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Guides > Captain Derick Thrappas

Fin N' Feather Chesapeake Bay

Baltimore MD

Fin N' Feather Chesapeake Bay
Fin N' Feather Chesapeake Bay
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Guidesly Guarantee

Excellent

(10 reviews)

5

Your Captain

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Derick Thrappas

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Territory

Fin N' Feather Chesapeake Bay Fishing Territory
Guides > Captain Derick Thrappas

Fin N' Feather Chesapeake Bay

locationBaltimore MD

Guidesly Guarantee
5 10 reviews

Your Captain

guide pic

Derick Thrappas

Identity Verified

Derick Thrappas, Captain at Fin N' Feather Chesapeake Bay

Fin N' Feather Chesapeake Bay, led by Captain Derick Thrappas, offers top-tier sportfishing adventures on the beautiful waters of the Chesapeake Bay. With over two decades of experience, Captain Derick is a seasoned guide with extensive knowledge of local waters and fish patterns, ensuring every trip is both enjoyable and successful. Whether you're an experienced angler or a beginner, Fin N' Feather provides personalized fishing experiences, guaranteeing a memorable day on the water for all.


One of the flagship vessels in the Fin N' Feather fleet is a 32 ft Albemarle Convertible Sportfishing boat, built in 1990 and expertly restored in 2021. This spacious boat comfortably accommodates up to 6 guests, making it perfect for group outings. Powered by two 300HP Cummins engines, the boat cruises smoothly at a max speed of 20 knots, providing stability and comfort during your fishing excursion. The Albemarle is ideal for targeting various species such as Striped Bass, Bluefish, and Spanish Mackerel.


For those seeking a different experience, Captain Derick also offers trips aboard a 34 ft Webber's Cove Center Console Bay Boat. Built in 1996 and recently restored in 2024, this sleek and modern vessel is powered by a 370HP Volvo engine and reaches a max cruising speed of 19 knots. This boat is designed for inshore and bay fishing, offering anglers the chance to catch prized species like White Perch, and Bluefish in the tranquil Chesapeake Bay waters.


Captain Derick Thrappas takes pride in offering customizable trips, tailoring each outing to match the skill levels and preferences of his guests. Whether you're hoping to reel in trophy Striped Bass or fill the cooler with delicious White Perch, he ensures every trip meets your expectations. With his expert guidance and top-notch equipment, your day on the water will be both productive and enjoyable.


Safety and comfort are top priorities for Fin N' Feather Chesapeake Bay. Both boats are equipped with state-of-the-art navigation and safety equipment, providing peace of mind while you focus on landing the big catch. The vessels also feature comfortable seating and shaded areas, allowing you to relax between fishing sessions.


Fin N' Feather Chesapeake Bay with Captain Derick is the ultimate choice for anglers looking to experience the best fishing opportunities in the Chesapeake Bay. Book your trip today and get ready for an unforgettable fishing adventure in one of the most renowned fishing destinations on the East Coast.

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Upcoming Availability

July 2025
August 2025

Expertise & Attributes

fishing

fishing

Drift FishingDrift FishingGood with FamiliesGood with FamiliesGood with KidsGood with KidsGood with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersLive BaitLive BaitNature / Wildlife ViewsNature / Wildlife Views

Fishing Techniques

Trolling FishingHeavy TackleLight TackleDeep Sea / Bottom FishingDrift Boat Fishing

What's Included

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Keep your Catch

Keep your Catch

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

Good to Knows

Good to Knows

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

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License

License

Read about the licensing details that is / is not covered in the below trips.

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

Keep your Catch

Keep your Catch

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

Good to Knows

Good to Knows

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

Show More

License

License

Read about the licensing details that is / is not covered in the below trips.

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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Trips Available with Fin N' Feather Chesapeake Bay

Fishing Charter Baltimore | Private - 6 to 7 Hour Trip
Fishing Charter Baltimore | Private - 6 to 7 Hour TripTop-Rated
Fishing Charter Baltimore | Private - 6 to 7 Hour TripInstant Booking
Fishing Charter Baltimore | Private - 6 to 7 Hour TripFishing - Inshore
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip

32 ft Albemarle32'Albemarle Max 6 guests (base trip price includes 6 guests)

Fishing Charter Baltimore | Private - 6 to 7 Hour Trip

Experience the best fishing Chesapeake Bay has to offer with our private trips. Choose from a 6-hour adventure starting at either 6:30 AM or 1:00 PM, or opt for a 7-hour trip beginning at 1:00 PM. Enjoy fishing in prime waters, targeting local species like Striped Bass and Bluefish, guided by expert Captain Derick Thrappas.

Afternoon Trip

Fishing Charter Baltimore | Private - 6 to 7 Hour TripMaximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip6 Hours
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip1:00 PM
$625

Morning Trip

Fishing Charter Baltimore | Private - 6 to 7 Hour TripMaximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip6 Hours
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip6:30 AM
$625

Afternoon Trip

Fishing Charter Baltimore | Private - 6 to 7 Hour TripMaximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip7 Hours
Fishing Charter Baltimore | Private - 6 to 7 Hour Trip1:00 PM
$625

Pick Your Date

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Fishing Charters Baltimore | Private - 5 Hour Trip
Fishing Charters Baltimore | Private - 5 Hour TripTop-Rated
Fishing Charters Baltimore | Private - 5 Hour TripInstant Booking
Fishing Charters Baltimore | Private - 5 Hour TripFishing - Inshore
Fishing Charters Baltimore | Private - 5 Hour Trip

34 ft Webber's Cove34'Webber's Cove Max 6 guests (base trip price includes 6 guests)

Fishing Charters Baltimore | Private - 5 Hour Trip

Make the most of your afternoon with our 5-hour private trip starting at 4:00 PM. This seasonal adventure, available on Wednesdays only, offers a tailored fishing experience in Chesapeake Bay’s pristine waters, perfect for anglers looking to reel in prized catches during peak fishing seasons.

Evening Trip

Fishing Charters Baltimore | Private - 5 Hour TripMaximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Baltimore | Private - 5 Hour Trip5 Hours
Fishing Charters Baltimore | Private - 5 Hour Trip4:00 PM
$525

Pick Your Date

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Fishing Trips Baltimore | Private - 7 Hour Trip
Fishing Trips Baltimore | Private - 7 Hour TripTop-Rated
Fishing Trips Baltimore | Private - 7 Hour TripInstant Booking
Fishing Trips Baltimore | Private - 7 Hour TripFishing - Inshore
Fishing Trips Baltimore | Private - 7 Hour Trip

34 ft Webber's Cove34'Webber's Cove Max 6 guests (base trip price includes 6 guests)

Fishing Trips Baltimore | Private - 7 Hour Trip

Enjoy a 7-hour private trip beginning at 5:45 AM for a full day of fishing on Chesapeake Bay’s best waters. This seasonal adventure runs from May 15 to November 1 and targets sought-after species like Striped Bass and Catfish. Experience the thrill of Chesapeake Bay fishing with expert guidance and top-notch equipment.

Trip

Fishing Trips Baltimore | Private - 7 Hour TripMaximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Trips Baltimore | Private - 7 Hour Trip7 Hours
Fishing Trips Baltimore | Private - 7 Hour Trip5:45 AM
$625

Pick Your Date

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Fishing Charter Baltimore MD | Private - 3 Hour Trip
Fishing Charter Baltimore MD | Private - 3 Hour Trip Top-Rated
Fishing Charter Baltimore MD | Private - 3 Hour Trip Instant Booking
Fishing Charter Baltimore MD | Private - 3 Hour Trip Fishing - Inshore
Fishing Charter Baltimore MD | Private - 3 Hour Trip

32 ft Albemarle32'Albemarle Max 6 guests (base trip price includes 6 guests)

Fishing Charter Baltimore MD | Private - 3 Hour Trip

Join us for an exciting 3-hour private trip starting at 3:30 PM, perfect for anglers seeking an afternoon adventure. Available seasonally from September 1 to October 31, every Wednesday, this trip offers the ideal opportunity to catch top Chesapeake Bay species like Rockfish, Catfish and White Perch.

Evening Trip

Fishing Charter Baltimore MD | Private - 3 Hour Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Baltimore MD | Private - 3 Hour Trip 3 Hours
Fishing Charter Baltimore MD | Private - 3 Hour Trip 3:30 PM
$350

Pick Your Date

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Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier Sound
Best Price Guarantee
Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier SoundTop-Rated
Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier SoundInstant Booking
Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier SoundHunting - Bird hunting

Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier Sound

Experience thrilling guided duck hunts in Tangier Sound out of Rumbly, Maryland! For just $240 per person (groups of three), enjoy a day on the water from one hour before sunrise until 1:00 PM. Our expert guide will lead you to prime hunting spots, ensuring an unforgettable layout hunt. Bring your own shotgun, valid hunting license, and #2 shot ammunition. Whether you’re a seasoned pro or new to hunting, we’ll provide the support you need for a successful outing. Don’t miss this chance to connect with nature and pursue a duck hunting adventure on the Tangier Sound. Book your hunt today!

Full Day Trip

Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier SoundMaximum 3 persons allowed
(base trip price includes 3 guests)
Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier Sound8 Hours
Maryland Duck Hunting Guides | Guided Duck Hunts In The Tangier Sound5:00 AM
$240

Pick Your Date

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Vehicles

32 ft Albemarle

Boat Type:

Boat Guest Capacity:

6

Boat Length:

32 ft

Manufacturer Name:

Albemarle

Model Year:

2021

Engine Manufacturer Name:

Cummins

# of Engines:

2

Horsepower Per Engine:

300

Maximum Cruising Speed:

20

Features: Flybridge Kitchen Toilet Fish Finder GPS Radar

Fin N' Feather Chesapeake Bay Albemarle Boat

32 ft Albemarle Convertible Sportfishing boat, built in 1990 and restored in 2021, offers top-tier fishing experiences for up to 6 guests. Powered by two 300HP Cummins engines, it cruises at a maximum speed of 20 knots, ensuring a smooth ride while targeting prized fish species in comfort and style.

34 ft Webber's Cove

Boat Type:

Boat Guest Capacity:

6

Boat Length:

34 ft

Manufacturer Name:

Webber's Cove

Model Year:

2024

Engine Manufacturer Name:

Volvo

# of Engines:

1

Horsepower Per Engine:

370

Maximum Cruising Speed:

19

Features: Bait Tank Bed Toilet Ice-Box Fish Finder GPS Radar

Fin N' Feather Chesapeake Bay Webber's Cove Boat

The 34 ft Webber's Cove Bay boat, built in 1996 and restored in 2024, is perfect for inshore adventures on Chesapeake Bay. This center console boat accommodates 6 guests and is powered by a 370HP Volvo engine, cruising at a max speed of 19 knots, offering a stable and enjoyable fishing experience.

Boats

Fin N' Feather Chesapeake Bay Albemarle Boat image 0

32 ft Albemarle

Boat Type:

Boat Guest Capacity:

6

Boat Length:

32 ft

Vehicle Details

Fin N' Feather Chesapeake Bay Webber's Cove Boat image 0

34 ft Webber's Cove

Boat Type:

Boat Guest Capacity:

6

Boat Length:

34 ft

Vehicle Details

FAQs about Fin N' Feather Chesapeake Bay

Ratings & Reviews Summary

5.00
out of 5
Based on 10 ratings
100%
recommended
recommended
Based on 10 recommendations
5
10
4
3
2
1
Our Captain is loved for...
Best Boat
Great For Novices
Great For Top Anglers
Great Guide
Good with Kids
Best Spots

July 26, 2025

My son and I spent 2 days with Capt Derick and his mates fishing on the Bay. We caught our limits both days and had a great experience. The boat and equipment were great and Derick certainly knows where to find fish. We had a great time!

July 26, 2025

All three of us enjoyed our trip. It was relaxing and reenergized all of us. After the trip, we ate at the restaurant the captain recommended and the food was really good. We definitely recommend this crew.....

July 26, 2025

Derick was great at keeping us busy between crabbing and fishing. We learned a lot about the area, caught our limit and had so much fun!!!

July 26, 2025

This was my 8 yr old daughter’s first time doing some they like this. Captain and first mate were very attentive and made sure the day was about us. Highly recommend booking with them.

July 26, 2025

My family and I had a great day fishing for rockfish! We caught our limit. Capt. Derick and his first mate were awesome and super friendly- they handled everything. Boat was clean and perfect for what we needed. Cabin was comfortable to sit while we headed out and when we ate our lunch. We will plan another trip for sure! Thank you again for a great day on the bay!

July 26, 2025

Morning (5:30-12:30) Rockfish Charter booked with Captain Derick and First Mate Gordy: Could not be more pleased. Clear communication was established from booking through Catch, Clean and Enjoy. Derick and Gordy know exactly how to get “Fish On!” - Catching our daily limit before 11AM. Fin & Feather’s boat is in top shape, as was the communication between Derick, Gordy and our Fishing Party of 6. Gordy cleaned our catch and Fin & Feather’s partnership with Dock of the Bay Restaurant ensured Catch of the Day Freshness - Ours! If you’re looking for a good charter, look no further: Fin & Feather Chesapeake Adventures is the one!

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