On The Side Charters 

5.0/5 (23 reviews)
 Sally Snyder Way, Newburyport, MA 01950, United States

On The Side Charters 

Newburyport, MA, United States
29 ft
6
5.0/5 (23 reviews)

On The Side Charters operates out of the historic town of Newburyport, MA, offering a variety of fishing trips from 3 to 10 hours. The waters around Newburyport are teeming with a wide range of species, and On The Side Charters makes the most of this fact, by offering trips targeting anything from Mackerel and Flounder in the shallows, to huge Sharks and monster Bluefin Tuna way out into the ocean.

The boat you will be spending the day on is a 29' Webbers Coast downeast with room aboard for up to 6 guests. She's powered by an impressive 280 HP General Motors engine, meaning you will waste no time getting to the best fishing grounds offshore, and comes equipped with everything you will need for some awesome fishing.

The vessel features all-new Simrad electronics, with CHIRP sonar to allow the best possible view of what lurks beneath you. Once you're locked in on your catch, a choice of realistic lures and live bait fresh from the tank will be too tempting for any fish to ignore, and the vessel's tournament grade tackle will give you the best chance of landing whatever you sink your hook into.

Captain Jonathan Carey takes pride in offering one of the best selections of trips around, welcoming clients aboard for anything from 3-hour stints after work catching tasty Striped Bass for dinner, to 10-hour offshore adventures doing battle with giant Bluefin Tuna. In order to be productive targeting so many species, he offers a choice of light and heavy tackle, with the option to troll, spin, jig, and pop, as well as to drift, fly, and kite fish.

Even if fishing is not your thing, On The Side Charters have the perfect trip for you, taking in the Newburyport waterfront on a 2-hour sunset cruise. No matter what trip you choose, Captain John will work with you to make sure it is exactly what you are looking for. On offshore trips, all large Bluefin are kept by the boat, but Captain John will give you a 10% discount on your next trip.

On The Side Charters operates out of the historic town of Newburyport, MA, offering a variety of fishing trips from 3 to 10 hours. The waters around Newburyport are teeming with a wide range of species, and On The Side Charters makes the most of this fact, by offering trips targeting anything from Mackerel and Flounder in the shallows, to huge Sharks and monster Bluefin Tuna way out into the ocean.

The boat you will be spending the day on is a 29' Webbers Coast downeast with room aboard for up to 6 guests. She's powered by an impressive 280 HP General Motors engine, meaning you will waste no time getting to the best fishing grounds offshore, and comes equipped with everything you will need for some awesome fishing.

The vessel features all-new Simrad electronics, with CHIRP sonar to allow the best possible view of what lurks beneath you. Once you're locked in on your catch, a choice of realistic lures and live bait fresh from the tank will be too tempting for any fish to ignore, and the vessel's tournament grade tackle will give you the best chance of landing whatever you sink your hook into.

Captain Jonathan Carey takes pride in offering one of the best selections of trips around, welcoming clients aboard for anything from 3-hour stints after work catching tasty Striped Bass for dinner, to 10-hour offshore adventures doing battle with giant Bluefin Tuna. In order to be productive targeting so many species, he offers a choice of light and heavy tackle, with the option to troll, spin, jig, and pop, as well as to drift, fly, and kite fish.

Even if fishing is not your thing, On The Side Charters have the perfect trip for you, taking in the Newburyport waterfront on a 2-hour sunset cruise. No matter what trip you choose, Captain John will work with you to make sure it is exactly what you are looking for. On offshore trips, all large Bluefin are kept by the boat, but Captain John will give you a 10% discount on your next trip.

Jonathan Carey
Captain
Jonathan Carey
15 years of experience
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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3 Hour Trip – Evening Bass Fishing
Non-refundable
3 hour trip starts at 4:00 PM
Seasonal trip
May 15 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
US $525
Entire boat: up to 4 people
4 Hour Trip – Bass (Morning)
Non-refundable
4 hour trip starts at 7:00 AM
Seasonal trip
May 15 - Oct 15 (Sat, Sun)
US $800
Entire boat: up to 6 people
4 Hour Trip – Bass (Afternoon)
Non-refundable
4 hour trip starts at 3:30 PM
Seasonal trip
May 15 - Oct 15 (Sat, Sun)
US $800
Entire boat: up to 6 people
8 Hour Trip – Sharks
Non-refundable
8 hour trip starts at 7:00 AM
Seasonal trip
Jul 1 - Oct 15
US $1,500
Entire boat: up to 6 people
10 Hour Trip – Bluefin & Sharks
Non-refundable
10 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Oct 15
US $1,650
Entire boat: up to 6 people
There are 4 people looking at this charter.

Customer reviews

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Rating

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

Anglers' gallery (12)

All reviews (23)

Frequently mentioned
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Showing 15 of 23 reviews
Kyle Mckenna
Kyle Mckenna
us
Michigan, US
Member since 2025
5.0
Verified
August fishing trip
4 Hour Trip – Bass (Morning) on August 16, 20253 adults

Jonathan Carey
Response from Captain

Was great having you guys on board and equally awesome we could prove not everything is bigger in Texas !

Robert Brewer
Robert Brewer
us
New York, US
Member since 2022
5.0
Verified
3 hour trip with Captain Jon
3 Hour Trip – Evening Bass Fishing on August 3, 20222 adults2 children

Jon was a great guide and his knowledge of the local waters was greatly appreciated. My son in law, grandsons and I had a great time. Landed several good size fish in a short period of time. When a captain enjoys his Chosen profession as much as Jon does, it’s easy to please his party. Nice guy with a good boat. Happy sailing my friend, keep up the great work. I highly recommend a charter with On the side charters. 👍🏻😎🤙 Mr. Brewer

Jonathan Carey
Response from Captain

Was a pleasure! The boys did great! Looking forward to next year! Safe travels!

Caleb Porter
Caleb Porter
us
Ohio, US
Member since 2023
5.0
Verified
Great time even without luck
4 Hour Trip – Bass (Afternoon) on September 30, 20236 adults

My group and I had an amazing time even though we had no luck at all. The Captain tried everything he could to get us at least something but even without catching anything my group just enjoyed the time with the Captain.

Ken Lafferty
Ken Lafferty
us
Massachusetts, US
Member since 2023
5.0
Verified
Three Hour Weekly
3 Hour Trip – Evening Bass Fishing on August 2, 20232 adults2 children

Very good experience. Capt Jonathan accommodated us in a short notice booking. We managed to get on the fish and had a great time. Local and knowledgeable Capt from the immediate area. I would recommend this booking.

Reported catch:
Bluefish (Tailor)
Striped Bass
ROGER SCANDURA
ROGER SCANDURA
us
Massachusetts, US
Member since 2023
5.0
Verified
Fishing trip
4 Hour Trip – Bass (Morning) on July 9, 20234 adults

We had an outstanding trip with Jon. A true professional. My cousins had never fished in the ocean before this trip however Jon made sure that they caught fish ! A memorable day Thanks Jon !!!

Reported catch:
Striped Bass
Atlantic Mackerel

FAQs about On The Side Charters

On The Side Charters offers the following trips to customers:
  • US $525 per group, additional US $50 per person after 4 guests - 3 Hour Trip – Evening Bass Fishing (3 hours)
  • US $800 per group - 4 Hour Trip – Bass (Afternoon) (4 hours)
  • US $800 per group - 4 Hour Trip – Bass (Morning) (4 hours)
  • US $1,500 per group - 8 Hour Trip – Sharks (8 hours)
  • US $1,650 per group - 10 Hour Trip – Bluefin & Sharks (10 hours)
When you book a trip with On The Side Charters, you can expect the following amenities onboard:
  • Toilet Full Marine Head with Holding Tank
  • GPS New Simrad NSS 9
  • Fishfinder CHIRP Sonar 1Kw
  • Bed Full VBerth
  • Live bait well
  • Kitchen
  • Outriggers
  • Ice box
  • Radar 24 mile Furuno
Trips booked with On The Side Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • First mate
  • Fishing license
On The Side Charters offers the following types of fishing:
  • River fishing
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
On The Side Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Fly fishing
  • Drift fishing
  • Kite fishing
  • Deep sea fishing
Top targeted fish species with On The Side Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Dogfish
  • Flounder
  • Mackerel (Atlantic)
  • Shark (Blue)
  • Shark (Mako)
  • Shark (Porbeagle)
  • Shark (Thresher)
  • Skate
  • Tuna (Bluefin)

Your captain

Jonathan Carey
Jonathan Carey
Jonathan Carey

Newburyport, Massachusetts, United States

29 Fishing Reports
ID & license verified
23 Customer reviews
Typical response within 4 hours
Member since June 2017

In addition to being an experienced captain in my own right, I have mated for and learned from some of the best old time captains in the area. I bring to the table over 20 years experience fishing from Provincetown Cape Cod to the Gulf of Maine out to Georges Bank chasing Striped Bass to Bluefin Tuna and everything in between. For the last ten years, I have been a commercial Tuna and Bass fisherman. My experience covers commercial, charter, and head boat fishing. As a lifetime angler, I enjoy both fresh and saltwater fishing. My passion, however, is definitely saltwater. This transition occurred after my first experience catching a Bluefin Tuna....I can still hear that drag screaming!!! If you are a life long angler like myself or a begginer, let me share my love of the ocean and fishing with you and your group. I guarantee you will not only leave with a memorable experience but also new knowledge, and most likely some dinner! We are now offerong corporate charters on our 37' Duffy.

29 Fishing Reports
ID & license verified
23 Customer reviews
Typical response within 4 hours
Member since June 2017

In addition to being an experienced captain in my own right, I have mated for and learned from some of the best old time captains in the area. I bring to the table over 20 years experience fishing from Provincetown Cape Cod to the Gulf of Maine out to Georges Bank chasing Striped Bass to Bluefin Tuna and everything in between. For the last ten years, I have been a commercial Tuna and Bass fisherman. My experience covers commercial, charter, and head boat fishing. As a lifetime angler, I enjoy both fresh and saltwater fishing. My passion, however, is definitely saltwater. This transition occurred after my first experience catching a Bluefin Tuna....I can still hear that drag screaming!!! If you are a life long angler like myself or a begginer, let me share my love of the ocean and fishing with you and your group. I guarantee you will not only leave with a memorable experience but also new knowledge, and most likely some dinner! We are now offerong corporate charters on our 37' Duffy.

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dogfish
Dogfish
Flounder
Flounder
Atlantic Mackerel
Atlantic Mackerel
Blue Shark
Blue Shark
Mako Shark
Mako Shark
Porbeagle Shark
Porbeagle Shark
Thresher Shark
Thresher Shark
Skate
Skate
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dogfish
Dogfish
Flounder
Flounder
Atlantic Mackerel
Atlantic Mackerel

What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
6 persons
Boat length
29 ft
Year built
1994
Restored in
2018
Boat manufacturer
Webbers Cove
Boat type
Downeast
Engine model
GM 350
Powered by
1 x 280HP

What kind of fishing will you do?

River Fishing
Inshore Fishing
Nearshore Fishing
Offshore Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Trolling
Spinning
Jigging
Popping
Fly Fishing
Drift Fishing
Kite Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Full Marine Head with Holding Tank
GPS
New Simrad NSS 9
Fishfinder
CHIRP Sonar 1Kw
Bed
Full VBerth
Live bait well
Kitchen
Outriggers
Ice box
Radar
24 mile Furuno

What's included in the trip price

Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
First mate
Fishing license

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup not included

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

Child friendly
Like jackets available for children 12 and under
You keep catch
Crew keeps catch
Boat keeps Giant Tuna from offshore trips.
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

 Checks

What’s biting in Newburyport right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)
FlounderFlounder
Mackerel (Atlantic)Mackerel (Atlantic)
Shark (Blue)Shark (Blue)
Shark (Mako)Shark (Mako)
Tuna (Bluefin)Tuna (Bluefin)

Compare similar fishing charters

Current
On The Side Charters
On The Side Charters
5.0
(23)
29 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+9
4 hour trip • 6 persons
US $800