Next AvailableMay 31

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Thomason Tradition Sport Fishing

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Cape Charles VA

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Drey Thomason, Captain at Thomason Tradition Sport Fishing

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Captain Drey Thomason is an experienced sailor who leads fishing adventures from Cape Charles, Virginia. He's licensed by the United States Coast Guard (USCG) to command boats. Captain Drey takes people on exciting trips on the Chesapeake Bay. 


Embarking on aquatic adventures is effortless aboard Captain Drey's vessel, the luxurious 2022 Pair Marine 24Mv. Fueled by a potent Suzuki 300 engine, this state-of-the-art craft seamlessly accommodates four guests, promising both comfort and speed. With a remarkable velocity of 55 knots, it swiftly navigates the waterways, ensuring expedient arrival at the choicest fishing locales. Whether chasing the sunrise or racing towards sunset, every moment aboard this sleek vessel is imbued with excitement and anticipation, as anglers eagerly anticipate the thrill of casting lines in pursuit of their piscatorial dreams.


As the sun rises, Captain Drey and his crew take you on their fishing expedition. In the vast expanse of the Chesapeake Bay, a diverse array of fish awaits, including Striped Bass, Bluefish, Cobia, and Redfish. With each passing moment, excitement mounts among the crew as they anticipate the day's catch. Colorful Spanish Mackerel shimmer near the surface, while Speckled Trout lurk in the shadowy depths of oyster beds. Above, birds swoop and dive, adding to the lively atmosphere as they search for their morning meal.


Captain Drey's vessel is fully equipped for fishing comfort and functionality. It features a convenient toilet and GPS for safety and navigation. Anglers benefit from a fishfinder and live bait well, enhancing the chances of a successful catch. A multimedia system provides onboard entertainment, while a wireless trolling motor ensures silent maneuvering through the water, minimizing disruption to the serene aquatic environment.


Captain Drey also makes sure everyone follows the rules of fishing. Every trip includes a fishing license, so everyone can fish responsibly and help keep the bay healthy for future generations. So, if you're ready for an amazing fishing adventure, book your trip with Captain Drey now!


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Upcoming Availability

May 2025
June 2025

Expertise & Attributes

fishing

fishing

Freshwater FishingFreshwater FishingGood with FamiliesGood with FamiliesGood with KidsGood with KidsGood with New AnglersGood with New AnglersLive BaitLive BaitNature / Wildlife ViewsNature / Wildlife ViewsSaltwater FishingSaltwater Fishing

Fishing Techniques

JiggingLight Tackle

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.

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Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

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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

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Show More

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 Thomason Tradition Sport Fishing

Cape Charles Fishing Charters | 8-Hour Full Day May Red Drum Private Seasonal Fishing Trip

Fishing

Starting At $1,000

Cape Charles Fishing Charters | 8-Hour Full Day May Red Drum Private Seasonal Fishing Trip

Fishing Area: Cape Charles, VA

Fishing: Inshore

Fishing Boat:

Thomason Tradition Pair Custom • 25' Pair Customs • Max 4 guests (base trip price includes 4 guests)

Description: May offers world-class Red Drum fishing in the Chesapeake Bay. Join Captain Drey in this 8-hour Full Day Red Drum Fishing trip that kicks off at 7:00 AM, throughout May. Targets large school of Big Drums, using artificial lures and light tackle. With a maximum of 4 guests, casting and jigging to 40 inches of Red Drums. We'll take care of the fishing license for you. Reserve Your Spot Now!

Cape Charles Fishing Charters | 8-Hour Full Day April Red Drum Private Seasonal Fishing Trip

Fishing

Starting At $1,000

Cape Charles Fishing Charters | 8-Hour Full Day April Red Drum Private Seasonal Fishing Trip

Fishing Area: Cape Charles, VA

Fishing: Flats

Fishing Boat:

Thomason Tradition Pair Custom • 25' Pair Customs • Max 4 guests (base trip price includes 4 guests)

Description: This 8-hour full-day trip starts at 9:00 AM at the beginning of the month of Apri, as the migration of the Red Drum to the Chesapeake Bay. Large schools of trophy Drums cruise the Flat going to the bay. This enables us to observe and target 40+ inch Drum fish in water depths of 3 feet or less. All fish caught are released back into the water. Available for 4 guests. Book This Trip Now!

Cape Charles Fishing Charters | 8-Hour Full Day Summer Red/Black  Drum and Cobia Private  Seasonal Fishing Trip

Fishing

Starting At $1,200

Cape Charles Fishing Charters | 8-Hour Full Day Summer Red/Black Drum and Cobia Private Seasonal Fishing Trip

Fishing Area: Cape Charles, VA

Fishing: Inshore

Fishing Boat:

Thomason Tradition Pair Custom • 25' Pair Customs • Max 4 guests (base trip price includes 4 guests)

Description: Go on a full-day 8-hour trip in Chesapeake Bay, kicking off at 7:00 AM, all summer. Captain Drey will take you to the best fishing spots to reel in the amazing Red and Black Drum and the elusive Cobia. Fishing License is on us. Enjoy this summer adventure for the full month of June. Book This Amazing Trip Now!

Vehicle

Thomason Tradition Pair Custom

Boat Type:

Boat Guest Capacity:

6

Boat Length:

25 ft

Manufacturer Name:

Pair Customs

Model Year:

2022

Engine Manufacturer Name:

Suzuki

# of Engines:

1

Horsepower Per Engine:

300

Maximum Cruising Speed:

55

Features: First Mate Bait Tank Toilet Wheelchair Accessible Ice-Box Trolling Motor Fish Finder GPS Radar

Thomason Tradition Sport Fishing Pair Customs Boat

Pair Customs presents a cutting-edge addition to the center console boat category with their 25 ft vessel, built in 2022. With a sleek design, it accommodates up to 4 persons comfortably. Powered by a Suzuki 300HP engine, it reaches a maximum cruising speed of 55 knots, promising thrilling adventure

Boat

Thomason Tradition Sport Fishing Pair Customs Boat image 0

Thomason Tradition Pair Custom

Boat Type:

Boat Guest Capacity:

6

Boat Length:

25 ft

Vehicle Details

FAQs about Thomason Tradition Sport Fishing

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...
Great Guide
Great For Top Anglers
Best Vehicle
Best Spots
Good with Kids

May 31, 2025

Knowledgeable captains that work hard to find their customers fish! Tackle is well maintained and the fishing platform is superb. As a mate for over 40 years, I recommend them highly!

May 31, 2025

Top notch charter captain! Had a blast fishing with Thomason Tradition Sport Fishing and will definitely be back again. Captain Drey not only has the drive, but also the knowledge to put you on some great fish. Don’t hesitate to book with him!

May 31, 2025

Had a blast with Capt Drey. highly recommend.. I have been on a few charters and this is by far the best value and probably the most fun I have had out, at least in a very long time. thanks for putting us on the fish!

May 31, 2025

Captain Drey is the best!! He always finds the fish.

May 31, 2025

Captain Drey is an excellent fishing guide. He asked before our trip what kind of fishing we were interested in and designed the fishing around our preferences. Since we were not familiar with catching the huge redfish we were targeting, he made sure we understood how to attract them and what to expect when we hooked one. When we did get one on the line, he helped get the fish to the boat by offering clear advice throughout the 15-minute flight. He was very careful with his handling of the fish and made sure that all of those we were releasing were fully revived. Most importantly, Captain Drey made clear that the trip was about having fun and he made sure of that by putting us on huge numbers of fish, including some giants (50-inch redfish, 40-inch cobia, too many rockfish and blues to count). I’d recommend him without any reservation and plan to hit the water again with him soon.

May 31, 2025

Thank you Drey for an awesome fishing experience. You showed patience with me (a beginner) & with 3 teenage boys. You were helpful & knowledgeable. You’ve left us with a great memory. My son is already asking to go again.

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