Chasin' Tail Sportfishing Charters 

4.9
(33 reviews)
 200 Port Monmouth Road East, Middletown Township, NJ 07758, United States–

Chasin' Tail Sportfishing Charters 

Middletown Township, NJ, United States
–
30 ft
5
4.9
(33 reviews)

Chasin’ Tail Sportfishing Charters is a full-time sportfishing operation out of Monmouth Cove Marina in Middletown Township, New Jersey. Fishing the Raritan Bay and surrounding waters, Captain Joseph Degruttola and his crew are blessed with some of the best Striped Bass fishing around. Also, you can experience some world-class Tuna action when fishing offshore in the bluewater. Captain Joseph provides all the top-of-the-line gear to get the job for that day on the water. Some of the sponsors include Avet Reels, TN Tackle, Seaguar, Noreast’r, and Tony Maja. Book your trip and have tons of fun fishing with Chasin’ Tail Sportfishing Charters!

Your trip starts on a 30’ Pursuit 3070 offshore sport fishing boat. It can fit up to 5 guests on inshore trips and 4 guests when fishing offshore. The boat runs on twin 250 HP Yamaha engines, uses comprehensive navigation technology, and has got a portable toilet and a bed. You’ll have plenty of to store your fish, food, and drinks. As for the fishing gear, the boat has got a livewell and outriggers. A first mate will also join your trip and he’d be grateful for a customary 20% tip for his diligent work.

You’ll have the chance to try out various fishing techniques using light and heavy tackle. The choice of species you can target is also big, with Tuna, Mahi Mahi, Black Seabass, Tautog, and Flounder being some of them. Feel free to keep the fish you catch.

Captain Joseph will do his best to make your trip fun and productive and invites your whole family to join him aboard. He’ll provide all the gear, licenses, and catch cleaning, so just bring some snacks and drinks before you leave.

Pick your day and embark on a fishing adventure!

Chasin’ Tail Sportfishing Charters is a full-time sportfishing operation out of Monmouth Cove Marina in Middletown Township, New Jersey. Fishing the Raritan Bay and surrounding waters, Captain Joseph Degruttola and his crew are blessed with some of the best Striped Bass fishing around. Also, you can experience some world-class Tuna action when fishing offshore in the bluewater. Captain Joseph provides all the top-of-the-line gear to get the job for that day on the water. Some of the sponsors include Avet Reels, TN Tackle, Seaguar, Noreast’r, and Tony Maja. Book your trip and have tons of fun fishing with Chasin’ Tail Sportfishing Charters!

Your trip starts on a 30’ Pursuit 3070 offshore sport fishing boat. It can fit up to 5 guests on inshore trips and 4 guests when fishing offshore. The boat runs on twin 250 HP Yamaha engines, uses comprehensive navigation technology, and has got a portable toilet and a bed. You’ll have plenty of to store your fish, food, and drinks. As for the fishing gear, the boat has got a livewell and outriggers. A first mate will also join your trip and he’d be grateful for a customary 20% tip for his diligent work.

You’ll have the chance to try out various fishing techniques using light and heavy tackle. The choice of species you can target is also big, with Tuna, Mahi Mahi, Black Seabass, Tautog, and Flounder being some of them. Feel free to keep the fish you catch.

Captain Joseph will do his best to make your trip fun and productive and invites your whole family to join him aboard. He’ll provide all the gear, licenses, and catch cleaning, so just bring some snacks and drinks before you leave.

Pick your day and embark on a fishing adventure!

Joseph Degruttola
Captain
Joseph Degruttola
18 years of experience

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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4 Hour Trip – Fluke (AM)
FREE Cancellation 14 days notice
4 hour trip starts at 6:00 AM
US $700
Entire boat: up to 5 people
4 Hour Trip – Striped Bass (AM)
FREE Cancellation 14 days notice
4 hour trip starts at 6:00 AM
US $700
Entire boat: up to 5 people
4 Hour Trip – Fluke (PM)
FREE Cancellation 14 days notice
4 hour trip starts at 4:00 PM
US $700
Entire boat: up to 5 people
4 Hour Trip – Striped Bass (PM)
FREE Cancellation 14 days notice
4 hour trip starts at 4:00 PM
US $700
Entire boat: up to 5 people
6 Hour Trip – Striped Bass Mar-Dec
FREE Cancellation 14 days notice
6 hour trip starts at 6:00 AM
Seasonal trip
Mar 21 - Dec 1
US $1,000
Entire boat: up to 5 people
6 Hour Trip – Striped Bass
FREE Cancellation 14 days notice
6 hour trip starts at 1:00 PM
US $1,000
Entire boat: up to 5 people
6 Hour Trip – Fluke Bottom Fishing
FREE Cancellation 14 days notice
6 hour trip starts at 6:00 AM
Seasonal trip
May 22 - Sep 18
US $1,100
Entire boat: up to 5 people
6 Hour Trip – Fluke
FREE Cancellation 14 days notice
6 hour trip starts at 1:00 PM
US $1,100
Entire boat: up to 5 people
10 Hour Trip – Shark Fishing
FREE Cancellation 14 days notice
10 hour trip starts at 4:00 AM
Seasonal trip
Jun 1 - Jul 20
US $1,600
Entire boat: up to 5 people
12 Hour Trip – Offshore Tuna (MAX4)
FREE Cancellation 14 days notice
12 hour trip starts at 2:00 AM
Seasonal trip
May 28 - Sep 30
US $2,400
Entire boat: up to 5 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
33 reviews
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (28)

What anglers say

88%
Recommended

Reviews (33)

  • Mick Kless
    Mick Kless
    us
    New York, US
    •
    Member since 2024
    5.0
    Verified

    Fish On!

    4 Hour Trip – Striped Bass (AM) on May 20, 2024 • 3 adults

    Scheduled the trip about 6 weeks in advance for my daughter’s 31st b-day. Weather was not good the entire week prior to the trip but was beautiful the day of the trip. The crew worked hard to find fish and try different ways to catch them. My daughter brought in a 20lb striped bass thanks to the hard work of the crew and made her birthday wish come true. Later in the trip she landed a 7 pound bluefish. Thank you Captain Ray and Mate Vinny!

  • Janelle Gray
    Janelle Gray
    Repeat angler
    us
    New Jersey, US
    •
    Member since 2021
    •
    2 trips
    5.0
    Verified

    Amazing experience

    4 Hour Trip – Striped Bass (PM) on June 3, 2024 • 4 adults

    We booked this for our son who wants to learn everything and anything capt Joe and his crew were top notch, professional, accommodating teaching a 13 year old just starting out that’s more then we expected but the icing on the cake was Tyler reeled in a 48lbs striper and made a memory of a lifetime. We will be back and everyone should book with chasing tails !!!

  • Clark Macon
    Clark Macon
    Repeat angler
    us
    Massachusetts, US
    •
    Member since 2020
    •
    3 trips
    5.0
    Verified

    Striped Bass Morning Trip

    4 Hour Trip – Striped Bass (AM) on June 2, 2024 • 1 adult

    Went out for a morning trip with Cpt Ray and First Mate Vinny targeting striped bass. After a slower morning in the bay, the guys made the choice to head out in search for trophy bass and did not disappoint. Easily the biggest striped bass I have ever caught. Overall great guys to hang on the water with and very knowledgeable. Would recommend to anyone to book!

  • Chris Mumma
    Chris Mumma
    us
    New York, US
    •
    Member since 2023
    5.0
    Verified

    Great trip

    4 Hour Trip – Striped Bass (AM) on October 14, 2023 • 2 adults

    Went on a fall striper run in some iffy weather. Fished in the ocean side off of Sea Bright and Sandy Hook. Big bass around. Caught and released a 44-inch striper that weighed about 30 pounds. Wow! Caught two more big ones. We had a great time with Captain Joe and Billy, his mate. My son will never forget reeling in his first truly big fish. Fall striper fishing is great in NJ. Recommend it to everyone.

  • Deidre Martinko
    Deidre Martinko
    us
    Montana, US
    •
    Member since 2023
    5.0
    Verified

    4:00 pm with Capt. Joe

    4 Hour Trip – Fluke (PM) on July 11, 2023 • 4 adults • 1 child

    We had a great time! Capt. Joe was very knowledgeable on places to fish. He made a special stop so we could scatter some ashes. First Mate Nick was great with helping get the lines baited and very attentive as we were fishing. His filleting skills are second to none! We would highly recommend this charter.

  • William Weiss
    William Weiss
    Repeat angler
    us
    New Jersey, US
    •
    Member since 2022
    •
    4 trips
    5.0
    Verified

    Half Day Striper Trip on Chasin’ Tail

    4 Hour Trip – Striped Bass (AM) on October 31, 2022 • 5 adults

    We had an awesome day today on Chasin’ Tail with Captain Ray and Billy. The crew searched hard for fish until we found them. Once we did it was lights out on topwater action, 20+ fish landed amongst the 3 of us….can’t wait to go again!

  • Jill Evans
    Jill Evans
    us
    New Jersey, US
    •
    Member since 2022
    5.0
    Verified

    Fishing with Joseph

    6 Hour Trip – Striped Bass Mar-Dec on November 5, 2022 • 4 adults

    Great trip, great weather, chill captain and first mate. Very knowledge and helpful. Went home with our max and everyone was happy to get out on the water for a relaxing fun day. Would recommend!

  • Artem Dedov
    Artem Dedov
    us
    New Jersey, US
    •
    Member since 2023
    5.0
    Verified

    September fishing trip

    4 Hour Trip – Striped Bass (PM) on September 2, 2023 • 4 adults
  • Yassine Laghzaoui
    Yassine Laghzaoui
    us
    Washington D.C., US
    •
    Member since 2023
    5.0
    Verified

    Fishing with Joseph

    4 Hour Trip – Striped Bass (PM) on June 20, 2023 • 3 adults
  • Brad Batcha
    Brad Batcha
    Member since 2022
    5.0

    Fishing with Joseph

    6 Hour Trip – Striped Bass Mar-Dec on May 12, 2021

    My friends and I have known, and fished with Joe and crew for many years. Never a disappointment! We do quite a few happy hour trips a year and always have a great time along with lots of laughs,great conversations, and loads of ball busting. Top notch.

Rating

4.9
33 reviews
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (28)

What anglers say

88%
Recommended

All reviews (33)

Frequently mentioned
Showing 1 – 5 of 33 reviews
Richard Urban
Richard Urban
Repeat angler
us
New Jersey, US
•
Member since 2021
•
3 trips
5.0
Verified
GREAT TRIP!! Great captain!! Great first mate!!
4 Hour Trip – Striped Bass (AM) on April 23, 2026 • 2 adults

Great trip!! Captain worked extremely hard to put us on the fish. We caught a bunch even when seeing other boats not catching. Captain used all resources they had to make locate and identify the fish. First mate was great! Friendly knowledgeable. 10 out of 10!! Can’t wait to go again and hammer those striped bass!

Reported catch:
Striped Bass
Mick Kless
Mick Kless
us
New York, US
•
Member since 2024
5.0
Verified
Fish On!
4 Hour Trip – Striped Bass (AM) on May 20, 2024 • 3 adults

Scheduled the trip about 6 weeks in advance for my daughter’s 31st b-day. Weather was not good the entire week prior to the trip but was beautiful the day of the trip. The crew worked hard to find fish and try different ways to catch them. My daughter brought in a 20lb striped bass thanks to the hard work of the crew and made her birthday wish come true. Later in the trip she landed a 7 pound bluefish. Thank you Captain Ray and Mate Vinny!

Scott Krauss
Scott Krauss
us
New Jersey, US
•
Member since 2025
5.0
Verified
Great fishing and the Captain Joe was super patient with my kids.
4 Hour Trip – Fluke (PM) on July 5, 2025 • 2 adults • 3 children

Chartered Chasin' Tails and they did not diappoint. Captain Joe was very personable and patient with my kids. We were on fish all day and i would recommend him and his boat for anyone looking for a charter down the Jersey Shore.

Janelle Mcaleer
Janelle Mcaleer
Repeat angler
us
New Jersey, US
•
Member since 2021
•
2 trips
5.0
Verified
Amazing experience
4 Hour Trip – Striped Bass (PM) on June 3, 2024 • 4 adults

We booked this for our son who wants to learn everything and anything capt Joe and his crew were top notch, professional, accommodating teaching a 13 year old just starting out that’s more then we expected but the icing on the cake was Tyler reeled in a 48lbs striper and made a memory of a lifetime. We will be back and everyone should book with chasing tails !!!

Reported catch:
Striped Bass
Clark Macon
Clark Macon
Repeat angler
us
Massachusetts, US
•
Member since 2020
•
3 trips
5.0
Verified
Striped Bass Morning Trip
4 Hour Trip – Striped Bass (AM) on June 2, 2024 • 1 adult

Went out for a morning trip with Cpt Ray and First Mate Vinny targeting striped bass. After a slower morning in the bay, the guys made the choice to head out in search for trophy bass and did not disappoint. Easily the biggest striped bass I have ever caught. Overall great guys to hang on the water with and very knowledgeable. Would recommend to anyone to book!

FAQs about Chasin' Tail Sportfishing Charters

Chasin' Tail Sportfishing Charters offers the following trips to customers:
  • US $700 per group - 4 Hour Trip – Fluke (AM) (4 hours)
  • US $700 per group - 4 Hour Trip – Fluke (PM) (4 hours)
  • US $700 per group - 4 Hour Trip – Striped Bass (AM) (4 hours)
  • US $700 per group - 4 Hour Trip – Striped Bass (PM) (4 hours)
  • US $1,000 per group - 6 Hour Trip – Striped Bass (6 hours)
  • US $1,000 per group - 6 Hour Trip – Striped Bass Mar-Dec (6 hours)
  • US $1,100 per group - 6 Hour Trip – Fluke (6 hours)
  • US $1,100 per group - 6 Hour Trip – Fluke Bottom Fishing (6 hours)
  • US $1,600 per group - 10 Hour Trip – Shark Fishing (10 hours)
  • US $2,400 per group - 12 Hour Trip – Offshore Tuna (MAX4) (12 hours)
When you book a trip with Chasin' Tail Sportfishing Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Live bait well
  • Refrigerator
  • Outriggers
  • Ice box
  • Radar
Trips booked with Chasin' Tail Sportfishing Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • First mate
  • Fishing license
Chasin' Tail Sportfishing Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Reef fishing
  • Wreck fishing
Chasin' Tail Sportfishing Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Deep sea fishing
Top targeted fish species with Chasin' Tail Sportfishing Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Dolphin (Mahi Mahi)
  • Flounder
  • Little Tunny (False Albacore)
  • Scup (Porgy)
  • Seabass (Black)
  • Tautog
  • Tuna (Bigeye)
  • Tuna (Bluefin)
  • Tuna (Yellowfin)
  • Weakfish

Your captain

Joseph Degruttola
Joseph Degruttola

Middletown Township, New Jersey, United States

36 Fishing Reports
33 Customer reviews
Typical response within 11 hours
Member since January 2022

Captain Joe DeGruttola is a US Coast Guard Licensed Captain with an OUPV Near Coastal to 100 Miles offshore certificate. He has been fishing and running boats from the Raritan Bay for the past 15 years and has fished for all species of fish from inshore to offshore. Joe has also participated in many tournaments that include Monster Shark, Mako Mania, White Marlin Open, Mid-Atlantic 500, Mid-Atlantic Rockfish Shootout, and many other striped bass tournaments on the ASA Striper Trail. Captain Joe is affiliated with companies which include Noreast'R, TN Tackle, Seaguar, Avet Reels, and Okuma

Joseph Degruttola
Joseph Degruttola
36
reports
33
reviews
2022
member since
~11h
response
Captain Joe DeGruttola is a US Coast Guard Licensed Captain with an OUPV Near Coastal to 100 Miles offshore certificate. He has been fishing and running boats from the Raritan Bay for the past 15 years and has fished for all species of fish from inshore to offshore. Joe has also participated in many tournaments that include Monster Shark, Mako Mania, White Marlin Open, Mid-Atlantic 500, Mid-Atlantic Rockfish Shootout, and many other striped bass tournaments on the ASA Striper Trail. Captain Joe is affiliated with companies which include Noreast'R, TN Tackle, Seaguar, Avet Reels, and Okuma

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Little Tunny (False Albacore)
Little Tunny (False Albacore)
Scup (Porgy)
Scup (Porgy)
Black Seabass
Black Seabass
Tautog
Tautog
Bigeye Tuna
Bigeye Tuna
Bluefin Tuna
Bluefin Tuna
Yellowfin Tuna
Yellowfin Tuna
Weakfish
Weakfish
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Little Tunny (False Albacore)
Little Tunny (False Albacore)

Real catches by this captain

  • Striped Bass Morning Trip
    Clark M.
    Clark M.
  • Fish On!
    Mick K.
    Mick K.

What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
5 persons
Boat length
30 ft
Year built
2000
Boat manufacturer
Pursuit
Boat type
Sportfishing
Engine model
Yamaha
Powered by
2 x 250HP
Max cruising speed
30 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Deep Sea Fishing

Which amenities are available onboard

Toilet
GPS
Fishfinder
Live bait well
Refrigerator
Outriggers
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
First mate
Fishing license

How cancellations work

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 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
You keep catch
Catch and release allowed

How you can pay

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.

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

 PayPal

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

What’s biting in Middletown Township right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
FlounderFlounder
Little Tunny (False Albacore)Little Tunny (False Albacore)
Scup (Porgy)Scup (Porgy)
Seabass (Black)Seabass (Black)
TautogTautog
Tuna (Bluefin)Tuna (Bluefin)
Tuna (Yellowfin)Tuna (Yellowfin)
WeakfishWeakfish

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