Vineyard Boat Charters with Capt. John Hobby 

5.0/5 (3 reviews)
 339 Lake Street, Martha's Vineyard, MA 02568, United States

Vineyard Boat Charters with Capt. John Hobby 

Martha's Vineyard, MA, United States
27 feet
6
5.0/5 (3 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. Sunsets are great and its fun for families or couples. Great photo opportunities also. Just a comfortable cruise to either start the day or end it.

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. Sunsets are great and its fun for families or couples. Great photo opportunities also. Just a comfortable cruise to either start the day or end it.

John Hobby
Captain
John Hobby
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
2 Hour – Family Fun (AM or PM)
FREE Cancellation 3 days notice
2 hour trip multiple starting times (8:00 AM, 9:00 AM, 10:00 AM, 11:00 AM, 12:00 PM, 1:00 PM, 2:00 PM, 3:00 PM, 4:00 PM, 5:00 PM, 6:00 PM)
Seasonal trip
Jul 1 - Aug 31
US $450
Private tour: up to 4 people
2 Hour – Relaxing Boat Cruise
FREE Cancellation 3 days notice
2 hour trip starts at 8:00 AM
Seasonal trip
Jul 1 - Aug 31
US $450
Private tour: up to 4 people
There are 5 people looking at this charter.

Customer reviews

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Rating

5.0
(3 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (3)

Showing 13 of 3 reviews
Tania Molnar
Tania Molnar
us
Buffalo, NY, US
Member since 2026
5.0
Verified
New
Amazing experience!
2 Hour – Family Fun (AM or PM) - 6:00 PM on August 19, 20263 adults2 children

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!

John Hobby
Response from Captain

Tania. That is very nice of you to say that. It was fun having you guys and I hope we do get to fish again next year. Safe vaca and safe travels back home. Capt John

Andrea Gonnella
Andrea Gonnella
us
New Jersey, US
Member since 2026
5.0
Verified
Great fishing trip!
2 Hour – Family Fun (AM or PM) - 10:00 AM on August 13, 20262 adults2 children

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.

John Hobby
Response from Captain

Thanks for the kind words Andrea. I glad you all had fun. Hope to see you next year. Safe travels. Capt John

Holly Mirabito
Holly Mirabito
us
Massachusetts, US
Member since 2026
5.0
Verified
Loved our boat day
2 Hour – Family Fun (AM or PM) - 1:00 PM on August 14, 20264 adults

Had a wonderful time on the water with Capt. John!

John Hobby
Response from Captain

Hi Holly. Im sorry for my delayed reaponse. Im glad you guys enjoyed it and it was a nice day for a birthday ride for sure. Thank you again and hope to see you all next summer. Capt John

FAQs about Vineyard Boat Charters with Capt. John Hobby

Vineyard Boat Charters with Capt. John Hobby offers the following trips to customers:
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 1:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 10:00 AM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 11:00 AM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 12:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 2:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 3:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 4:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 5:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 6:00 PM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Family Fun (AM or PM) - 9:00 AM (2 hours)
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour – Relaxing Boat Cruise (2 hours)
When you book a trip with Vineyard Boat Charters with Capt. John Hobby, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • WiFi
  • Audio System
  • Outside Speakers
  • Fishfinder
  • Rod Holders
Trips booked with Vineyard Boat Charters with Capt. John Hobby include:
  • Fishing Equipment
Vineyard Boat Charters with Capt. John Hobby offers the following activities:
  • Boat & Yacht Tours
  • Sunset Dinner Cruises
  • Fishing

Your operator

John Hobby
John Hobby
John Hobby

Martha's Vineyard, Massachusetts, United States

ID & license verified
3 Customer reviews
Response time 12 hours
Member since June 2026

Capt. John Hobby invites guests to experience the timeless beauty of Martha's Vineyard aboard his classic Downeast boat, known for its comfort, stability, and New England charm. Specializing in relaxing and scenic boat tours, he loves sharing the island's stunning coastline, hidden coves, and unforgettable sunsets, creating memorable experiences for every guest.

ID & license verified
3 Customer reviews
Response time 12 hours
Member since June 2026

Capt. John Hobby invites guests to experience the timeless beauty of Martha's Vineyard aboard his classic Downeast boat, known for its comfort, stability, and New England charm. Specializing in relaxing and scenic boat tours, he loves sharing the island's stunning coastline, hidden coves, and unforgettable sunsets, creating memorable experiences for every guest.

What the boat is like

Boat category
Cabin cruisers
Boat type
Downeast
Boat manufacturer
Eastern Boats
Boat Model
Downeast
Year built
2000
Boat length
27 ft
Capacity
6 persons
Engine model
Cummins
Max crusing speed
15 knots
Powered by
1 x 210HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
1 cabin
Number of berths
1 berth
Number of heads
1 head
Number of full baths
1 full bath
Number of toilets
1 toilet
Boat category
Cabin cruisers
Boat type
Downeast
Boat manufacturer
Eastern Boats
Boat Model
Downeast
Year built
2000
Boat length
27 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Sunset & Dinner Cruise
Fishing

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Sonar
Autopilot
Anchor
Wheel Steering
Life Jackets
WiFi
Audio System
Outside Speakers
Fishfinder
Rod Holders

What's included in the trip price

Fishing Equipment

What’s allowed on the boat

Child Friendly
Alcohol
Shoes
Red Wine

What additional terms you should be aware of

Security deposit of US $450 per tour is required

A refundable deposit of US $450 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

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