Vineyard Boat Charters with Capt. John Hobby 

5.0/5 (33 reviews)
 Lake Street 339, Tisbury, MA 02568, United States

Vineyard Boat Charters with Capt. John Hobby 

Tisbury, MA, United States
27 ft
6
5.0/5 (33 reviews)

Vineyard Boat Charters is a bottom fishing charter that focuses 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 more.

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. I love to see kids with big smiles on their faces when they see what they reel in.  This is really about 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 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 everyone gets 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.

Some essentials to bring are sunglasses, a hat, sunblock (non-spray), and 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.

Gratuities are greatly appreciated. As both captain and first mate, I handle every aspect of your trip. While not required, guests usually leave 15-20%.

Now time to get out on the water and have some fun!

Vineyard Boat Charters is a bottom fishing charter that focuses 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 more.

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. I love to see kids with big smiles on their faces when they see what they reel in.  This is really about 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 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 everyone gets 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.

Some essentials to bring are sunglasses, a hat, sunblock (non-spray), and 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.

Gratuities are greatly appreciated. As both captain and first mate, I handle every aspect of your trip. While not required, guests usually leave 15-20%.

Now time to get out on the water and have some fun!

John Hobby
Captain
John Hobby
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
August 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
2 Hour Trip – Family Fun (AM or PM)
In high demand Last booked: 3 days ago
FREE Cancellation 3 days notice
2 hour trip starts at 8:00 AM
Seasonal trip
Jun 15 - Aug 31
Seabass (Black)
Flounder
Sculpin
Scup (Porgy)
+5
US $450
Entire boat: up to 4 people
There are 11 people looking at this charter.

Customer reviews

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Rating

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

Anglers' gallery (85)

What anglers say

100%
Recommended
97%
Caught fish

All reviews (33)

Frequently mentioned
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Showing 15 of 33 reviews
Matthew O'Hara
Matthew O'Hara
us
New York, US
Member since 2026
5.0
Verified
New
Great Family Fishing Trip!
2 Hour Trip – Family Fun (AM or PM) on July 30, 20262 adults3 children

Captain John was awesome. Lots of communication pre-departure around changing weather. Ended up able to go and our kids (10, 8, and 5) were hooked up to fish all morning. Two hours was the perfect length of time to get out and catch some fish for this age. John kept the rods going, helped as much or as little as needed for each age, and was friendly and knoweldgeable about the area. Hope to fish with him again! Brought a ton of fish on board for lots of smiles and great photo ops!

John Hobby
Response from Captain

Matt. So glad you guys had fun. That is what is it all about for sure. You were a great family and hope to see you all again. Tell Little John good job on the shark. And your daughters know how to fish, which ia great. Thanks again. Capt John

Jamila Williams-Rhymes
Jamila Williams-Rhymes
us
New York, US
Member since 2026
5.0
Verified
An Unforgettable Day on the Water!
2 Hour Trip – Family Fun (AM or PM) on July 9, 20264 adults

We are more than thrilled with our experience with Captain John Hobby and Vineyard Boat Charters! From start to finish, the entire trip was absolutely incredible. Captain John was fantastic—he is highly experienced, gave us a ton of great information about the local waters, and kept us feeling safe and secure the entire time. On top of that, he was incredibly encouraging throughout the trip, which made the experience even better for everyone on board. We had so much fun and even caught a fish large enough to keep! We highly recommend this experience to anyone looking to enjoy the seas, get some fishing in, and have fun with each other and the Captain. We will definitely make this a recurring experience next time we are on the Vineyard!

Justin Johnson
Justin Johnson
us
North Carolina, US
Member since 2026
5.0
Verified
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!

John Hobby
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

Catherine Merritt
Catherine Merritt
us
Chicago, IL, US
Member since 2026
5.0
Verified
New
A new favorite MV tradition!
2 Hour Trip – Family Fun (AM or PM) on August 6, 20262 adults

Can’t say enough great things about fishing with Capt. John. My 13yo son loves fishing and John was terrific with him, let my son weigh in on places to fish from and they had a great banter and rapport the entire fishing trip. John’s boat was very comfortable and it was a lovely morning and will be a new addition to our future MV lists of things to do.

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

Thank yoy very much for the charter and the giod company this am in the fog. It was a pleasure to fish with your son, he knows what he is doing for sure! Hope you guys have a great rest of vaca and safe trip home. Thanks so much again Cartherine. Capt John

Nick DiGiovanni
Nick DiGiovanni
us
Massachusetts, US
Member since 2026
5.0
Verified
New
Great for families
2 Hour Trip – Family Fun (AM or PM) on August 7, 20264 adults1 child

We booked a trip for our family of 5 and would highly recommend John. It was the perfect day to be on the water and John was super helpful and great with our kids (17,15&9) Everyone was able to reel in multiple fish and even one big enough to keep. John took care of everything and we were able to just enjoy our time together fishing.

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

Nick, thank you so much for the charter and for a good time with you guys fishing. Im glad you guys enjoyed it. Hope to see you next year. Thanks again. Capt John

FAQs about Vineyard Boat Charters with Capt. John Hobby

Vineyard Boat Charters with Capt. John Hobby offers the following trip to customers:
  • US $450 per group, additional US $25 per person after 4 guests - 2 Hour Trip – Family Fun (AM or PM) (2 hours)
When you book a trip with Vineyard Boat Charters with Capt. John Hobby, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Radar
Trips booked with Vineyard Boat Charters with Capt. John Hobby include:
  • Rods, reels & tackle (I have all you need, it is included)
  • Live bait (We use frozen squid, which I bait all the hooks.)
  • Lures (Not often, more for the experienced angler.)
  • Fishing license (You do not need one, you are under mine.)
Vineyard Boat Charters with Capt. John Hobby offers the following type of fishing:
  • Nearshore fishing (Vineyard Sound)
Vineyard Boat Charters with Capt. John Hobby offers the following fishing techniques:
  • Bottom fishing (Bottom fishing with squid. I do all the baiting.)
  • Jigging (This can be done for the more experienced angler.)
  • Drift fishing (We float with the tide and cover more bottom.)
Top targeted fish species with Vineyard Boat Charters with Capt. John Hobby include:
  • Black Rockfish
  • Flounder
  • Scup (Porgy)
  • Seabass (Black)

Your captain

John Hobby
John Hobby
John Hobby

Tisbury, Massachusetts, United States

1 Fishing Report
ID & license verified
33 Customer reviews
Typical response within 4 hours
Member since June 2024

I have been fishing the north shore of Martha's Vineyard since I was maybe 8. My dad fished the same waters for years. We fish for black Sea Bass, Fluke, Scup and anytning else that comes along. I grew up fishing lobster gear and still do to this day. One thing about fishing, you never know how the day will end! Always fun!

1 Fishing Report
ID & license verified
33 Customer reviews
Typical response within 4 hours
Member since June 2024

I have been fishing the north shore of Martha's Vineyard since I was maybe 8. My dad fished the same waters for years. We fish for black Sea Bass, Fluke, Scup and anytning else that comes along. I grew up fishing lobster gear and still do to this day. One thing about fishing, you never know how the day will end! Always fun!

The fish you can target

Black Rockfish
Black Rockfish
Flounder
Flounder
Scup (Porgy)
Scup (Porgy)
Black Seabass
Black Seabass
Black Rockfish
Black Rockfish
Flounder
Flounder
Scup (Porgy)
Scup (Porgy)
Black Seabass
Black Seabass

Real catches by this captain

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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

What kind of fishing will you do?

Nearshore Fishing
Vineyard Sound

Which fishing techniques you can try

Bottom Fishing
Bottom fishing with squid. I do all the baiting.
Jigging
This can be done for the more experienced angler.
Drift Fishing
We float with the tide and cover more bottom.

Which amenities are available onboard

Toilet
GPS
Fishfinder
Radar
What's included in the trip price
Rods, reels & tackle
I have all you need, it is included
Live bait
We use frozen squid, which I bait all the hooks.
Lures
Not often, more for the experienced angler.
Fishing license
You do not need one, you are under mine.

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

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
That is what this is all about, family fun.
Catch and release allowed
I do encourage this. More for all!

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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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Vineyard Boat Charters with Capt. John Hobby
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