Chasin’ Wake Charters 

5.0
(60 reviews)
 365 Dandy Point Road, Hampton, VA 23664, United States–

Chasin’ Wake Charters 

Hampton, VA, United States
–
26 ft
5
5.0
(60 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

Customer reviews

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Rating

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

Anglers' gallery (81)

What anglers say

90%
Great experience
97%
Family friendly
100%
Friendly captain
100%
Good boat
98%
Recommended
97%
Caught fish

Reviews (60)

  • Greg Mcelheny
    Greg Mcelheny
    us
    Colorado, US
    Member since 2026
    5.0
    Verified

    Tough day but we got ‘em in the end!

    6 Hour Trip on August 5, 2026 • 2 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!

  • Will Saunders
    Will Saunders
    Repeat angler
    us
    Virginia, US
    Member since 2021
    6 trips
    5.0
    Verified

    Cobia Fishing

    4 Hour Trip (AM) on September 5, 2026 • 2 adults

    We had a great time fishing with Captain Wayne. We wanted to catch cobia and the captain put us on the fish. It was a beautiful day out on the water and we were able to spot multiple pods of cruising cobia. We hooked into 9 and were able to successfully land 7 of them. The mate and captain did a great job pitching baits to hungry cobia. We doubled up multiple times and the mate worked hard netting the fish. It was a really fun trip and we look forward to fishing with Chasin’ Wake in the future.

  • 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, 2026 • 2 adults • 1 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, 2026 • 2 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!

  • Shawn Boodhoo
    Shawn Boodhoo
    Repeat angler
    us
    Delaware, US
    Member since 2025
    4 trips
    5.0
    Verified

    AMAZING TRIP 8 DRUM

    Night time trophy drum trips on July 10, 2026 • 4 adults

    The trip was an awesome experience! We caught 15 fish in total: 8 red drum, 6 bluefish, and 1 striped bass. Wayne and his mate, Nick, did an excellent job keeping us on the fish all day. The action was consistent, which made the trip a lot of fun. The boat was also very clean, comfortable, and well-maintained. I would definitely book another trip with them in the future!

  • Tyler Terrell
    Tyler Terrell
    us
    Texas, US
    Member since 2026
    5.0
    Verified

    Wayne is the man

    2 Hour Trip – Sunset on May 29, 2026 • 5 adults • 1 child

    very personable. Knowledgeable and fun to talk to. Paid attention to my eight-year-old son, kept us chasing fish. Next time we’re in Hampton, we will look him up again. Would recommend for both new, and experienced anglers.

  • Rosalind Natale
    Rosalind Natale
    us
    New York, US
    Member since 2026
    5.0
    Verified

    Captain Wayne was awesome

    2 Hour Trip – Sunset on July 2, 2026 • 5 adults

    Captain Wayne was super cool. Very welcoming and helpful. I booked for my son and friends as part of a grad celebration. They had a great time and caught a bunch of fish. I recommend this trip and would book again.

  • Ageles Macedo Zamora
    Ageles Macedo Zamora
    us
    North Carolina, US
    Member since 2026
    5.0
    Verified

    Super fun trip!

    2 Hour Trip – Sunset on June 19, 2026 • 4 adults

    this was our first time fishing near the coast and we had a great time! the capitan is super sociable and makes it fun! i would recommend!!

  • Corey Dalrymple
    Corey Dalrymple
    us
    Massachusetts, US
    Member since 2026
    5.0
    Verified

    great time

    2 Hour Trip – Sunset on April 21, 2026 • 2 adults

    Wayne is a top notch dude had my wife , a nevouse wreck, go from sprawled out on the bow scared to driving the boat from the upper deck in under an hour. thanks wayne look forward to the next trip

  • Brett Templeton
    Brett Templeton
    us
    Colorado, US
    Member since 2021
    5.0
    Verified

    Great Friday afternoon fishing trip with my boys!!!

    2 Hour Trip – Sunset on June 14, 2024 • 4 adults • 1 child

    Capt Wayne and 1st mate John were very accommodating of my family this past Friday. We had originally booked a sunset/evening fishing trip, but they kept in touch with us and let us know they were arriving back at the dock early if we wanted to get out sooner. The weather had picked up by that afternoon, so we headed out and met up with them early. All three of my boys caught many 🐠 (fish) and had a really great time out on the water. All the tackle and gear was ready to go when we arrived, and feel fortunate we were able to get out there prior to all the bad weather. Bluetooth on the boat was available for us to rock out on, which made the trip even more enjoyable. All in all wouldn't hesitate booking again. Highly recommended.

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
Hampton, Virginia, United States
10 Fishing Reports
ID & license verified
60 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.
Wayne Webb
Wayne Webb
Fully verified
Angler's Choice
10
reports
60
reviews
2024
member since
~1h
response
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

  • Angler holding a large cobia aboard a center-console fishing boat in open coastal waters.
    Will S.
    Will S.
    We had a great time fishing with Captain Wayne. We wanted to catch cobia and the captain put us on the fish. It was a beautiful day out on the water and we were able to spot multiple pods of cruising cobia. We hooked into 9 and were able to successfully land 7 of them. The mate and captain did a great job pitching baits to hungry cobia. We doubled up multiple times and the mate worked hard netting the fish. It was a really fun trip and we look forward to fishing with Chasin’ Wake in the future.
  • A young angler and an adult proudly displaying their catch of two large fish while on a fishing trip, showcasing a beautiful day on the water.
    Greg M.
    Greg M.
    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!
  • Child angler fishing from the deck of a center-console boat with an adult nearby on calm coastal waters.
    Fish 1
    Atlantic Croaker
    Scott R.
    Scott R.
    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!
  • Solo angler holding a large red drum on the deck of a boat during a nighttime fishing trip.
    Fish 1
    Fish 2
    +1
    Redfish
    Shawn B.
    Shawn B.
    The trip was an awesome experience! We caught 15 fish in total: 8 red drum, 6 bluefish, and 1 striped bass. Wayne and his mate, Nick, did an excellent job keeping us on the fish all day. The action was consistent, which made the trip a lot of fun. The boat was also very clean, comfortable, and well-maintained. I would definitely book another trip with them in the future!
  • Young angler fishing from a boat at sunset with a small fish hanging from the line over calm coastal waters.
    Fish 1
    Fish 2
    Speckled Trout
    Rosalind N.
    Rosalind N.
    Captain Wayne was super cool. Very welcoming and helpful. I booked for my son and friends as part of a grad celebration. They had a great time and caught a bunch of fish. I recommend this trip and would book again.
  • Angler proudly displaying a large Redfish while fishing at night, showcasing a successful catch on a boat.
    Fish 1
    Redfish
    Amy T.
    Amy T.
    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!
  • Angler reeling in a catch while enjoying a sunny day on the water, showcasing the excitement of fishing.
    Ageles M.
    Ageles M.
    this was our first time fishing near the coast and we had a great time! the capitan is super sociable and makes it fun! i would recommend!!
  • Angler proudly displaying a large Cobia while seated on a boat, enjoying a sunny day on the water.
    We have been catching some really big cobia sight fishing. We can start keeping them june 15th.
  • Adult angler holding a small fish aboard a boat during an inshore fishing trip, with another angler and fishing gear visible on the open water.
    Tyler T.
    Tyler T.
    very personable. Knowledgeable and fun to talk to. Paid attention to my eight-year-old son, kept us chasing fish. Next time we’re in Hampton, we will look him up again. Would recommend for both new, and experienced anglers.
  • Two adult anglers taking a selfie beneath the canopy of a center-console fishing boat.
    Corey D.
    Corey D.
    Wayne is a top notch dude had my wife , a nevouse wreck, go from sprawled out on the bow scared to driving the boat from the upper deck in under an hour. thanks wayne look forward to the next trip

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

Compare similar fishing charters

Current
Chasin’ Wake Charters
Chasin’ Wake Charters
5.0
(60)
26 ft
Group size 1 - 5
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Fish 1
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+4
4 hour trip • 5 persons
US $650