Vineyard Boat Charters 

5.0/5 (9 reviews)
 Lake Street, Tashmoo town dock, Tisbury, MA 02568, United States

Hoping to cast a line in Tisbury? Make it happen, with Vineyard Boat Charters! With Captain John at the helm, you’ll benefit from years of knowledge and experience.

These waters are known for Black Rockfish, Flounder, Scup (Porgy), Black Seabass, and more – with any luck, you’ll have tight lines in no time.

On these trips, you can expect to drift and bottom fish.

Looking to get the whole family outdoors? Kids are absolutely welcome! Be sure to ask if child-sized life vests are available, otherwise you should bring your own. Snacks are permitted onboard — bring your favorites so that nobody gets grumpy on an empty stomach!

You’ll be casting lines from a 27’ Downeast that can carry up to 6 passengers. It has all the essentials. There’s a toilet on board for your convenience.

You’ll find rods, reels, and tackle waiting for you, along with lures. Live bait is available, but be sure to ask about it so you know if you’ll be catching it yourself.

You might need to get a local fishing license before the trip. This information is usually available online, or you can ask the captain. Some species may be off limits or require a special tag, so make sure you know what to expect.

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 Vineyard Boat Charters!

John Hobby

Captain

John Hobby

 ID & credentials verified

Most popular features:

 Live Bait
 Toilet
 Child Friendly
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
2 Hour Trip – Family Fun (AM)

 In demand! Last booked: 6 days ago

FREE Cancellation 3 days notice
2 Hour Trip, starts at 8:00 AM
Seasonal trip Jun 1 - Sep 1
Price for up to 6 people
US $450 
There are 4 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 9 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (21)

Awesome time with lots of fish!!
Awesome time with lots of fish!!
Awesome time with lots of fish!!
+18

Angler rating

9
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0
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Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

89%

Showing 1 - 5 of 9 reviews
TYLER A.
TYLER A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Non-Stop Action

VERIFIED
NEW

2 Hour Trip – Family Fun (AM) on June 24, 2025

Had an incredible day fishing with Captain John! From start to finish, the action was nonstop—we were reeling in fish consistently and even doubled up several times. With the kind of excitement we had, we could’ve stayed out there all day. I’d highly recommend Captain John to anyone, whether you're an experienced angler or just starting out. He knows the area inside and out, and we’ll definitely be booking with him again next time we’re in town!

Had an incredible day fishing with Captain John! From start to finish, the action was nonstop—we were reeling in fish consistently and even doubled up several times. With the kind of excitement we had, we could’ve stayed out there all day. I’d highly recommend Captain John to anyone, whether you're an experienced angler or just starting out. He knows the area inside and out, and we’ll definitely be booking with him again next time we’re in town!  

 TYLER A. recommends Vineyard Boat Charters

Matt M.
Matt M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Memories More Than Fish

VERIFIED
NEW

2 Hour Trip – Family Fun (AM) on July 7, 2025

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!

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!  

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 Matt M. recommends Vineyard Boat Charters
John Hobby
John Hobby (The Captain)
Replied on July 7, 2025
Thank you so much Matt. And again, happy birthday to Miss Molly. That girl can fish!

Greg L.
Greg L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome time with lots of fish!!

VERIFIED
NEW

2 Hour Trip – Family Fun (AM) on July 13, 2025

Captain John got us fishing fast and on top of all kinds of fish. The kids had an awesome time and were reeling in fish the whole time. The boat was roomy and comfortable and the rods were ready to go. This was the prefect family trip to start the day off. You won’t be disappointed.

Captain John got us fishing fast and on top of all kinds of fish. The kids had an awesome time and were reeling in fish the whole time. The boat was roomy and comfortable and the rods were ready to go. This was the prefect family trip to start the day off. You won’t be disappointed.  

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+1
 Greg L. recommends Vineyard Boat Charters

Matthew S.
Matthew S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Superb fishing with Captain John

VERIFIED
NEW

2 Hour Trip – Family Fun (AM) on July 9, 2025

We had a fantastic morning of fishing with Captain John on the Lofty. My teenaged son and nieces caught lots of fish and John made sure everyone had bait on their hooks and smiles on their faces the whole time. Heartily recommended for anyone looking for a fun and easy fishing trip on the Vineyard!

We had a fantastic morning of fishing with Captain John on the Lofty. My teenaged son and nieces caught lots of fish and John made sure everyone had bait on their hooks and smiles on their faces the whole time. Heartily recommended for anyone looking for a fun and easy fishing trip on the Vineyard!  

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 Matthew S. recommends Vineyard Boat Charters
1 person finds this review helpful
John Hobby
John Hobby (The Captain)
Replied on July 9, 2025
Thanks Matt. I had a great time with you guys.

JOSHUA K.
JOSHUA K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome experience

VERIFIED
NEW

2 Hour Trip – Family Fun (AM) on July 12, 2025

My wife and I had an awesome time. Captain John was very professional, and knowledgeable, and since we’ve never gone deep sea fishing before he made us feel very comfortable. We highly recommend him for your deep sea adventure.

My wife and I had an awesome time. Captain John was very professional, and knowledgeable, and since we’ve never gone deep sea fishing before he made us feel very comfortable. We highly recommend him for your deep sea adventure.  

 JOSHUA K. recommends Vineyard Boat Charters

FAQs about Vineyard Boat Charters

What are the trip rates for Vineyard Boat Charters?

Vineyard Boat Charters offers the following trip to customers:

  • US $450 per group - 2 Hour Trip – Family Fun (AM) (2 hours)
Which amenities are available onboard with Vineyard Boat Charters?

When you book a trip with Vineyard Boat Charters, you can expect the following amenities onboard:

  • Toilet
  • GPS
  • Fishfinder
  • Radar
What's included in the trip price with Vineyard Boat Charters?

Trips booked with Vineyard Boat Charters include:

  • Rods, reels & tackle
  • Live Bait
  • Lures
What types of fishing does Vineyard Boat Charters offer?

Vineyard Boat Charters offers the following type of fishing:

  • Nearshore Fishing (Vineyard Sound)
What fishing techniques does Vineyard Boat Charters offer?

Vineyard Boat Charters offers the following fishing techniques:

  • Bottom Fishing
  • Jigging
  • Drift Fishing
Which fish species can I catch with Vineyard Boat Charters?

Top targeted fish species with Vineyard Boat Charters include:

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

Your captain

John Hobby

Tisbury, Massachusetts, United States

1 Fishing Report
ID & license verified
9 Customer reviews
Response time 6 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

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

Jigging

Drift Fishing

Which amenities are available onboard

Toilet

GPS

Fishfinder

Radar

What’s included in the trip price

Rods, reels & tackle

Live Bait

Lures

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.

What the listing policies are

Pickup not included

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

Child Friendly

Catch and Release Allowed

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

4 people are looking at this charter.