Four Winds Chartering 

4.8/5 (216 reviews)
Recent reports
 368 Dandy Haven Road, Hampton, VA 23664, United States

Four Winds Chartering 

4.8/5 (216)
 Angler's Choice
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368 Dandy Haven Road
Hampton, VA, United States

Four Winds Chartering runs the most fun and exciting fishing adventures in the beautiful city of Hampton, Virginia. They make each trip enjoyable and a learning experience for their guests, by going straight to the best fishing spots and giving sound advice on how to catch and reel in the fish. This is what they will do with you!

You will fish aboard a 44’ Evans saltwater fishing boat, which is powered by two 225 HP Cummins engines. The boat is safe and reliable, being equipped with all the safety equipment and electronics you need for a successful trip. It has a flybridge and a toilet, which is an absolute must-have if you are taking kids out on the water.

These waters are brimming with life, so there’s a variety of fish species you can expect to come across. You will target Striped Bass, Spotted Seatrout, the super tasty Flounder, Triggerfish, Black Drum, and other exciting species that call these waters home.

The boat is owned by Captain John O’Neal who has been fishing these waters from an early age and is familiar with all the productive spots in the area. He will provide you with rods, reels, tackle, lures, and a fishing license, so all you have to bring is a positive attitude and sunglasses.

In the words of Captain John: “Quit wishing – let’s go fishing”! Join Four Winds Chartering and have some serious fun! Since 1961.

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Customer reviews

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
November 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
2 Hour – Sunset and Fishing Cruise
FREE Cancellation 14 days notice
2 Hour Trip, starts at 2:00 PM
Seasonal trip Aug 4 - Aug 4
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US $550 
Entire boat: up to 19 people
2 Hour – Sunset and Fishing Cruise
FREE Cancellation 14 days notice
2 Hour Trip, starts at 7:00 PM
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US $550 
Entire boat: up to 19 people
3 Hour Kids Trip (PM)
FREE Cancellation 14 days notice
3 Hour Trip, starts at 5:00 PM
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US $660 
Entire boat: up to 19 people
Half Day Trip (AM)
FREE Cancellation 14 days notice
4 Hour Trip, starts at 7:00 AM
Seasonal trip Apr 24 - Oct 31
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US $770 
Entire boat: up to 19 people
Half Day Trip (PM)
FREE Cancellation 14 days notice
4 Hour Trip, starts at 1:00 PM
Seasonal trip Apr 24 - Oct 31
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US $770 
Entire boat: up to 19 people
Half Day Trip (3PM)
FREE Cancellation 14 days notice
4 Hour Trip, starts at 3:00 PM
Seasonal trip Apr 24 - Oct 31
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US $770 
Entire boat: up to 19 people
3/4 Day Trip – Fall
FREE Cancellation 14 days notice
6 Hour Trip, starts at 6:30 AM
Seasonal trip Oct 31 - Dec 31
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US $990 
Entire boat: up to 19 people
3/4 Day Trip – Striper Trolling
FREE Cancellation 14 days notice
6 Hour Trip, starts at 6:30 AM
Seasonal trip Oct 31 - Dec 31
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US $990 
Entire boat: up to 19 people
3/4 Day Trip
FREE Cancellation 14 days notice
6 Hour Trip, starts at 7:00 AM
Seasonal trip Apr 24 - Oct 31
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US $990 
Entire boat: up to 19 people
Chesapeake Bay Shark Fishing (copy)
FREE Cancellation 14 days notice
4 Hour Trip, starts at 6:00 AM
Seasonal trip May 18 - Sep 30
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US $1,000 
Entire boat: up to 19 people
Chesapeake Bay Shark Fishing
FREE Cancellation 14 days notice
6 Hour Trip, starts at 6:00 AM
Seasonal trip May 18 - Sep 30
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US $1,200 
Entire boat: up to 19 people
Full Day Trip – Fall
FREE Cancellation 14 days notice
8 Hour Trip, starts at 6:30 AM
Seasonal trip Oct 31 - Dec 31
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US $1,400 
Entire boat: up to 19 people
Full Day Trip – Summer
FREE Cancellation 14 days notice
8 Hour Trip, starts at 7:00 AM
Seasonal trip May 1 - Sep 30 (Wed)
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US $1,440 
Entire boat: up to 19 people
There are 7 people looking at this charter.

Customer reviews

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FAQs about Four Winds Chartering

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Cabin cruisers
Capacity
19 persons
Boat length
44 ft
Year built
1987
Restored in
2021
Boat manufacturer
Evans
Boat type
Downeast

Engine model
Cummins
Powered by
2 x 225HP
Max cruising speed
22 knots
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Recent fishing reports


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