Next AvailableMay 24

Book with Todd Bellamy

Fishpit Charters

5 4 reviews

Identity Verified

Salisbury MD

Todd Bellamy, Captain at Fishpit Charters

Identity Verified

At Fishpit Charters, we are dedicated to providing an unforgettable fishing experience that will leave you feeling refreshed and rejuvenated. Our commitment to customer satisfaction is reflected in everything we do, from our well-maintained boats to our expert fishing techniques.

Our Captain, Todd Bellamy, has been fishing since he was a child and has spent his entire life exploring the local waters. With his deep knowledge of the area and its history, Captain Bellamy is not only able to make your trip enjoyable, but also educational. He has worked with DNR fishing camps at Lenord's Mill Pond in Delmar, MD, and has also run a 21' cuddy cabin up and down the Chesapeake Bay from Hoopers Island to Cape Charles.

We offer two types of fishing trips that are available year-round and can be customized according to your preferences: inshore fishing and offshore fishing. The Chesapeake Bay is home to a variety of fish species, including the prized striped bass, which can reach sizes up to five feet long! Our primary focus is on targeting striped bass, but we also target other species such as red drum, white perch, croaker, spot, blue catfish, speckled trout, and black drum.

To catch these fish, we employ a range of fishing techniques, including trolling, fishing with jigs, fly fishing, heavy tackle, and light tackle. Our experienced crew will work with you to choose the best technique based on your skill level and preferences.

Our 23' MayCraft Pilot House, powered by an Evinrude 200 HP outboard motor, is the ideal vessel for chasing after these fish. Our boat can carry up to 6 guests. Equipped with the latest fishing gear and technology, our boat will take you to the best fishing spots in the area, where you'll have the best possible chance of catching a big one.

At Fishpit Charters, we believe that there's no better way to spend your time than out on the water. We can accommodate groups of any size and ensure that everyone has an enjoyable and productive day of fishing. Join us for an unforgettable experience that will leave you with memories that last a lifetime!

Book your fishing charter with Fishpit Charters now and experience a unique, stress-relieving outdoor adventure that will leave you feeling energized. Our commitment to delivering an enjoyable and memorable experience ensures that you'll have plenty of positive memories long after your charter has concluded. Don't wait - take this opportunity to escape the everyday and make moments worth remembering!

Upcoming Availability

May 2025

June 2025

Expertise & Attributes

fishing

Freshwater Fishing

Good with Families

Good with Kids

Good with Large Groups

Master Guide

Saltwater Fishing

Fishing Techniques

JiggingTrolling FishingFly FishingHeavy TackleLight Tackle

What's Included

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

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

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

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

What's Included

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

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

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

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

Trips Available with Fishpit Charters

Weekday Speical! Get out for a great evening bite

Fishing

Starting At $399

Weekday Speical! Get out for a great evening bite

Fishing Area: Chesapeake Bay

Fishing: Inshore

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 6 guests (base trip price includes 6 guests)

Description: As the day starts to close the fish get hungry! Join us for some light tackle casting topwater and swim baits for trout, redfish, striper and more on our Maycraft Pilot House or Mako Skiff. This is a great opportunity to catch not only some awesome fish; but an amazing sunset as well. Maybe with a cold beverage in hand too?! Book today or call for more information.

Fishing

Starting At $349

Chesapeake Bay Boat Tour | 2 Hour Tour

Fishing Area: Chesapeake Bay

Fishing: Inshore

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 4 guests (base trip price includes 4 guests)

Description: Join Captain Todd Bellamy on a 2-hour tour of Chesapeake Bay, where you'll explore the diverse ecosystems of the bay, from lush forests to vibrant wetlands. During this trip, you will have the opportunity to observe a wide array of local wildlife and plant species, guided by Captain Todd’s deep knowledge of the area. As you cruise through the bay, keep an eye out for various fish species thriving in these clear waters. The tour is perfect for up to 4 guests, ensuring a personal and educational experience. Whether you're a nature enthusiast or simply looking to unwind, this tour offers an opportunity to connect with the beauty of the bay. *Deposits are non-refundable.

Fishing

Starting At $499

Chesapeake Fishing Charters | 4 Hour Charter Trip

Fishing Area: Chesapeake Bay

Fishing: Inshore

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 4 guests (base trip price includes 4 guests)

Description: This half-day fishing adventure offers the chance to reel in Chesapeake Bay’s prized striped bass, with expert guidance from our experienced team. In addition to striped bass, you'll have the opportunity to target a variety of species, including red drum, white perch, croaker, blue catfish, speckled trout, and black drum. Each species has its own peak season and ideal conditions, so our guides will customize the trip based on your preferences. The trip accommodates up to 4 anglers, ensuring a personalized experience for everyone. Whether you're a seasoned angler or a beginner, this trip is designed to help you achieve your fishing goals. *Deposits are non-refundable.

Ocean City or Chesapeake Bay Sandbar Yoga

Cruises

Starting At $499

Ocean City or Chesapeake Bay Sandbar Yoga

Cruises Area: Chesapeake Bay

Cruises: Cruise

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 6 guests (base trip price includes 6 guests)

Description: This unique trip offers the perfect combination of tranquility and adventure. Choose between our 23’ Maycraft pilot house boat or 18’ skiff as you head to a serene sandbar or beach on Maryland’s Eastern Shore. Enjoy a rejuvenating 60-minute yoga flow, surrounded by the natural beauty of the ocean or bay, with soft Sand Cloud yoga towels beneath you. Afterward, savor a delightful charcuterie snack box picnic on the beach, making for a truly relaxing experience. The trip accommodates up to 3 guests, offering a personalized and peaceful retreat. Capture beautiful memories with a picturesque setting that will leave you refreshed and rejuvenated. *Deposits are non-refundable.

Fishing

Starting At $599

Charter Fishing Chesapeake Bay | 6 Hour Charter Trip

Fishing Area: Chesapeake Bay

Fishing: Inshore

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 4 guests (base trip price includes 4 guests)

Description: This half-day inshore fishing trip in Chesapeake Bay is focused on targeting the prized striped bass, along with a variety of other species such as red drum, white perch, croaker, blue catfish, speckled trout, and black drum. Each species has its peak season, and our experienced guides will ensure you’re fishing at the optimal time for success. The trip accommodates up to 4 anglers, making it ideal for small groups or individuals. Whether you're new to fishing or have years of experience, the guides will tailor the trip to suit your needs. Enjoy an unforgettable day of fishing while surrounded by the beauty of Chesapeake Bay. *Deposits are non-refundable.

Fishing

Starting At $399

Crabbing and Fishing Adventure

Fishing Area: Chesapeake Bay

Fishing: Inshore

Fishing Boat:

MayCraft 2300 Pilot House • 23' Maycraft • Max 6 guests (base trip price includes 6 guests)

Description: Join us on a two part adventure! We will start off with setting crab pots and traps in search of Cheseapeake Bay number 1 jumbo crabs! Learn about the bay ecosystem, setting bait, tossing traps and catching crabs! In between checking traps we will be casting lures for rockfish (striper), speckled trout, white perch and redfish. None stop action for up to four hours with all licenses, bait, and training included! Just bring a good attitude and the proper attire! Trip includes 4 individuals, up to two additional persons can be added for a fee.

Vehicles

MayCraft 2300 Pilot House

Boat Type:

Boat Guest Capacity:

Boat Length:

23 ft

Manufacturer Name:

Maycraft

Model Year:

1999

Engine Manufacturer Name:

Evinrdue

# of Engines:

Horsepower Per Engine:

200

Maximum Cruising Speed:

Features: Bed Toilet Fish Finder GPS VHF Radio

1999 MayCraft 2300 Pilot House with NEMA2000 electronics, an integrated sound system, SIMRAD navigation, and a fish finder. A 200 HP Evinrude H.O motor that is meticulously maintained and repaired powers the boat. It typically goes at a pace of 28 mph, but is capable of 35 mph in an emergency.

FishPit

Boat Type:

Boat Guest Capacity:

Boat Length:

18 ft

Manufacturer Name:

Skeecraft

Model Year:

1990

Engine Manufacturer Name:

Yamaha

# of Engines:

Horsepower Per Engine:

Maximum Cruising Speed:

Features: Fish Finder GPS VHF Radio

The 18' Skeecraft, powered by a 70HP Yamaha engine, is perfect for exploring backwaters and creeks. With a capacity of 3 guests, it's an intimate way to explore the waters while on a fly fishing trip. Its compact size and maneuverability make it an excellent choice for a day out on the water.

Boats

MayCraft 2300 Pilot House

Boat Type:

Boat Guest Capacity:

Boat Length:

23 ft

Vehicle Details

FishPit

Boat Type:

Boat Guest Capacity:

Boat Length:

18 ft

Vehicle Details

FAQs about Fishpit Charters

What are the trip rates for Fishpit Charters?

What's included in the trip price with Fishpit Charters?

What types of Fishing does Fishpit Charters offer?

What Fishing techniques does Fishpit Charters offer?

Which Fishing species can I catch with Fishpit Charters?

What is the cancellation policy for Fishpit Charters?

Reports and Expert Articles

Early summer striper

June 11, 2024

We set out early to catch the Dawn bite and had some excellent success at first light in some shallow fast water. Were eating on small bunker so we had to adjust our bait size accordingly. Both topwater and swim baits were working well.

January Fishing Report In Chesapeake Bay

January 11, 2024

We had a delightful time fishing in Chesapeake Bay, where we successfully caught a Striper among other common local fish. Everyone in our group was thoroughly pleased with the experience.

Heavy fall stripers!

November 19, 2023

we had an awesome trip with Jordan and his crew! From the second spot on, we were in the fish jigging up stripers from 20 to 26 inches. The fish held for a while, and then moved on.We migrated to another spot and quickly hooked up with our biggest fish of the day at 27 inches and heavy. Ben did a great job working in the big fish and we picked up one more nice 22 to finish out for a boat limit in the first hour of fishing.We then moved around hunting for white perch but couldn't get them to cooperate, but with the winds building and temps dropping we headed for the dock with a stack of fish!

Spring flounder are moving in!

March 26, 2023

Warm overnight temps and the right tide lead three of us to catch some of the first flounder to be seen this season! the largest being 20"

Ratings & Reviews Summary

out of 5

Based on 4 ratings

recommended

Based on 4 recommendations

May 24, 2025

Fishing in Chesapeake Bay with Fishpit Charters offers an exceptional experience, blending expert guidance with the stunning natural beauty of the region. The crew's deep knowledge of local waters ensures a bountiful catch, whether you're a seasoned angler or a beginner. Their friendly, accommodating service and well-maintained boat make for a memorable and enjoyable fishing adventure.

May 24, 2025

Zach was talking about it (our trip) non stop. We had a great time. Thank you and and thank you for supporting TSS.

May 24, 2025

I can't wait to catch more fish! Todd can sniff out fish... impressive!

May 24, 2025

Fishpit Charters elevates Chesapeake Bay fishing to a fantastic experience, offering expert guidance and a remarkable catch. Their friendly service and intimate knowledge of the bay make every trip both enjoyable and fruitful.