Fishy Business Sportfishing 

4.7/5 (1 review)
 Water Street 173, Plymouth, MA 02360, United States

Fishy Business Sportfishing 

Plymouth, MA, United States
25 feet
5
4.7/5 (1 review)

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Summers on Cape Cod and in Plymouth, MA, are made for unforgettable days on the water with family and friends. Join Fishy Business Sportfishing for a fully customizable private boating experience designed around your ideal day at sea.

Our 1997 Contender Classic center console (fully restored in 2026) is based in Plymouth and accommodates up to 5 guests. Powered by a 300 HP Mercury outboard, she cruises comfortably at up to 35 knots, perfect for fast, efficient island hopping and coastal adventures. Onboard amenities include a Bluetooth sound system with multiple speakers, baitwell, Humminbird electronics, cooler for food and drinks, cup and rod holders, and a private marine toilet setup. All fishing gear is included.

Captains Benjamin and Matt Maher are lifelong locals with over 30 years of combined experience and USCG Master Captain licenses. Their deep knowledge of Plymouth and Cape Cod waters ensures a safe, smooth, and memorable experience every time.

We specialize in scenic boat and beach days, Nantucket and Martha’s Vineyard trips, Cape Cod Canal cruises, private whale watching, Great White Shark tours, and fishing.

Optional add-ons include lunch, snorkeling gear, and beach chairs (advance request required; additional charge applies). Guests may bring their own alcohol onboard respectfully.

Full safety equipment is included: GPS, radar, sonar, VHF radio, chart plotter, depth finder, anchor, and life jackets.

Your next adventure on the water is waiting—book today for a premium private experience tailored just for you.

Summers on Cape Cod and in Plymouth, MA, are made for unforgettable days on the water with family and friends. Join Fishy Business Sportfishing for a fully customizable private boating experience designed around your ideal day at sea.

Our 1997 Contender Classic center console (fully restored in 2026) is based in Plymouth and accommodates up to 5 guests. Powered by a 300 HP Mercury outboard, she cruises comfortably at up to 35 knots, perfect for fast, efficient island hopping and coastal adventures. Onboard amenities include a Bluetooth sound system with multiple speakers, baitwell, Humminbird electronics, cooler for food and drinks, cup and rod holders, and a private marine toilet setup. All fishing gear is included.

Captains Benjamin and Matt Maher are lifelong locals with over 30 years of combined experience and USCG Master Captain licenses. Their deep knowledge of Plymouth and Cape Cod waters ensures a safe, smooth, and memorable experience every time.

We specialize in scenic boat and beach days, Nantucket and Martha’s Vineyard trips, Cape Cod Canal cruises, private whale watching, Great White Shark tours, and fishing.

Optional add-ons include lunch, snorkeling gear, and beach chairs (advance request required; additional charge applies). Guests may bring their own alcohol onboard respectfully.

Full safety equipment is included: GPS, radar, sonar, VHF radio, chart plotter, depth finder, anchor, and life jackets.

Your next adventure on the water is waiting—book today for a premium private experience tailored just for you.

Benjamin Maher
Captain
Benjamin Maher
11 years of experience
ID & credentials verified
responds within an hour

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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2 Hr – Sunrise/Sunset Boat Tour
FREE Cancellation 3 days notice
2 hour trip multiple starting times (4:30 AM, 6:00 PM)
US $400
Private tour: up to 5 people
3 Hr – Cape Cod Canal Cruises
FREE Cancellation 3 days notice
3 hour trip multiple starting times (8:00 AM, 11:00 AM, 2:00 PM, 5:00 PM)
Seasonal trip
May 1 - Oct 31 (Fri, Sat, Sun)
US $400
Private tour: up to 5 people
5 Hr – Beach & Boat Tour
FREE Cancellation 3 days notice
5 hour trip starts at 10:00 AM
Seasonal trip
Jun 1 - Sep 15 (Fri, Sat, Sun)
US $650
Private tour: up to 5 people
5 Hr – Martha's Vineyard Tour
FREE Cancellation 3 days notice
5 hour trip starts at 10:00 AM
Seasonal trip
May 15 - Oct 31 (Fri, Sat, Sun)
+1
US $650
Private tour: up to 5 people
4 Hr – Whale Watching Experience
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 12:00 PM)
Seasonal trip
May 15 - Oct 20 (Fri, Sat, Sun)
US $800
Private tour: up to 5 people
8 Hr – Beach & Boat Tour
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
Jun 1 - Sep 15 (Fri, Sat, Sun)
US $800
Private tour: up to 5 people
8 Hr – Martha's Vineyard Tour
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
May 15 - Oct 31 (Fri, Sat, Sun)
+1
US $850
Private tour: up to 5 people
8 Hr – Nantucket Island Tour
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
May 15 - Oct 1 (Fri, Sat, Sun)
+1
US $950
Private tour: up to 5 people
4 Hr – Great White Shark Tour
FREE Cancellation 3 days notice
4 hour trip multiple starting times (7:00 AM, 11:00 AM, 3:00 PM)
Seasonal trip
Jul 5 - Oct 20
US $1,400
Private tour: up to 5 people
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Customer reviews

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Rating

4.7
(1 review)
4.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (1)

Showing 11 of 1 review
Savanna Barrett
Savanna Barrett
us
Massachusetts, US
Member since 2026
4.7
Verified
New
Birthday Trip
5 Hr – Beach & Boat Tour on September 6, 20265 adults

My friends and I had a great time celebrating my birthday. The Cap. knows a lot of great palces to go. He is super nice!

FAQs about Fishy Business Sportfishing

Fishy Business Sportfishing offers the following trips to customers:
  • US $400 per group - 2 Hr – Sunrise/Sunset Boat Tour (2 hours)
  • US $400 per group - 2 Hr – Sunrise/Sunset Boat Tour - 6:00 PM (2 hours)
  • US $400 per group - 3 Hr – Cape Cod Canal Cruises (3 hours)
  • US $400 per group - 3 Hr – Cape Cod Canal Cruises - 11:00 AM (3 hours)
  • US $400 per group - 3 Hr – Cape Cod Canal Cruises - 2:00 PM (3 hours)
  • US $400 per group - 3 Hr – Cape Cod Canal Cruises - 5:00 PM (3 hours)
  • US $650 per group - 5 Hr – Beach & Boat Tour (5 hours)
  • US $650 per group - 5 Hr – Martha's Vineyard Tour (5 hours)
  • US $800 per group - 4 Hr – Whale Watching Experience (4 hours)
  • US $800 per group - 4 Hr – Whale Watching Experience - 12:00 PM (4 hours)
  • US $800 per group - 8 Hr – Beach & Boat Tour (8 hours)
  • US $850 per group - 8 Hr – Martha's Vineyard Tour (8 hours)
  • US $950 per group - 8 Hr – Nantucket Island Tour (8 hours)
  • US $1,400 per group - 4 Hr – Great White Shark Tour (4 hours)
  • US $1,400 per group - 4 Hr – Great White Shark Tour - 11:00 AM (4 hours)
  • US $1,400 per group - 4 Hr – Great White Shark Tour - 3:00 PM (4 hours)
When you book a trip with Fishy Business Sportfishing, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Anchor
  • Life Jackets
  • Audio System Bluetooth
  • Outside Speakers
  • Fishfinder Humminbird Electronics
  • Baitwell
  • Rod Holders
Trips booked with Fishy Business Sportfishing include:
  • Snorkeling Equipment
  • Fishing Equipment
  • Catch cleaning & filleting
  • Lunch
Fishy Business Sportfishing offers the following activities:
  • Boat & Yacht Tours
  • Canal Boat Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Whale & Dolphin Watching
  • Fishing
  • Eco-Tours
  • Sandbar Tours

Your operator

Benjamin Maher
Benjamin Maher
Benjamin Maher

Plymouth, Massachusetts, United States

ID & license verified
1 Customer reviews
Response time within an hour
Member since June 2026

Growing up, Captains Ben and Matt spent their summers on the water. Sportfishing and commercial fishing have been part of their family tradition for over half a century. They were first introduced to the art of fishing by their grandfather and father, who would take them and their brothers out fishing whenever they could, whether casting from the dock in front of their grandparents' house or heading out on a boat. When they weren't fishing, they were spending time at the beach or exploring the islands and Cape Cod. Over the past 20 years, they have worked in both commercial and charter fishing, gaining extensive knowledge of the waters of the Cape and South Coast. From April to October, they can be found all along the Massachusetts coastline.

ID & license verified
1 Customer reviews
Response time within an hour
Member since June 2026

Growing up, Captains Ben and Matt spent their summers on the water. Sportfishing and commercial fishing have been part of their family tradition for over half a century. They were first introduced to the art of fishing by their grandfather and father, who would take them and their brothers out fishing whenever they could, whether casting from the dock in front of their grandparents' house or heading out on a boat. When they weren't fishing, they were spending time at the beach or exploring the islands and Cape Cod. Over the past 20 years, they have worked in both commercial and charter fishing, gaining extensive knowledge of the waters of the Cape and South Coast. From April to October, they can be found all along the Massachusetts coastline.

What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Contender
Boat Model
Classic
Year built
1997
Restored in
2026
Boat length
25 ft
Capacity
5 persons
Engine model
Mercury
Max crusing speed
35 knots
Powered by
1 x 300HP
Engine Type
Outboard
Fuel Type
Gas
Number of heads
1 head
Number of toilets
1 toilet
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Contender
Boat Model
Classic
Year built
1997
Restored in
2026
Boat length
25 ft
Capacity
5 persons

Which kind of activities are offered

Boat & Yacht Tours
Canal Boat Tours
Cape Cod canal boat tour.
Sunset & Dinner Cruise
Sunset harbor cruises (sandwiches/drinks)
Island Hopping
Nantucket, Martha's Vineyard, Basset's Island
Booze Cruises
Alcohol not provided onboard. BYOB.
Whale & Dolphin Watching
Whale and seal watching tours.
Fishing
Eco-Tours
Sandbar Tours

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Sonar
Anchor
Life Jackets
Audio System
Bluetooth
Outside Speakers
Fishfinder
Humminbird Electronics
Baitwell
Rod Holders

What's included in the trip price

Snorkeling Equipment
If requested by the client.
Fishing Equipment
All fishing gear included.
Catch cleaning & filleting
Fish fillets ready to take home.
Lunch
Available upon client request in advance.

What’s allowed on the boat

Child Friendly
Kids are not only welcomed on Fishy Business, they are absolutely encouraged!! We love getting kids hooked to spending time on the water and having fun!
Alcohol
Swimming

What additional terms you should be aware of

Security deposit of US $150 per tour is required

A refundable deposit of US $150 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 25% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 25% 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

 PayPal

 Checks

When paying the remaining balance with a credit card, an additional 3% charge will apply.

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