Next AvailableMay 14

Book with Jon Cawley

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Kayak Casters

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Wareham MA

Jon Cawley, Captain at Kayak Casters

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Welcome to Kayak Casters, your premier Massachusetts fishing charters provider in Plymouth, led by the passionate and experienced Captain Jon Cawley. My name is Jon Cawley, and I moved to Bourne at the age of five. For over twenty years, I’ve been fishing the freshwater bodies of Plymouth County, developing a deep connection and extensive knowledge of these waters. Kayak fishing is my true passion, and I’m eager to share this thrilling experience with you. Whether you’re a first-timer or a seasoned angler, our fishing trips Massachusetts have something to offer everyone. I actively participate in the MA freshwater catch and release award program, and many of my catches have qualified over the years. Let me guide you on Plymouth fishing charters to catch that memorable piggy!


At Kayak Casters, we offer intimate fishing trips Plymouth MA for 1-2 people, including children, ensuring a personalized and enjoyable experience for all. Our guided fishing trip caters to both beginners and seasoned anglers, helping you discover new fishing spots, learn how to land challenging catches, and ignite your passion for the great outdoors. We fish in some of the most scenic and fish-rich waters of Plymouth County, including Island Creek Pond, Monponsett Ponds, Robbins Pond, Indian Pond, Billington Sea, Little Pond, and Lout Pond.


All necessary equipment is provided for our fishing charters Plymouth MA, so there’s no need to worry about loading up gear or boats—just bring yourself! However, customers must bring a fishing license. You’ll be fishing from one of our top-of-the-line Hobie kayaks, which are easy to control, very stable, and most importantly, pedal-driven so your hands are free to focus on fishing.


As a veteran-owned and operated business, we proudly honor those who have served our country. Once a month, we offer a free day of fishing and exploring for veterans as a token of our appreciation. It’s our way of giving back and saying thanks.


Our goal at Kayak Casters is to provide you with the best fishing charters Plymouth MA. We’re dedicated to showing you the thrill of kayak fishing, helping you build a foundation for the sport, and creating lasting memories of your adventures in nature. Join us for fishing trips Plymouth MA and discover why kayak fishing is a passion worth sharing.

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Upcoming Availability

May 2025
June 2025

Expertise & Attributes

fishing

water sports

KayakingKayakingPfdPFD (Protective Floatation Devices)
fishing

fishing

Freshwater FishingFreshwater FishingGood with FamiliesGood with FamiliesGood with KidsGood with KidsGood with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersNature / Wildlife ViewsNature / Wildlife Views
fishing

wildlife

FishFish

What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

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Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

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What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Show More

Trips Available with Kayak Casters

Charter Fishing Massachusetts | 4 Hour Charter Trip

Fishing

Starting At $150

Charter Fishing Massachusetts | 4 Hour Charter Trip

Fishing: Lake

Fishing Boat:

Hobie kayaks • 20' Hobie kayaks • Max 2 guests (base trip price includes 2 guests)

Description: Transform your weekend into an unforgettable adventure with our 4-hour kayak fishing trip in Massachusetts. Glide through the serene waters of Plymouth County, casting your line in some of the best fishing spots guided by our seasoned experts. Whether you're an experienced angler or a novice, this weekend escape promises both excitement and tranquility as you reel in impressive catches. We provide all the necessary equipment, so you only need to bring your enthusiasm and fishing license. Make the most of your weekend—reserve your spot today and experience the ultimate kayak fishing thrill!

Fishing Charters Massachusetts | 4 Hour Charter Trip

Fishing

Starting At $150

Fishing Charters Massachusetts | 4 Hour Charter Trip

Fishing: Lake

Fishing Boat:

Hobie kayaks • 20' Hobie kayaks • Max 2 guests (base trip price includes 2 guests)

Description: Experience the thrill of a lifetime with our 4-hour kayak fishing adventure in Massachusetts. Paddle through the pristine waters of Plymouth County as you cast your line for the biggest catch of the day. Our expert guides will lead you to the best fishing spots, ensuring a memorable and successful outing. Whether you're a seasoned angler or a beginner, this trip offers the perfect blend of excitement and relaxation. All equipment is provided, so just bring your enthusiasm and fishing license. Book your kayak fishing adventure today and reel in the fun!

Vehicle

Hobie kayaks

Boat Type:

Boat Guest Capacity:

2

Boat Length:

20 ft

Manufacturer Name:

Hobie kayaks

Model Year:

2024

Engine Manufacturer Name:

N/A

# of Engines:

1

Horsepower Per Engine:

1

Maximum Cruising Speed:

1

Kayak Casters Hobie kayaks Boat

You'll be living it up in one of our Hobie kayaks. They are easy to control, very stable and most importantly are pedal-driven so your hands are free to stay fishing!

Boat

Kayak Casters Hobie kayaks Boat image 0

Hobie kayaks

Boat Type:

Boat Guest Capacity:

2

Boat Length:

20 ft

Vehicle Details

FAQs about Kayak Casters

Ratings & Reviews Summary

5.00
out of 5
Based on 1 ratings
100%
recommended
recommended
Based on 1 recommendations
5
1
4
3
2
1

May 14, 2025

Jon @ kayak Casters is not only knowledgeable and skilled but a great person over all. I’m excited to fish with them again. Be prepared for not just a great fishing experience but lots of laughs. Thank you Jon for the great memories! 😎 🎣

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