On The Side Charters 

5.0/5 (22 reviews)
 Sally Snyder Way, Newburyport, MA 01950, United States
5.0/5 (22 reviews)
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Sally Snyder Way
Newburyport, MA, United States

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.

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 22 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (11)

Three Hour Weekly
Halfday AM trip with Capt Jon
Halfday AM trip with Capt Jon
+8

Angler rating

21
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

70%

Showing 1 - 5 of 22 reviews
Showing: 5 of 22 reviews
Robert B.
Robert B.

Hampton, New Hampshire

5.0/5

Aug 3, 2022

3 Hour Trip – Evening Bass Fishing

3 hour trip with Captain Jon

VERIFIED

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

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...  

Captain replied
 Robert B. recommends On The Side Charters
3 persons find this review helpful
 Robert B. recommends On The Side Charters
3 persons find this review helpful
undefined (The Captain)
Replied on August 5, 2022
Was a pleasure! The boys did great! Looking forward to next year! Safe travels!
Review media 0
Review media 1
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Caleb P.
Caleb P.
5.0/5

Sep 30, 2023

4 Hour Trip – Bass (Afternoon)

Great time even without luck

VERIFIED

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.

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...  

 Caleb P. recommends On The Side Charters
 Caleb P. recommends On The Side Charters

Ken L.
Ken L.

Walpole, Massachusetts

5.0/5

Aug 2, 2023

3 Hour Trip – Evening Bass Fishing

Three Hour Weekly

VERIFIED

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.

Very good experience. Capt Jonathan accommodated us in a short notice booking. We managed to get on the fish and had a great...  

Review media 0
 Ken L. recommends On The Side Charters
 Ken L. recommends On The Side Charters

ROGER S.
ROGER S.

Methuen, MA

5.0/5

Jul 9, 2023

4 Hour Trip – Bass (Morning)

Fishing trip

VERIFIED

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 !!!

We had an outstanding trip with Jon. A true professional. My cousins had never fished in the ocean before this trip however...  

 ROGER S. recommends On The Side Charters
 ROGER S. recommends On The Side Charters

Aaron L.
Aaron L.

Fairport, NY

5.0/5

Aug 24, 2022

3 Hour Trip – Evening Bass Fishing

An afternoon with Capt. Jon

VERIFIED

We had a wonderful afternoon with Captain Jon aboard the Stand Sure. He literally put us on fish within seconds of dropping the lure in the water. I would highly recommend On The Side Charters and Capt Jon. We look forward to our next visit and booking with him again. Thanks Capt Jon!

We had a wonderful afternoon with Captain Jon aboard the Stand Sure. He literally put us on fish within seconds of dropping the...  

Review media 0
 Aaron L. recommends On The Side Charters
 Aaron L. recommends On The Side Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour Trip – Evening Bass Fishing
Low rate deposit non-refundable
3 Hour Trip, starts at 4:00 PM
Seasonal trip May 15 - Oct 15 (Mon, Tue, Wed, Thu, Fri)
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US $525 
Entire boat: up to 6 people
4 Hour Trip – Bass (Morning)
Low rate deposit non-refundable
4 Hour Trip, starts at 7:00 AM
Seasonal trip May 15 - Oct 15 (Sat, Sun)
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US $800 
Entire boat: up to 6 people
4 Hour Trip – Bass (Afternoon)
Low rate deposit non-refundable
4 Hour Trip, starts at 3:30 PM
Seasonal trip May 15 - Oct 15 (Sat, Sun)
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US $800 
Entire boat: up to 6 people
8 Hour Trip – Sharks
Low rate deposit non-refundable
8 Hour Trip, starts at 7:00 AM
Seasonal trip Jul 1 - Oct 15
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US $1,500 
Entire boat: up to 6 people
10 Hour Trip – Bluefin & Sharks
Low rate deposit non-refundable
10 Hour Trip, starts at 6:00 AM
Seasonal trip Jun 1 - Oct 15
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US $1,650 
Entire boat: up to 6 people
There are 7 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 22 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (11)

Three Hour Weekly
Halfday AM trip with Capt Jon
Halfday AM trip with Capt Jon
+8

Angler rating

21
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

70%

Showing 1 - 5 of 22 reviews
Showing: 5 of 22 reviews
Robert B.
Robert B.

Hampton, New Hampshire

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

3 hour trip with Captain Jon

VERIFIED

3 Hour Trip – Evening Bass Fishing on August 3, 2022

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

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  

 Robert B. recommends On The Side Charters
3 persons find this review helpful
undefined (The Captain)
Replied on August 5, 2022
Was a pleasure! The boys did great! Looking forward to next year! Safe travels!
Review media 0
Review media 1
Review media 2

Caleb P.
Caleb P.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great time even without luck

VERIFIED

4 Hour Trip – Bass (Afternoon) on September 30, 2023

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.

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.  

 Caleb P. recommends On The Side Charters

Ken L.
Ken L.

Walpole, Massachusetts

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Three Hour Weekly

VERIFIED

3 Hour Trip – Evening Bass Fishing on August 2, 2023

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.

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.  

Review media 0
 Ken L. recommends On The Side Charters

ROGER S.
ROGER S.

Methuen, MA

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing trip

VERIFIED

4 Hour Trip – Bass (Morning) on July 9, 2023

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 !!!

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 !!!  

 ROGER S. recommends On The Side Charters

Aaron L.
Aaron L.

Fairport, NY

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

An afternoon with Capt. Jon

VERIFIED

3 Hour Trip – Evening Bass Fishing on August 24, 2022

We had a wonderful afternoon with Captain Jon aboard the Stand Sure. He literally put us on fish within seconds of dropping the lure in the water. I would highly recommend On The Side Charters and Capt Jon. We look forward to our next visit and booking with him again. Thanks Capt Jon!

We had a wonderful afternoon with Captain Jon aboard the Stand Sure. He literally put us on fish within seconds of dropping the lure in the water. I would highly recommend On The Side Charters and Capt Jon. We look forward to our next visit and booking with him again. Thanks Capt Jon!  

Review media 0
 Aaron L. recommends On The Side Charters

FAQs about On The Side Charters

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The fish you can target

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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
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What’s biting in Newburyport right now

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