Top Dog Charters - Cape Charles, VA 

4.9
(36 reviews)
 500 Marina Village Circle, Cape Charles, VA 23310, United States–

Top Dog Charters - Cape Charles, VA 

Cape Charles, VA, United States
–
48 ft
6
4.9
(36 reviews)

Join Top Dog Charters and discover just how amazing Virginia fishing can be! The Chesapeake Bay is one the most productive fishing grounds in the country and Captain Neil Lessard knows exactly what to do to get you on the hottest bite.

Join him on his custom 50' Sportfish that will get up to 6 passionate anglers on the fish efficiently and safely. She's outfitted with twin 660 HP Cummins engines, which make her strong and reliable in different weather conditions.

The vessel also sports a private toilet and a fully air-conditioned salon that is roomy, comfortable, and perfectly suited for that time of the day when you need a break from battling awesome fish you hook.

Speaking of awesome fish, what is on your to-catch list for the day? Inshore waters of this area are abundant in Cobia, Redfish, Black Drum, Flounder, Spadefish, as well as trophy-sized Striped Bass, Spanish Mackerel, and the list just goes on.

When it comes to standard rods, reels, and tackle, he'll provide them, as well as catch cleaning and filleting at the end of the trip, which is absolutely complimentary. You will also have a first mate on board, ready to help at all times, and for all his hard work, 20% tips are welcome and appreciated.

Whether you come with your family or a bunch of best angling buddies, fun times and impressive catch is guaranteed. Your kids are welcome to join too, this is a great opportunity to pass on the rod.

Join Top Dog Charters for a fishing expedition that will leave you smiling and proud with memories to cherish in many years to come! Please remember beer is fine no illegal drugs are permitted including Mariquana/Pot we are Federally Regulated by the US Coast Guard!

Join Top Dog Charters and discover just how amazing Virginia fishing can be! The Chesapeake Bay is one the most productive fishing grounds in the country and Captain Neil Lessard knows exactly what to do to get you on the hottest bite.

Join him on his custom 50' Sportfish that will get up to 6 passionate anglers on the fish efficiently and safely. She's outfitted with twin 660 HP Cummins engines, which make her strong and reliable in different weather conditions.

The vessel also sports a private toilet and a fully air-conditioned salon that is roomy, comfortable, and perfectly suited for that time of the day when you need a break from battling awesome fish you hook.

Speaking of awesome fish, what is on your to-catch list for the day? Inshore waters of this area are abundant in Cobia, Redfish, Black Drum, Flounder, Spadefish, as well as trophy-sized Striped Bass, Spanish Mackerel, and the list just goes on.

When it comes to standard rods, reels, and tackle, he'll provide them, as well as catch cleaning and filleting at the end of the trip, which is absolutely complimentary. You will also have a first mate on board, ready to help at all times, and for all his hard work, 20% tips are welcome and appreciated.

Whether you come with your family or a bunch of best angling buddies, fun times and impressive catch is guaranteed. Your kids are welcome to join too, this is a great opportunity to pass on the rod.

Join Top Dog Charters for a fishing expedition that will leave you smiling and proud with memories to cherish in many years to come! Please remember beer is fine no illegal drugs are permitted including Mariquana/Pot we are Federally Regulated by the US Coast Guard!

Neil Lessard
Captain
Neil Lessard

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
October 2026
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Group Size
2 adults • 0 children
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4 Hour Trip (May – Aug)
FREE Cancellation 30 days notice
4 hour trip starts at 8:00 AM
Seasonal trip
May 1 - Aug 31
Cobia
Black Drum
Redfish
Flounder
US $1,100
Entire boat: up to 6 people
Trophy Stripers
FREE Cancellation 30 days notice
7 hour trip starts at 7:00 AM
Seasonal trip
Nov 24 - Jan 14
Bass (Striped)
US $1,300
Entire boat: up to 6 people
6 Hour Trip (May – Aug)
FREE Cancellation 30 days notice
6 hour trip starts at 8:00 AM
Seasonal trip
May 1 - Aug 31
US $1,400
Entire boat: up to 6 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
36 reviews
5.0
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (21)

What anglers say

100%
Recommended
90%
Caught fish

Reviews (36)

  • Willem Hannema
    Willem Hannema
    us
    Massachusetts, US
    Member since 2026
    5.0
    Verified

    Caught dinner!

    4 Hour Trip (May – Aug) on June 23, 2026 • 6 adults • 2 children

    2nd trip with Top Dog. Captain and crew were great! Nice chill trip. Tried a few options for catching different fish. Caught a nice Cobia for dinner. Would recommend for families. Nice air conditioned area for taking a break from the sun. Bring water/drinks, sunscreen and snacks. Captain fillets your fish at the end!

  • Chelle Subber
    Chelle Subber
    us
    Massachusetts, US
    Member since 2026
    4.3
    Verified

    Not much biting but still enjoyed our time

    4 Hour Trip (May – Aug) on June 20, 2026 • 2 adults

    Captain Neil and mate Caleb were very gracious and the boat is truly wonderful with a nice air conditioned cabin when you need to get out of the sun. That was helpful since we only caught one large cobia during our 4 hour trip. Not the captain’s fault but I should have asked if the kids could do some casting to keep them interested. We spent most of the trip trolling but nothing was biting that day. Still a beautiful day on the water.

  • Sean D
    Sean D
    us
    Pennsylvania, US
    Member since 2024
    5.0
    Verified

    Awesome experience!

    4 Hour Trip (May – Aug) on August 17, 2024 • 5 adults • 3 children

    we had a great time, 3 boys and 2 adults had plenty of room on the big boat. we caught many Spanish mackerel, blue fish and a giant cobia. great fun, great captain and crew. would 100% go again. the captain and crew worked hard on finding us cobia to catch.

  • Johnny Walker
    Johnny Walker
    Repeat angler
    us
    Virginia, US
    Member since 2022
    2 trips
    5.0
    Verified

    Top shelf with the Top Dog !

    4 Hour Trip (May – Aug) on August 23, 2024 • 5 adults • 2 children

    Awesome fishing trip with Captain Neil and Mate Owen! Good times and looking forward to the next opportunity!

  • Gia Owens
    Gia Owens
    us
    Virginia, US
    Member since 2023
    5.0
    Verified

    Fishing with Neil

    6 Hour Trip (May – Aug) on July 30, 2023 • 5 adults
  • Angela Dingus
    Angela Dingus
    us
    Virginia, US
    Member since 2021
    5.0
    Verified

    Halfday trip with captain Neal and Owen

    6 Hour Trip (May – Aug) on June 18, 2021 • 6 adults

    Very nice trip. Had a enjoyable time and experiences.

  • Jacob Demala
    Jacob Demala
    us
    Virginia, US
    Member since 2020
    5.0
    Verified

    6 hours

    6 Hour Trip (May – Aug) on August 22, 2020 • 6 adults

    The weather wasn’t the best and we only caught a few sharks, but there was nothing the captain could do about that. We had a great time. Boat was nice and the captain and mate were awesome and friendly!

  • Norman Queen
    Norman Queen
    us
    Maryland, US
    Member since 2020
    5.0
    Verified

    Half Day Cobia Trip in Top Dog Charters

    4 Hour Trip (May – Aug) on June 30, 2020 • 5 adults

    Captain Neil knows this fishery. He and his mate Alex worked hard to put is on the fish. What a great day! If I’m fishing Cape Charles area, I’m fishing with the Top Dog!

  • George Everett
    George Everett
    us
    Virginia, US
    Member since 2019
    5.0
    Verified

    Black drum trip with Capt Neil

    6 Hour Trip (May – Aug) on May 4, 2019 • 6 adults

    We had a good time hunting for the drum, I got a 10# one, any day fishing is better than working!

  • Jeremy Anderson
    Jeremy Anderson
    us
    Virginia, US
    Member since 2019
    5.0
    Verified

    Half day trip from oyster farm

    4 Hour Trip (May – Aug) on August 6, 2019 • 6 adults

    Great trip! Very patient with my younger son.

Rating

4.9
36 reviews
5.0
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (21)

What anglers say

100%
Recommended
90%
Caught fish

All reviews (36)

Frequently mentioned
Showing 1 – 5 of 36 reviews
Willem Hannema
Willem Hannema
us
Massachusetts, US
Member since 2026
5.0
Verified
Caught dinner!
4 Hour Trip (May – Aug) on June 23, 2026 • 4 adults • 2 children

2nd trip with Top Dog. Captain and crew were great! Nice chill trip. Tried a few options for catching different fish. Caught a nice Cobia for dinner. Would recommend for families. Nice air conditioned area for taking a break from the sun. Bring water/drinks, sunscreen and snacks. Captain fillets your fish at the end!

Chelle Subber
Chelle Subber
us
Massachusetts, US
Member since 2026
4.3
Verified
Not much biting but still enjoyed our time
4 Hour Trip (May – Aug) on June 20, 2026 • 2 adults

Captain Neil and mate Caleb were very gracious and the boat is truly wonderful with a nice air conditioned cabin when you need to get out of the sun. That was helpful since we only caught one large cobia during our 4 hour trip. Not the captain’s fault but I should have asked if the kids could do some casting to keep them interested. We spent most of the trip trolling but nothing was biting that day. Still a beautiful day on the water.

Reported catch:
Cobia
Brian Wilson
Brian Wilson
Repeat angler
us
Virginia, US
Member since 2022
3 trips
5.0
Verified
Fishing with Neil
4 Hour Trip (May – Aug) on August 14, 2026 • 6 adults

Keith Johnston
Keith Johnston
us
Virginia, US
Member since 2026
4.0
Verified
Cape Charles Charter
4 Hour Trip (May – Aug) on August 4, 2026 • 4 adults

Capt. Neil and his mate were quite personable, the boat is nice, no idea about their fishing skills/abilities and handling of the catch afterwards because we didn't catch any fish!! It was a half day trip, partially overcast and to his credit Capt Neil did move around to multiple spots trying to find fish.

William Duncan
William Duncan
us
Florida, US
Member since 2025
5.0
Verified
Fishing with Neil
4 Hour Trip (May – Aug) on June 5, 2026 • 4 adults

FAQs about Top Dog Charters - Cape Charles, VA

Top Dog Charters - Cape Charles, VA offers the following trips to customers:
  • US $1,100 per group - 4 Hour Trip (May – Aug) (4 hours)
  • US $1,300 per group - Trophy Stripers (7 hours)
  • US $1,400 per group - 6 Hour Trip (May – Aug) (6 hours)
When you book a trip with Top Dog Charters - Cape Charles, VA, you can expect the following amenities onboard:
  • Toilet
  • Air conditioning
  • GPS
  • Fishfinder
  • Bed bunks and benches in salon
  • Flybridge
  • Live bait well
  • Kitchen convection, microwave oven, sink, mini fridge
  • Refrigerator
  • Multimedia system
  • Outriggers
  • Ice box
  • Radar
Trips booked with Top Dog Charters - Cape Charles, VA include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • First mate (20 percent tip is customary for Mate's Tip)
  • Fishing license (Up to 6 anglers)
Top Dog Charters - Cape Charles, VA offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Reef fishing
  • Wreck fishing
Top Dog Charters - Cape Charles, VA offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Fly fishing (You may bring your tackle and bait)
  • Drift fishing
  • Deep sea fishing
Top targeted fish species with Top Dog Charters - Cape Charles, VA include:
  • Bass (Striped)
  • Black Drum
  • Flounder
  • Redfish
  • Sheepshead
  • Spadefish
  • Spanish Mackerel
  • Tuna (Bluefin)

Your captain

Neil Lessard
Neil Lessard
Cape Charles, Virginia, United States
37 Customer reviews
Typical response within 1 hour
Member since July 2018
Captain Neil Lessard of Top Dog Charters has been fishing the lower Chesapeake Bay and the Atlantic Ocean for 35 years. His charter company is located in historic Cape Charles, Virginia, and he's got ample experience when it comes to fishing the waters of this bountiful area. Captain Neil focuses on organizing premier sportfishing trips for both advanced anglers and beginners. Everybody is welcome!
Neil Lessard
Neil Lessard
37
reviews
2018
member since
~2h
response
Captain Neil Lessard of Top Dog Charters has been fishing the lower Chesapeake Bay and the Atlantic Ocean for 35 years. His charter company is located in historic Cape Charles, Virginia, and he's got ample experience when it comes to fishing the waters of this bountiful area. Captain Neil focuses on organizing premier sportfishing trips for both advanced anglers and beginners. Everybody is welcome!

The fish you can target

Striped Bass
Striped Bass
Black Drum
Black Drum
Flounder
Flounder
Redfish
Redfish
Sheepshead
Sheepshead
Spadefish
Spadefish
Spanish Mackerel
Spanish Mackerel
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Black Drum
Black Drum
Flounder
Flounder
Redfish
Redfish
Sheepshead
Sheepshead

Real catches by this captain

  • Fishing with Neil
    Gia O.
    Gia O.
  • Half day trip from oyster farm
    Jeremy A.
    Jeremy A.

What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
48 ft
Year built
1972
Restored in
2022
Boat manufacturer
Will Guthrie
Boat type
Sportfishing
Engine model
Detroit
Powered by
2 x 450HP
Max cruising speed
24 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Fly Fishing
Drift Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Air conditioning
GPS
Fishfinder
Bed
bunks and benches in salon
Flybridge
Live bait well
Kitchen
convection, microwave oven, sink, mini fridge
Refrigerator
Multimedia system
Outriggers
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
First mate
20 percent tip is customary for Mate's Tip
Fishing license
Up to 6 anglers

How cancellations work

Free cancellation up to 30 days prior to trip
You can cancel or modify your booking up to 30 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
More details

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child friendly
You keep catch
We clean and package at no charge
Catch and release allowed
Disabled accessible

How you can pay

Book with 10% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
 Cash
 Checks

What’s biting in Cape Charles right now

Bass (Striped)Bass (Striped)
Black DrumBlack Drum
FlounderFlounder
RedfishRedfish
SheepsheadSheepshead
SpadefishSpadefish
Spanish MackerelSpanish Mackerel
Tuna (Bluefin)Tuna (Bluefin)

Compare similar fishing charters

Current
Top Dog Charters - Cape Charles, VA
Top Dog Charters - Cape Charles, VA
4.9
(36)
48 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+6
4 hour trip • 6 persons
US $1,100