Vineyard Boat Charters with Capt. John Hobby 

5.0/5 (15 reviews)
 Lake Street, Tashmoo town dock, Tisbury, MA 02568, United States

Vineyard Boat Charters with Capt. John Hobby 

Tisbury, MA, United States
27 ft
6
5.0/5 (15 reviews)

Vineyard Boat Charters is a bottom fishing charter that focusses on a family fishing experience that no other charter on the island does.  I will take you on a short run out of the Tashmoo Harbor and down the north shore of the Vineyard to some of my favorite bottom fishing spots.  We will drift and bottom fish as we float across good structure below that is home to Black Sea Bass, Scup, Fluke, Black Fish, Dog Fish, Sea Robbins, and who knows what else.

My goal is to show you a great time, educate you in the beauty and history of the Vineyard Sound and the fish that call it home, and make sure all have fun.  I love to see the kids with big smiles on their faces when they see what they reel in.  This is really about a family having a nice time, getting a chance to fish, and just a great part of their vacation.  Great opportunity for photos and memories.

I normally do morning trips, but I can do afternoon or even sunset if those times are better.  Parents sometimes like the sunsets, good for that nice family photo.  Two hours is really all you need.  There is a lot of action in the two hours, and it seems all get their fill in that time period.

My base price is for 4 anglers, two hours.  I am USCG licensed up to 6 anglers at an additional cost per added angler.  Extra fishing time is possible at an additional hourly rate.

I have all the safety gear you need but if you wish to bring yours you are welcome as long as it meets USCG regulations.

My boat has forward V berth with two bunks, a toilet ( head ) and running water for washing hands.  There is seating to accommodate up to 6 anglers, and we fold them up when we get to the fishing spots for room.

Some essentials to bring are sunglasses, a hat, sunblock (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, but try to avoid hard liquor as well as glass bottles.

Now, time to hit the water with me and Vineyard Boat Charters and have fun.

Vineyard Boat Charters is a bottom fishing charter that focusses on a family fishing experience that no other charter on the island does.  I will take you on a short run out of the Tashmoo Harbor and down the north shore of the Vineyard to some of my favorite bottom fishing spots.  We will drift and bottom fish as we float across good structure below that is home to Black Sea Bass, Scup, Fluke, Black Fish, Dog Fish, Sea Robbins, and who knows what else.

My goal is to show you a great time, educate you in the beauty and history of the Vineyard Sound and the fish that call it home, and make sure all have fun.  I love to see the kids with big smiles on their faces when they see what they reel in.  This is really about a family having a nice time, getting a chance to fish, and just a great part of their vacation.  Great opportunity for photos and memories.

I normally do morning trips, but I can do afternoon or even sunset if those times are better.  Parents sometimes like the sunsets, good for that nice family photo.  Two hours is really all you need.  There is a lot of action in the two hours, and it seems all get their fill in that time period.

My base price is for 4 anglers, two hours.  I am USCG licensed up to 6 anglers at an additional cost per added angler.  Extra fishing time is possible at an additional hourly rate.

I have all the safety gear you need but if you wish to bring yours you are welcome as long as it meets USCG regulations.

My boat has forward V berth with two bunks, a toilet ( head ) and running water for washing hands.  There is seating to accommodate up to 6 anglers, and we fold them up when we get to the fishing spots for room.

Some essentials to bring are sunglasses, a hat, sunblock (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, but try to avoid hard liquor as well as glass bottles.

Now, time to hit the water with me and Vineyard Boat Charters and have fun.

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Trip availability and prices

Trip Date:
Group Size:
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July 2026
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Number of days
1
Group Size
2 adults • 0 children
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2 Hour Trip – Family Fun (AM or PM)
FREE Cancellation 3 days notice
2 hour trip starts at 8:00 AM
Seasonal trip
Jun 15 - Aug 31
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US $450
Entire boat: up to 4 people
There are 4 people looking at this charter.

Customer reviews

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Rating

5.0
15 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (35)

All reviews (15)

Frequently mentioned
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Showing 15 of 15 reviews
Justin Johnson
Justin Johnson
us
North Carolina, US
Member since 2026
5.0
Verified
New
Outstanding Fishing Trip!
2 Hour Trip – Family Fun (AM or PM) on June 17, 20262 adults2 children

I can’t recommend Captain John enough! He was incredibly patient and helpful, making sure everyone had a great time from start to finish. His communication before the trip was excellent and he made sure the entire experience was easy and stress-free. He is experienced and knows where to find the fish - we caught several black sea bass and the highlight was my son catching a cape shark! He took time to help everyone aboard, answered all our questions, and made sure my son and niece had an unforgettable experience. We had an awesome day on the water and I would absolutely book with Captain John again!

Response from Captain

Man Justin. Thank you so much for the kind words. Fishing is a combined effort and i think that day we all put our best into getting some. Thanks again for the charter and please call next year. Glad you guys had fun, thats all that matters. Capt John

Chuck Mower
Chuck Mower
us
New Jersey, US
Member since 2025
5.0
Verified
Better than SEX!!!
2 Hour Trip – Family Fun (AM or PM) on August 13, 20252 adults

Captain John has a personality that makes you think he has been a friend for years! We had absolutely no problems getting on the Fish right away. I took my friend out for his birthday and he actually caught the first fish of the day and it was a KEEPER!! The Captain was attentive to my ROOKIE friend all day, giving him encouragement and excellent fishing advice!! We had many sets of double hook-ups and we caught 5 keepers that day!! The Captain filleted the fish at the end of the trip, Iced them up and we even had a chance to have a cold one with him!! LOL Two word Captain John: PROFESSIONAL ENJOYABLE!!! Thanx for making my Friends birthday gift something he told me he would never forget!! We WILL be BACK!!! :) Thanks Captain John as a rookie I was clueless and you made it fun and easy. Hope to see you again soon either on the water or in town for a beer! Thanks for everything. Chris

Reported catch:
Black Seabass
Response from Captain

Well good company makes for a good time. You both were enjoyable to have along and I could not ask for any more from a couple guys on a charter. For sure see ya soon and for sure a cold one in town one day. Capt John

John Lee
John Lee
Repeat angler
us
California, US
Member since 2024
3 trips
5.0
Verified
Best fishing experience in Martha’s Vineyard!
2 Hour Trip – Family Fun (AM or PM) on August 28, 20253 adults2 children

We had an incredible time with Captain John. I recommend for all ages and experience levels! We brought our two kids (7 & 4) and my mom, and everyone caught fish, and had an amazing time. We must have caught two dozen fish over a 2 hour period and even caught 2 sharks!! Highly highly recommend. Captain John was such an amazing guide and was super patient with my kids too!

Reported catch:
Black Seabass
Scup (Porgy)
Response from Captain

John, thanks for the fun time and the charter. I enjoyed the kids playing wity the squid bait. Hope they dont stink to bad. ha ha. Thanks again and hope to see you next summer. Capt. John

Ryan Harris
Ryan Harris
us
New York, US
Member since 2025
5.0
Verified
Ear to ear smiles
2 Hour Trip – Family Fun (AM or PM) on August 26, 20254 adults2 children

There is nothing like witnessing pure joy on my son’s face! He was looking forward to this fishing trip for months, and Captain John did not disappoint! Everyone on the boat caught fish and had a great time. Captain John was the perfect host. He was engaging and fun! Can’t wait til next year’s MV trip so that we can go fishing with him again!

Reported catch:
Black Seabass
Scup (Porgy)
Response from Captain

Thanks for the kind words Ryan. it was a lot of fun and im glad all had fun. You son for sure was into it. Thats great. see you next year. Captain John

Matt Meyer
Matt Meyer
us
New York, US
Member since 2025
5.0
Verified
Great Memories More Than Fish
2 Hour Trip – Family Fun (AM or PM) on July 7, 20256 adults

Taking my daughter out on her 19th birthday, along with a group of her friends, might have turned negative given that we didn't catch any keepers. The helpful, informative, and friendly support of Captain John, however, made the morning a great time for all. We took home the most important thing of all: fantastic memories of a super-fun day!

Response from Captain

Thank you so much Matt. And again, happy birthday to Miss Molly. That girl can fish!

FAQs about Vineyard Boat Charters with Capt. John Hobby

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The fish you can target

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What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
6 persons
Boat length
27 ft
Year built
2000
Boat manufacturer
Eastern
Boat type
Downeast
Engine model
Cummins 6BT
Powered by
1 x 210HP
Max cruising speed
15 knots
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