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Captain Jack Fishing Charters 

4.8
(194 reviews)
 Anglers Road, Lewes, DE 19958, United States–

Captain Jack Fishing Charters 

Lewes, DE, United States
–
18 ft
3
4.8
(194 reviews)

Make the most of your time in Lewes and go fishing with Captain Jack Fishing Charters. Your guide for the day is Captain Jack, bringing aboard years of professional experience.

The fish in these waters include Spotted Seatrout, Skate, Bluefish, Rockfish, Flounder, Tautog, and more with any luck.

Depending on the species you're after, you may find yourself spinning, popping, drifting, jigging, bottom fishing, or maybe something more specialized in this area. Capt. Jack also offers Flounder gigging.

Looking to get the whole family outdoors? Kids are absolutely welcome! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets cranky on an empty belly!

Your trip begins aboard an 18' Landau bay boat that can carry up to 3 passengers. A group of 2 adults and 2 kids up to 12 years is also welcome!

It comes with all the essentials. Rods, reels, and tackle are included, along with lures. Live bait is available, but be sure to ask about it so you know if you'll be catching it yourself.

There will be a First Mate on board to help your trip run smoothly. 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! Be mindful that some species may have special rules or limited seasons. Your captain will help you follow regulations while you fish.

It's always wise to bring sunscreen (non-spray), a hat, bottled water, and sunglasses. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

Groups can consist of 3 adults, or 2 adults and 2 children. Let the Captain know!

Now, time to hit the water with Captain Jack Fishing Charters!

Make the most of your time in Lewes and go fishing with Captain Jack Fishing Charters. Your guide for the day is Captain Jack, bringing aboard years of professional experience.

The fish in these waters include Spotted Seatrout, Skate, Bluefish, Rockfish, Flounder, Tautog, and more with any luck.

Depending on the species you're after, you may find yourself spinning, popping, drifting, jigging, bottom fishing, or maybe something more specialized in this area. Capt. Jack also offers Flounder gigging.

Looking to get the whole family outdoors? Kids are absolutely welcome! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets cranky on an empty belly!

Your trip begins aboard an 18' Landau bay boat that can carry up to 3 passengers. A group of 2 adults and 2 kids up to 12 years is also welcome!

It comes with all the essentials. Rods, reels, and tackle are included, along with lures. Live bait is available, but be sure to ask about it so you know if you'll be catching it yourself.

There will be a First Mate on board to help your trip run smoothly. 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! Be mindful that some species may have special rules or limited seasons. Your captain will help you follow regulations while you fish.

It's always wise to bring sunscreen (non-spray), a hat, bottled water, and sunglasses. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

Groups can consist of 3 adults, or 2 adults and 2 children. Let the Captain know!

Now, time to hit the water with Captain Jack Fishing Charters!

Jack Stewart
Captain
Jack Stewart
responds within an hour

Customer reviews

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Rating

4.8
194 reviews
4.6
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (153)

What anglers say

92%
Great experience
97%
Family friendly
100%
Friendly captain
98%
Good boat
97%
Recommended
92%
Caught fish

Reviews (194)

  • Keith Mcdermitt
    Keith Mcdermitt
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Very child friendly

    3 Hour Trip (AM) on June 21, 2026 • 3 adults • 1 child

    Captain Jack was patient and informative with our 12 year old daughter. He took us two different places, catching 4 croakers, a 3 smaller flounder, a skate, and even a sand shark. He gave us each different baits (worms, clams, squid, minnows) and then adjusted to what was working best as the day went. We will definitely book again!!

  • Shane Rothenberger
    Shane Rothenberger
    us
    Illinois, US
    Member since 2024
    5.0
    Verified

    Great Canal Trip

    3 Hour Trip (AM) on July 5, 2026 • 2 adults

    Captain Jack was the best! He was super kind and a great teacher! We caught 6 flounder in the canal. He was very knowledgeable of the fishing in the area and has a lot of experience captaining fishing boats. This is a great trip for anyone trying to get on the water for a low price and a good time.

  • Barry Walls
    Barry Walls
    us
    West Virginia, US
    Member since 2026
    5.0
    Verified

    Captain Jack is the BEST

    3 Hour Trip (AM) on May 20, 2026 • 2 adults

    My wife and I chartered with Captain Jack to do some inshore fishing. Captain Jack was patient and knowlegable. We spent 3 hours fishing the inlet and canal waters and had the best time. Would definetely recommend Captain Jack for anyone wanting to have a great time catching some fish!

  • Wendy Fetter
    Wendy Fetter
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified
    New

    The drizzle rain didnt get us down!

    3 Hour Trip (AM) on October 4, 2026 • 2 adults

    We had a wonderful experience with Captain Jack, regardless of the weather!

  • Angela Guistwite
    Angela Guistwite
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Relaxing day on the canal

    3 Hour Trip (AM) on May 8, 2026 • 2 adults

    Captain Jack was great. We had so much fun just relaxing on the canal catching fish. Got two keeper flounders. Also learned about the area. highly recommend. great for all ages.

  • Michelle Moorhead
    Michelle Moorhead
    us
    New Jersey, US
    Member since 2026
    5.0
    Verified

    Great morning on the water

    3 Hour Trip (AM) on August 21, 2026 • 3 adults • 1 child

    We had a great experience! It was perfect for our 5 year old. Captain Jack was so knowledgeable and helpful and we had a great morning.

  • Jeremy Nash
    Jeremy Nash
    us
    New Jersey, US
    Member since 2026
    4.7
    Verified

    Successful kids fishing adventure!!

    3 Hour Trip (AM) on September 6, 2026 • 2 adults • 1 child

    Took my 8 year old son out fishing. Captain Jack was great! The equipment and bait were all set up for us and Captain Jack did a great job of putting us on the fish. We caught a total of 6 on our 3 hour trip.

  • Gavin Neal
    Gavin Neal
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Great guy with tons of fishing knowledge!

    3 Hour Trip (AM) on August 10, 2026 • 3 adults

    Captain Jack put us on a bunch of flounder and croaker! Left with a cooler of fish and very satisfied. Would 100% recommend.

  • Michael Clancy
    Michael Clancy
    us
    New York, US
    Member since 2026
    4.7
    Verified

    Perfect local excursion.

    3 Hour Trip (AM) on August 18, 2026 • 2 adults

    This was a great opportunity for individuals looking to fish for a few hours and staying close to shore.Captain Jack was a great guide and navigator and I can see why he’s a town local legend.

  • Kristen Miller
    Kristen Miller
    Repeat angler
    us
    Pennsylvania, US
    Member since 2025
    2 trips
    5.0
    Verified

    Captain Jack is Great!

    3 Hour Trip (AM) on July 15, 2026 • 3 adults • 1 child

    Captain Jack was so great on the fishing trip. hes so knowledgeable abd easy to get along with.

Rating

4.8
194 reviews
4.6
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (153)

What anglers say

92%
Great experience
97%
Family friendly
100%
Friendly captain
98%
Good boat
97%
Recommended
92%
Caught fish

All reviews (194)

Frequently mentioned
Showing 1 – 5 of 194 reviews
Joshua Inners
Joshua Inners
Repeat angler
us
Pennsylvania, US
Member since 2022
2 trips
5.0
Verified
Exactly what we were looking for
3 Hour Trip (AM) on June 2, 2026 • 2 adults

My family and I were down at the beach for vacation and we wanred to book a trip last minute. Captain Jack was exactly what we were looking for. We did channel/inlet fishing for flounder. Captain Jack was very helpful and explained his years of knowledge of fishing and the local region. If you want a nice day on the water for a great price he is your man. would highly recommend for parents with children. Don’t overlook this trip. For the price you cannot beat it.

Reported catch:
Flounder
Keith McDermitt
Keith McDermitt
us
Pennsylvania, US
Member since 2026
5.0
Verified
Very child friendly
3 Hour Trip (AM) on June 21, 2026 • 2 adults • 1 child

Captain Jack was patient and informative with our 12 year old daughter. He took us two different places, catching 4 croakers, a 3 smaller flounder, a skate, and even a sand shark. He gave us each different baits (worms, clams, squid, minnows) and then adjusted to what was working best as the day went. We will definitely book again!!

Reported catch:
Flounder
William Ezzo
William Ezzo
us
New Jersey, US
Member since 2026
5.0
Verified
Great for kids
3 Hour Trip (AM) on June 16, 2026 • 2 adults • 1 child

The trip was great for the target audience, children. It is a low key short trip for a reasonable price. If you are an adult looking for trophies, another venue is probably best, but you were fishing within 10 minutes of leaving the dock, so it is great for small kids who cannot travel 2+ hours to get to the fishing location.

Shane Rothenberger
Shane Rothenberger
us
Illinois, US
Member since 2024
5.0
Verified
Great Canal Trip
3 Hour Trip (AM) on July 5, 2026 • 2 adults

Captain Jack was the best! He was super kind and a great teacher! We caught 6 flounder in the canal. He was very knowledgeable of the fishing in the area and has a lot of experience captaining fishing boats. This is a great trip for anyone trying to get on the water for a low price and a good time.

Reported catch:
Flounder
Morgan Miller
Morgan Miller
us
Pennsylvania, US
Member since 2026
5.0
Verified
rough weather but a great time
3 Hour Trip (AM) on June 8, 2026 • 2 adults • 1 child

Captian Jack was great, kind and friendly. He was also very patient with children. The weather was horrible conditions for fishing but Captain Jack did everything he could. Thats fishing though, sometimes you get a record fish and sometimes you go home empty handed but with a smile and memory.

FAQs about Captain Jack Fishing Charters

Captain Jack Fishing Charters offers the following trips to customers:
  • US $295 per group - 3 Hour Trip (AM) (3 hours)
  • US $300 per group - Captain Jack Fall Fishing (4 hours)
  • US $300 per group - Fall Striper and Tautog Fishing (3 hours)
When you book a trip with Captain Jack Fishing Charters, you can expect the following amenity onboard:
  • Ice box
Trips booked with Captain Jack Fishing Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Fishing license
Captain Jack Fishing Charters offers the following type of fishing:
  • Inshore fishing (Lewes / Rehoboth Canal / Broadkill River)
Captain Jack Fishing Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Drift fishing
Top targeted fish species with Captain Jack Fishing Charters include:
  • Bluefish (Tailor)
  • Flounder
  • Rockfish
  • Skate
  • Speckled Trout
  • Tautog

Your captain

Jack Stewart
Jack Stewart
Lewes, Delaware, United States
1 Fishing Report
194 Customer reviews
Typical response within an hour
Member since March 2023
Capt. Jack runs trips out of Lewes aboard an 18' Landau bay boat. After fishing offshore for 30 years, Capt. Jack now offers inshore fishing on protected waters. These waters are known for Flounder, and he will show you how to catch them, whether you're spinning or jigging. Captain Jack has fished offshore, and he has a trick or two up his sleeve, and the only way to learn is to join him out on the water!
Jack Stewart
Jack Stewart
1
reports
194
reviews
2023
member since
~1h
response
Capt. Jack runs trips out of Lewes aboard an 18' Landau bay boat. After fishing offshore for 30 years, Capt. Jack now offers inshore fishing on protected waters. These waters are known for Flounder, and he will show you how to catch them, whether you're spinning or jigging. Captain Jack has fished offshore, and he has a trick or two up his sleeve, and the only way to learn is to join him out on the water!

The fish you can target

Bluefish (Tailor)
Bluefish (Tailor)
Flounder
Flounder
Rockfish
Rockfish
Skate
Skate
Speckled Trout
Speckled Trout
Tautog
Tautog
Bluefish (Tailor)
Bluefish (Tailor)
Flounder
Flounder
Rockfish
Rockfish
Skate
Skate
Speckled Trout
Speckled Trout

Real catches by this captain

  • The drizzle rain didnt get us down!
    Wendy F.
    Wendy F.
  • Successful kids fishing adventure!!
    Jeremy N.
    Jeremy N.
  • Captain Jack is awesome
    George J.
    George J.
  • Great morning on the water
    Michelle M.
    Michelle M.
  • Perfect local excursion.
    Michael C.
    Michael C.
  • Relaxing fishing trip!
    Kristin T.
    Kristin T.
  • Great guy with tons of fishing knowledge!
    Gavin N.
    Gavin N.
  • Captain Jack is Great!
    Kristen M.
    Kristen M.
  • Perfect quick fishing trip
    Jeff M.
    Jeff M.
  • Great Canal Trip
    Shane R.
    Shane R.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
3 persons
Boat length
18 ft
Year built
2003
Boat manufacturer
Landau
Boat type
Bay boat
Engine model
Yamaha
Powered by
1 x 40HP
Max cruising speed
20 knots

What kind of fishing will you do?

Inshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Drift Fishing

Which amenities are available onboard

Ice box
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Fishing license

How cancellations work

Deposit non-refundable
If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.
More details

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child friendly
You keep catch
Catch and release allowed

How you can pay

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

What’s biting in Lewes right now

Bluefish (Tailor)Bluefish (Tailor)
FlounderFlounder
Speckled TroutSpeckled Trout
TautogTautog

Compare similar fishing charters

Current
Captain Jack Fishing Charters
Captain Jack Fishing Charters
4.8
(194)
18 ft
Group size 1 - 3
1 - 3
Fish 1
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+4
4 hour trip • 3 persons
US $300