2 Hour – Sunset and Fishing Cruise

2 hour trip, starts at 7:00 PM
by Four Winds Chartering
Hampton
4.8/5 (187 reviews)

About the trip

If you would just like to get out on the water and enjoy the views then this is the trip for you. 2 hours of site seeing and a little fishing around the Chesapeake Bay and Virginia Beach ocean front. Bring your booze and we will supply the fishing and tackle and sunset. The starting time may be earlier in the winter months or later in the summer season. Times maybe adjusted.

Available trips

Private trip
2 Hour – Sunset and Fishing Cruise

2 hour trip,
starts at 2:00 PM

Price for 2 persons

US $550

Private trip
3 Hour Kids Trip (PM)

3 hour trip,
starts at 5:00 PM

Price for 2 persons

US $550

Private trip
Half Day Trip (AM)

4 hour trip,
starts at 7:00 AM

Price for 2 persons

US $770

Private trip
Half Day Trip (PM)

4 hour trip,
starts at 1:00 PM

Price for 2 persons

US $770

Private trip
Half Day Trip (3PM)

4 hour trip,
starts at 3:00 PM

Price for 2 persons

US $770

Private trip
3/4 Day Trip – Fall

6 hour trip,
starts at 6:30 AM

Price for 2 persons

US $990

Private trip
3/4 Day Trip – Striper Trolling

6 hour trip,
starts at 6:30 AM

Price for 2 persons

US $990

Private trip
3/4 Day Trip

6 hour trip,
starts at 7:00 AM

Price for 2 persons

US $990

Private trip
Chesapeake Bay Shark Fishing (copy)

4 hour trip,
starts at 6:00 AM

Price for 2 persons

US $1,000

Private trip
Chesapeake Bay Shark Fishing

6 hour trip,
starts at 6:00 AM

Price for 2 persons

US $1,200

Private trip
Full Day Trip – Fall

8 hour trip,
starts at 6:30 AM

Price for 2 persons

US $1,400

Private trip
Full Day Trip – Summer

8 hour trip,
starts at 7:00 AM

Price for 2 persons

US $1,440

About the charter captain

John O'Neal

Hampton, Virginia, United States

ID & license verified
187 Customer reviews
Response time within an hour
Member since December 2016
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.

Captain John was born and raised in Hampton Roads where he learned to swim and fish in the Chesapeake Bay. He worked as an ironworker for many years, and finally was able to purchase the Four Winds boat. He did it to share his passion of fishing with others.

Our Team
John O.

John O.

Captain

Which fish you can target

Bluefish
Bluefish
Cobia
Cobia
Spanish Mackerel
Spanish Mackerel

Boat specs

Boat Image
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

Customer reviews

Trip Reviews (19)
Charter Reviews (187)

Rating summary

4.9/5
out of 5 stars from 19 reviews

Photos & videos by reviewers (32)

All around great experience
Wonderful fishing trip
September fishing trip
+29
Skye B.
Skye B.
5.0/5

2 Hour – Sunset and Fishing Cruise on June 21, 2025

All around great experience

VERIFIED
NEW

My family and I were pleasantly impressed with Captain John and Tim’s experience as we embarked on our scheduled trip. They kept us laughing and took care of us the whole way through. They had even sparked a greater interest in fishing for a few of us! They have our utmost respect and appreciation. Highly recommend them to fellow anglers!

My family and I were pleasantly impressed with Captain John and Tim’s experience as we embarked on our scheduled trip. They kept us laughing and took care of us the whole way through. They had even sparked a greater interest in fishing for a few of us! They have our utmost respect and appreciation. Highly recommend them to fellow anglers!  

Review media 0
 Skye B. recommends Four Winds Chartering

LaTisha W.
LaTisha W.
5.0/5

2 Hour – Sunset and Fishing Cruise on May 16, 2025

Book your excursion today!

VERIFIED

I recently booked a fishing excursion with Four Winds Chartering for my husband’s birthday, and it was an unforgettable experience! The boat was well-equipped and spacious. The crew was extremely welcoming. My husband and his friends had such a fantastic time that they ended up extending their outing by paying for an extra hour on the water. If you’re looking for a fun day out, I highly recommend Four Winds Chartering!

I recently booked a fishing excursion with Four Winds Chartering for my husband’s birthday, and it was an unforgettable experience! The boat was well-equipped and spacious. The crew was extremely welcoming. My husband and his friends had such a fantastic time that they ended up extending their outing by paying for an extra hour on the water. If you’re looking for a fun day out, I highly recommend Four Winds Chartering!  

 LaTisha W. recommends Four Winds Chartering

Which amenities are available onboard

Toilet

We have a full bathroom with mirror

GPS
Fishfinder
Flybridge
Live Bait Well
Refrigerator

What’s included in the trip price

Rods, reels & tackle
Live Bait

Sometimes we catch the live bait while out sometimes we use frozen and sometimes we just buy the bait before

Lures
Catch cleaning & filleting

Don't forget the mate work's for tips

First Mate

Works for tips please don't forget to tip the mate

Fishing License

Fishing license is included and covers all guest

How cancellations work

Free cancellation up to 14 days prior to trip

You may cancel your trip free of charge up to 14 days in advance. However, since your selected date is less than 14 days away, you may only cancel if it is unsafe to travel.

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child Friendly

Kids our the future please bring them along ?

You Keep Catch
Catch and Release Allowed
Disabled Accessible

we will do our best to get you on the boat

How you can pay

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.

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

 Visa

 Mastercard

 American Express

 PayPal

 Bank Transfer

When paying the remaining balance with a credit card, an additional 4% charge will apply.

US $550

Private trip

2 Hour – Sunset and Fishing Cruise

2 hour trip, starts at 7:00 PM

Price up to 6 persons 

US $550


Trip price

US $550

Free cancellation before June 14.

You won' t be charged yet

Available trips