha's Vineyard
    5.0
    /5
    (3 Hour – Sunset Sail)

    Outstanding sailing experience

    Captain Mason and First Mate Lynne offered a very convenient pick up point next to the draw bridge in Woods Hole. From there, the experience got even better as they related their knowledge of the local harbor and surrounding waters. They have vast sailing experience and it shows. The boat is 42 ft, with sails and an engine. The navigational equipment is sophisticated. We were able to swim, eat a nice dinner, and watch the amazing sunset.
    Sridhar C.
    Sridhar C.
    Reviewed on Aug 8, 2025