Chasin’ Wake Charters 

5.0/5 (58 reviews)
 365 Dandy Point Road, Hampton, VA 23664, United States

Chasin’ Wake Charters 

Hampton, VA, United States
26 ft
5
5.0/5 (58 reviews)

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Hampton has a fish with your name on it, so let Chasin' Wake Charters help you catch it! Your guide for the day is Captain Wayne, which allows you to benefit from years of professional experience.

These waters are known for Bluefish, Cobia, Sheepshead, Spanish Mackerel, Spadefish, Tautog, and more – with any luck, it won't be long before 'Fish on!' During the trip, you might be light tackle fishing, or maybe something more specialized in this area.

Families who love fishing together will be glad to know that kids are welcome aboard! Children must wear life vests, so find out if the appropriate size is available on board. Don't forget to bring snacks so that everyone stays happy and energized!

You'll find yourself aboard a 23' Mako center console with room for 4 passengers. It has everything you need for a productive day on the water. Your captain will provide rods and reels, as well as lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself.

Trips are run with the help of a First Mate. A 10–20% tip is customary to show your appreciation for their hard work.

The charter boat covers your fishing license, so all you have to do is look forward to your trip! Keep in mind that some fish may have harvest limits or closed seasons. Simply ask and your captain can tell you more.

Don't leave home without sunglasses, a hat, sunblock (non-spray), and bottled water. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles. There will be a cooler on board so you can bring your own drinks and snacks and keep them cool.

Give yourself something to look forward to and book a trip with Chasin' Wake Charters!

Hampton has a fish with your name on it, so let Chasin' Wake Charters help you catch it! Your guide for the day is Captain Wayne, which allows you to benefit from years of professional experience.

These waters are known for Bluefish, Cobia, Sheepshead, Spanish Mackerel, Spadefish, Tautog, and more – with any luck, it won't be long before 'Fish on!' During the trip, you might be light tackle fishing, or maybe something more specialized in this area.

Families who love fishing together will be glad to know that kids are welcome aboard! Children must wear life vests, so find out if the appropriate size is available on board. Don't forget to bring snacks so that everyone stays happy and energized!

You'll find yourself aboard a 23' Mako center console with room for 4 passengers. It has everything you need for a productive day on the water. Your captain will provide rods and reels, as well as lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself.

Trips are run with the help of a First Mate. A 10–20% tip is customary to show your appreciation for their hard work.

The charter boat covers your fishing license, so all you have to do is look forward to your trip! Keep in mind that some fish may have harvest limits or closed seasons. Simply ask and your captain can tell you more.

Don't leave home without sunglasses, a hat, sunblock (non-spray), and bottled water. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles. There will be a cooler on board so you can bring your own drinks and snacks and keep them cool.

Give yourself something to look forward to and book a trip with Chasin' Wake Charters!

Wayne Webb
Captain
Wayne Webb
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
August 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
2 Hour Trip – Sunset
In high demand Last booked: 18 hours ago
FREE Cancellation 14 days notice
2 hour trip starts at 6:30 PM
Spanish Mackerel
US $250
Entire boat: up to 5 people
4 Hour Trip (AM)
FREE Cancellation 14 days notice
4 hour trip starts at 7:00 AM
Cobia
Bluefish (Tailor)
Spanish Mackerel
Spadefish
+2
US $650
Entire boat: up to 5 people
4 Hour Trip (PM)
FREE Cancellation 14 days notice
4 hour trip starts at 12:00 PM
Cobia
Bluefish (Tailor)
Spanish Mackerel
Spadefish
+2
US $650
Entire boat: up to 5 people
Night time trophy drum trips
In high demand Last booked: 3 days ago
FREE Cancellation 14 days notice
4 hour trip starts at 9:00 PM
Cobia
Bluefish (Tailor)
Spanish Mackerel
Spadefish
+2
US $650
Entire boat: up to 5 people
6 Hour Trip
FREE Cancellation 14 days notice
6 hour trip starts at 8:00 AM
Cobia
Spanish Mackerel
Spadefish
Sheepshead
US $800
Entire boat: up to 5 people
8 Hour Trip
FREE Cancellation 14 days notice
8 hour trip starts at 8:00 AM
Spanish Mackerel
Spadefish
Sheepshead
US $975
Entire boat: up to 5 people
Wreck fishing flounder and sea bass
FREE Cancellation 14 days notice
10 hour trip starts at 5:30 AM
Cobia
Seabass (Black)
Flounder
US $1,500
Entire boat: up to 5 people
There are 15 people looking at this charter.

Customer reviews

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Rating

5.0
58 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (78)

What anglers say

97%
Family friendly
100%
Friendly captain
100%
Good boat
98%
Recommended
96%
Caught fish

All reviews (58)

Frequently mentioned
Showing 15 of 58 reviews
Gregory McElheny
Gregory McElheny
us
Colorado, US
Member since 2026
5.0
Verified
New
Tough day but we got ‘em in the end!
6 Hour Trip on August 5, 20262 adults

Captain Wayne was awesome! We had a tough day battling the red tide, but he never lost confidence that we’d eventually find the fish. He stayed in touch with at least a dozen other guides, and none of them had seen a single cobia all day. Still, Captain Wayne wasn’t about to give up. We covered a lot of water, and in the end, his persistence paid off. He put us right on the cobia, we caught our limit, and had an absolute blast doing it. If you’re looking for a guide who’s willing to put in the work to make your trip a success, Captain Wayne is your guy!

Reported catch:
Cobia
Wayne Webb
Response from Captain

Thanks for trusting us Gregory

Maria Spence
Maria Spence
us
Washington State, US
Member since 2026
5.0
Verified
New
Amazing fishing experience!
2 Hour Trip – Sunset on August 9, 20262 adults

This was a birthday gift for my husband who had never gone fishing. We both had a great time! Capt Wayne knew exactly were the good spots were and was a great teacher explaining how to fish to two newbies. We ended up catching lots of different fish and enjoying every minute out on the water. Already recommended the trip to friends in the area and would fish with Capt Wayne and crew again anytime!

Wayne Webb
Response from Captain

thank you we enjoyed it. Hope to see you again

Scott Ramsey
Scott Ramsey
Repeat angler
us
Virginia, US
Member since 2024
2 trips
5.0
Verified
So fun!
2 Hour Trip – Sunset on July 26, 20261 adult1 child

I took my family on a sunset trip for a couple of hours and it was a blast! My kids are young, so wanted to make sure the trip wasn’t too long and that we’d catch fish they could handle. Captain Wayne delivered on this and more. He and TJ were great with my kids, which also allowed my wife and I some time to enjoy the sunset and experience. All told I think my kids caught more than I did, and that’s just fine with me. I highly recommend this charter!

Amy Temple
Amy Temple
us
Maryland, US
Member since 2026
5.0
Verified
On cloud 9!
Night time trophy drum trips on June 20, 20262 adults

overall an unforgetable time! our other charter canceled for storms and i spent hours looking to book something while we were down here. Wayne responded right away and got us in. my first time booking a charter ever and he made me feel re-assured and once we got there everything went so smooth! they are so friendly and helpful! ive never caught anything bigger than rockfish prior to this. they were so nice and taught me so much. we are already planning our next booking!

Reported catch:
Bluefish (Tailor)
Wayne Webb
Response from Captain

yall were amazing i truly enjoyed it i hope to see yall again

Shane Sears
Shane Sears
us
Virginia, US
Member since 2026
5.0
Verified
New
Captain Wayne and TJ make it happen!
6 Hour Trip on August 27, 20263 adults

Fair conditions today and the Cobia were elusive but Captain Wayne put us on the fish. Captain Wayne found a huge pod of Cobia. He and TJ hooked 4 fish in minutes. We had our 2 keepers and fished for another hour catching 1 more nice fish. Highly recommend Captain Wayne for your next Cobia trip.

Reported catch:
Cobia
Wayne Webb
Response from Captain

thank you shane. Enjoyed having yall hope to see you again sir

FAQs about Chasin’ Wake Charters

Chasin’ Wake Charters offers the following trips to customers:
  • US $250 per group - 2 Hour Trip – Sunset (2 hours)
  • US $650 per group - 4 Hour Trip (AM) (4 hours)
  • US $650 per group - 4 Hour Trip (PM) (4 hours)
  • US $650 per group - Night time trophy drum trips (4 hours)
  • US $800 per group - 6 Hour Trip (6 hours)
  • US $975 per group - 8 Hour Trip (8 hours)
  • US $1,500 per group - Wreck fishing flounder and sea bass (10 hours)
When you book a trip with Chasin’ Wake Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Live bait well
Trips booked with Chasin’ Wake Charters include:
  • Rods, reels & tackle
  • Live bait (We fish with live eels and occasionally live bait fish )
  • Lures
  • Catch cleaning & filleting (We do not charge extra for either service. You will have the option to take the entire fish or filleted fish home with you! )
  • Snacks (A cooler will be provided but we do ask you to provide your own food and drinks. Please do not bring any large coolers as we have one provided.)
  • First mate (20% tip is customary for your first mate, they will be down in the boat helping with anything and everything you need as well as making the trip go smoothly. They also clean the boat and fish after the trip is complete.)
  • Fishing license
Chasin’ Wake Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
Chasin’ Wake Charters offers the following fishing technique:
  • Light tackle
Top targeted fish species with Chasin’ Wake Charters include:
  • Bluefish (Tailor)
  • Cobia
  • Sheepshead
  • Spadefish
  • Spanish Mackerel
  • Tautog

Your captain

Wayne Webb
Wayne Webb
Wayne Webb

Hampton, Virginia, United States

10 Fishing Reports
ID & license verified
58 Customer reviews
Typical response within an hour
Member since May 2024
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

I grew up fishing in the Chesapeake bay for the past 35 years, specializing in Cobia fishing! I enjoy sharing my passion with others and showing everyone how fun fishing is.

10 Fishing Reports
ID & license verified
58 Customer reviews
Typical response within an hour
Member since May 2024
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

I grew up fishing in the Chesapeake bay for the past 35 years, specializing in Cobia fishing! I enjoy sharing my passion with others and showing everyone how fun fishing is.

The fish you can target

Bluefish (Tailor)
Bluefish (Tailor)
Cobia
Cobia
Sheepshead
Sheepshead
Spadefish
Spadefish
Spanish Mackerel
Spanish Mackerel
Tautog
Tautog
Bluefish (Tailor)
Bluefish (Tailor)
Cobia
Cobia
Sheepshead
Sheepshead
Spadefish
Spadefish
Spanish Mackerel
Spanish Mackerel

Real catches by this captain

  • AMAZING TRIP 8 DRUM
    Shawn B.
    Shawn B.
  • On cloud 9!
    Amy T.
    Amy T.
  • Easy going and fun sunset fishing charter!
    Abby S.
    Abby S.
  • Great Trip
    Colin G.
    Colin G.
  • Best of the Best
    Mackerl S.
    Mackerl S.
  • Great time!
    Kayla B.
    Kayla B.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
5 persons
Boat length
26 ft
Year built
2019
Boat manufacturer
Privateer
Boat type
Center console
Engine model
Suzuki
Powered by
1 x 300HP
Max cruising speed
35 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing

Which fishing techniques you can try

Light Tackle

Which amenities are available onboard

Toilet
GPS
Fishfinder
Live bait well
What's included in the trip price
Rods, reels & tackle
Live bait
We fish with live eels and occasionally live bait fish
Lures
Catch cleaning & filleting
We do not charge extra for either service. You will have the option to take the entire fish or filleted fish home with you!
Snacks
A cooler will be provided but we do ask you to provide your own food and drinks. Please do not bring any large coolers as we have one provided.
First mate
20% tip is customary for your first mate, they will be down in the boat helping with anything and everything you need as well as making the trip go smoothly. They also clean the boat and fish after the trip is complete.
Fishing license

How cancellations work

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 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 agreed upon reservation

Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.

Child friendly
We are a kid friendly charter we do advise to bring your own child life jacket
You keep catch
Catch and release allowed

How you can pay

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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

 PayPal

What’s biting in Hampton right now

Bluefish (Tailor)Bluefish (Tailor)
CobiaCobia
SheepsheadSheepshead
SpadefishSpadefish
Spanish MackerelSpanish Mackerel
TautogTautog

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