Fall Fishing Trip

100% (1) Hampton, VA 1 - 19 People 6 - 8 Hours From $990 Trip #10747
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Get ready to chase down hard-fighting Striped Bass—locally known as Rockfish—on this exciting fall trolling trip with Captain John out of Hampton, Virginia! Running from October 31 through December 31, this seasonal adventure lines up perfectly with the peak of the fall Striper run, when these fish move into the bay in big numbers and are ready to bite.

Whether you choose a 6-hour outing or go all in with a full 8-hour trip, Captain...

About Your Trip

Get ready to chase down hard-fighting Striped Bass—locally known as Rockfish—on this exciting fall trolling trip with Captain John out of Hampton, Virginia! Running from October 31 through December 31, this seasonal adventure lines up perfectly with the peak of the fall Striper run, when these fish move into the bay in big numbers and are ready to bite.

Whether you choose a 6-hour outing or go all in with a full 8-hour trip, Captain John will have you trolling the productive waters of the Chesapeake Bay, putting you right on top of the action. These fish are known for their powerful runs and tasty fillets, making them a favorite for anglers of all skill levels.

You’ll fish aboard a spacious 44’ Evans saltwater boat, powered by twin 225 HP Cummins engines. Built for comfort and stability, this boat has room for up to 19 anglers, making it a great option for larger groups or family outings. After six guests, an additional per-person charge applies, so it’s easy to customize for your crew. The vessel is fully equipped with safety gear, navigation electronics, a flybridge, and even a restroom on board—a huge plus if you're bringing kids along.

Captain John has been fishing these waters since childhood and knows exactly where to find the fish as they push into the bay for their seasonal migration. He’ll provide all the rods, reels, tackle, lures, and fishing licenses you need for the day—just bring along your favorite snacks, drinks, and a good pair of sunglasses.

Whether you’re new to fishing or a seasoned angler chasing your next big Rockfish, Captain John brings the local knowledge, top-notch gear, and no-stress attitude to make it a trip to remember.

As Captain John says: “Quit wishing – let’s go fishing!”
Amenities

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

6 hours 8 hours
1 Person
$990.00
$1,400.00
2 People
$990.00
$1,400.00
3 People
$990.00
$1,400.00
4 People
$990.00
$1,400.00
5 People
$990.00
$1,400.00
6 People
$990.00
$1,400.00
7 People
$1,089.00
$1,540.00
8 People
$1,188.00
$1,680.00
9 People
$1,287.00
$1,820.00
10 People
$1,386.00
$1,960.00
11 People
$1,485.00
$2,100.00
12 People
$1,584.00
$2,240.00
13 People
$1,683.00
$2,380.00
14 People
$1,782.00
$2,520.00
15 People
$1,881.00
$2,660.00
16 People
$1,980.00
$2,800.00
17 People
$2,079.00
$2,940.00
18 People
$2,178.00
$3,080.00
19 People
$2,277.00
$3,220.00
Pay 15% of the price as a deposit today, with the balance due on the day of the trip.
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About Your Guide

Profile photo of Captain Experiences guide John

John O.

Independent Guide
Talkative
Laid-back
Instructional
Beginner Oriented
Comfortable
Quantity
Captain John was born and raised right here in Hampton Roads. He learned to swim and fish right in the Chesapeake Bay. After many years as an iron worker Captain John was able to purchase the his boat to share is passion of fishing with others. As john grew up in Virginia Beach his family lived on a lake John would fish, swim and boat till he was told to eat or sleep could not...

About Your Guide

Profile photo of Captain Experiences guide John

John O.

Independent Guide
Captain John was born and raised right here in Hampton Roads. He learned to swim and fish right in the Chesapeake Bay. After many years as an iron worker Captain John was able to purchase the his boat to share is passion of fishing with others. As john grew up in Virginia Beach his family lived on a lake John would fish, swim and boat till he was told to eat or sleep could not keep him away from the water.
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
marlin
If you were cooking for all your friends what would you cook?
hotdogs

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
marlin
If you were cooking for all your friends what would you cook?
hotdogs
What’s your drink of choice?
water
What was your last halloween costume?
fisherman
How did you get started guiding?
love of water
What makes you different from other guides?
better looking
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Start Location & Lodging Options

Hampton, Virginia
Areas Fished

About Your Boat

Boat photo for Fall Fishing Trip
Boat Type
Down East Cruiser
Boat Manufacturer
Evans
Year Built
1987
Boat Length
44'

About Your Boat

Boat Type
Down East Cruiser
Boat Manufacturer
Evans
Year Built
1987
Boat Length
44'
Boat Restroom
Yes
Engine Manufacturer
Cummins
Total Horsepower
450
Number of Engines
2
Additional Amenities
GPS, Fishfinder, Flybridge, Live Bait Well, Refrigerator, Ice Box, Radar
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Trip Details & Amenities

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Techniques

  • Trolling

Everything Else to Know

Everything is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.
You're all set! You don't need to buy a license for this trip.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancel for free up to 14 days before the trip and receive credit back to your account. Cancelling within 14 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
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