Captain Jack’s Fishing Charters

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Captain Jack’s Fishing Charter’s goal is to create the memory of a lifetime on every trip. Capt. Jack has been fishing the waters of Southwest Florida since he was a toddler and was lucky to have a father and grandfather (who first moved to Fort Myers in 1956) pass on their fishing knowledge to him. All ages and skill levels are welcomed aboard, from rookies to hardcore anglers, Capt. Jack can cater a trip to your needs.

Capt. Jack pilots a beautiful, 2023 Southern Cross 23’ vessel powered by a reliable 2023 Yamaha 225 horsepower motor that can handle rough days and get into shallow fishing holes making it perfect for plying the waters of Southwest Florida. It’s T-top gives plenty of shade from Florida’s brutal sun complete with a tower and second station. An extra-wide beam and clutter-free deck give his clients plenty of room to move around, fight fish and relax. With a brand new trolling motor, massive bait-well, state-of-the-art GPS/SONAR, Bluetooth sound system, and more to help our clients increase their chances of landing fish.

You’ll target a bunch of different fish species, depending on the season and fishing technique you’re using. Some of the most popular catches are Mackerel, Snapper, Redfish, Snook, and Sheepshead. You can keep the catch and the captain will clean it for you after the trip.

Fishing is not the only way to enjoy these waters! Capt. Jack also combines fishing with eco-tours, shelling trips, and sunset cruises. Enjoy the isolated beaches of North Captiva and Cayo Costa State Park, picking up shells the majority can’t reach. Watch beautiful birds, dolphins, and manatees play in their natural habitat instead of an aquarium.

With Captain Jack’s Fishing Charters you simply can’t go wrong!



Trip availability and prices

  • Private trip
    1/2 Day Eco-Tour/Fishing Trip (AM)
    Just booked! Last booked: 10 hours ago
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $500
    A very family friendly trip! Perfect for groups with children or who want to do more than just fishing. The captain will do whatever makes your party have the best trip possible by fishing for most of the trip or for only a short time. The average trip starts with fishing before switching to sightseeing, shelling, manatee/dolphin watching, swimming, or island hopping. The goal is to provide you with the best day on the water!
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    1/2 Day Fishing/Shelling Trip (AM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $500
    Our area is known for two things; our amazing fisheries and beaches full of shells. Take advantage of both in one trip! We can start off fishing inshore for Snook, Redfish, Tripletail, Trout, etc. before switching to shelling. The best way to gather the rarer and more beautiful shells is to take a boat ride to the isolated islands of North Captiva and Cayo Costa. Some parties choose to split-up, with half the group spending time shelling on deserted beaches while the other half fish the nearby waters.
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    Half Day Trip – Inshore (AM)
    In demand! Last booked: 3 days ago
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $500
    On this morning trip, you can target Redfish, Tarpon, Snook, Mangrove Snapper, Spanish Mackerel, Tripletail, Sharks, and more. Let's get on the water and put some fish in the boat! Inshore trips mean visiting fishing holes such as mangrove islands, oyster bars, docks, and passes, while occasionally venturing out into the gulf to fish the beaches.
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    1/2 Day Eco-Tour/Fishing Trip (PM)
    In demand! Last booked: 17 hours ago
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    Price for up to 3 persons
    US $500
    Depart in the afternoon and start your trip fishing before switching to manatee/dolphin watching, sightseeing, swimming, shelling, or island hopping. Perfect for groups with children or those who want to do more than just fishing. The captain will do whatever makes your party have the best trip possible by fishing for most of the trip or for only a short time. His goal is to provide you with the best day on the water!
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    1/2 Day Fishing/Shelling Trip (PM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    Price for up to 3 persons
    US $500
    Our area is known for two things; our amazing fisheries and beaches full of shells. Take advantage of both in one trip! We can start off fishing inshore for Snook, Redfish, Tripletail, Trout, etc. before switching to shelling. The best way to gather the rarer and more beautiful shells is to take a boat ride to the isolated islands of North Captiva and Cayo Costa. Some parties choose to split-up, with half the group spending time shelling on deserted beaches while the other half fish the nearby waters.
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    Half Day Trip – Inshore (PM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    Price for up to 3 persons
    US $500
    Let's get on the water and put some fish in the boat! Inshore trips mean visiting fishing holes such as mangrove islands, oyster bars, docks, and passes, while occasionally venturing out into the gulf to fish the beaches. Catches can include Snook, Spanish Mackerel, Tarpon, Redfish, Seatrout, Mangrove Snapper, Jack, Sharks, and more!
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    3/4 Day Fishing/Eco-Tour
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    Price for up to 3 persons
    US $700
    A very family friendly trip! Perfect for groups with children or who want to do more than just fishing. We will do whatever makes your party have the best trip possible by fishing for most of the trip or for only a short time. The average trip starts with fishing before switching to sightseeing, shelling, manatee/dolphin watching, swimming, or island hopping. Our goal is to provide you with the best day on the water!
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    3/4 Day Fishing/Shelling Trip
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    Price for up to 3 persons
    US $700
    Our area is known for two things; our amazing fisheries and beaches full of shells. Take advantage of both in one trip! We can start off fishing inshore for snook, redfish, tripletail, trout, etc. before switching to shelling. The best way to gather the rarer and more beautiful shells is to take a boat ride to the isolated islands of North Captiva and Cayo Costa. Some parties choose to split-up, with half the group spending time shelling on deserted beaches while the other half fish the nearby waters.
    Targeted fish
    Jack Crevalle
    Jack Crevalle
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    3/4 Day Trip – Inshore
    In demand! Last booked: 5 days ago
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    Price for up to 3 persons
    US $700
    At 6 hours long, a 3/4 day trip offers enough time to do it all! An inshore fishing trip means visiting fishing holes such as mangrove islands, oyster bars, docks, and passes, while occasionally venturing out into the gulf to fish the beaches. Catches can include Snook, Tripletail, Redfish, Seatrout, Tarpon, Mangrove Snapper, Jacks, Spanish Mackerel, Sharks and more!
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    Full Day Eco-Tour/Fishing Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $900
    A very family friendly trip! Perfect for groups with children or who want to do more than just fishing. We will do whatever makes your party have the best trip possible by fishing for most of the trip or for only a short time. The average trip starts with fishing before switching to sightseeing, shelling, manatee/dolphin watching, swimming, or island hopping. Our goal is to provide you with the best day on the water!
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    Full Day Shelling/Fishing Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $900
    Our area is known for two things; our amazing fisheries and beaches full of shells. Take advantage of both in one trip! We can start off fishing inshore for Snook, Redfish, Tripletail, Trout, etc. before switching to shelling. The best way to gather the rarer and more beautiful shells is to take a boat ride to the isolated islands of North Captiva and Cayo Costa. Some parties choose to split-up, with half the group spending time shelling on deserted beaches while the other half fish the nearby waters.
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
  • Private trip
    Full Day Trip – Inshore
    In demand! Last booked: 4 days ago
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    Price for up to 3 persons
    US $900
    For the serious anglers that just can't get enough! Let's get on the water and put some fish in the boat! Inshore trips mean visiting fishing holes such as mangrove islands, oyster bars, docks, and passes, while occasionally venturing out into the gulf to fish the beaches. Catches can include Snook, Redfish, Seatrout, Tarpon, Mangrove Snapper, Tripletail, Jacks, Spanish Mackerel, Sharks and more!
    Targeted fish
    Snook
    Snook
    Tarpon
    Tarpon
    Snapper (Mangrove)
    Mangrove Snapper
    Black Drum
    Black Drum
    Redfish
    Redfish
    Grouper (Gag)
    Gag Grouper
    Spanish Mackerel
    Spanish Mackerel
    Spotted Seatrout
    Spotted Seatrout
    Shark (Blacktip)
    Blacktip Shark
    Tripletail
    Tripletail
    Pompano
    Pompano
    Sheepshead
    Sheepshead
There are 113 people looking at this charter.

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 494 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (460)
Captain Jack is great!
Awesome trip!
Awesome trip!
+457
Angler rating
449
33
3
5
1
Anglers claimed
Good experience
96%
Friendly captain
99%
Recommend this charter
97%
Appropriate for children
97%
Satisfied with the boat
99%
Caught fish
94%
Sort by:
Featured  
Showing:
5 of 494 reviews
Cheryl M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip

VERIFIED   NEW  3/4 Day Trip – Inshore on January 26, 2025
We had an awesome time with captain Jack.  Even though Fort Myers has been experiencing record low temperatures this week,...
Cheryl M. recommends Captain Jack’s Fishing Charters
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Ramon G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

VERY knowledgeable and VERY patient

VERIFIED   1/2 Day Eco-Tour/Fishing Trip (PM) on January 8, 2025
We booked a last minute trip with Captain Jack yesterday. First of all, he was extremely upfront, honest and gave us the opportunity...
Ramon G. recommends Captain Jack’s Fishing Charters
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Ramon G. recommends Captain Jack’s Fishing Charters
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful

Mitchell D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day eco tour/fishing trip (am)

VERIFIED   1/2 Day Eco-Tour/Fishing Trip (AM) on August 27, 2024
I booked a half day fishing trip with Jack and I couldn’t recommend him enough. I brought with me my 7 year old (minor experience...
Mitchell D. recommends Captain Jack’s Fishing Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
Mitchell D. recommends Captain Jack’s Fishing Charters
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1 person finds this review helpful
You and 1 other person found this review helpful

JoAnne L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Experience with Captain Jack

VERIFIED   NEW  Half Day Trip – Inshore (AM) on January 13, 2025
My husband and I had a great experience fishing with Capt Jack. Capt Jack was accommodating, picking us up in the morning at...
JoAnne L. recommends Captain Jack’s Fishing Charters
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JoAnne L. recommends Captain Jack’s Fishing Charters
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Becky M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Jack is great!

VERIFIED   NEW  Half Day Trip – Inshore (AM) on February 6, 2025
We had a wonerful time!  We caught a lot of fish and saw sooo many dolphins!  Captain Jack was very kind and very knowledgeable....
Becky M. recommends Captain Jack’s Fishing Charters
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Becky M. recommends Captain Jack’s Fishing Charters
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FAQs about Captain Jack’s Fishing Charters

Captain Jack’s Fishing Charters offers the following trips to customers:
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Eco-Tour/Fishing Trip (AM) (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (AM) (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore (AM) (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Eco-Tour/Fishing Trip (PM) (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (PM) (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore (PM) (4 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Fishing/Eco-Tour (6 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Fishing/Shelling Trip (6 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Trip – Inshore (6 hours)
  • US $900 per group, additional US $50 per person after 3 guests - Full Day Eco-Tour/Fishing Trip (8 hours)
  • US $900 per group, additional US $50 per person after 3 guests - Full Day Shelling/Fishing Trip (8 hours)
  • US $900 per group, additional US $50 per person after 3 guests - Full Day Trip – Inshore (8 hours)

When you book a trip with Captain Jack’s Fishing Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well
  • Multimedia System
  • Wireless Trolling Motor
  • Ice Box

Trips booked with Captain Jack’s Fishing Charters include:
  • Rods, reels & tackle
  • Live Bait (Caught in advance. Baitfish and shrimp.)
  • Lures (Rarely used.)
  • Catch cleaning & filleting (Cleaning, filleting, and bagging fish is included.)
  • Drinks (Water/Gatorade)
  • Fishing License (All licenses are covered in the trip price.)

Captain Jack’s Fishing Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing (When conditions permit.)
  • Flats Fishing
  • Backcountry Fishing

Captain Jack’s Fishing Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Deep Sea Fishing

Top targeted fish species with Captain Jack’s Fishing Charters include:
  • Cobia
  • Jack Crevalle
  • Pompano
  • Redfish
  • Shark (Blacktip)
  • Sheepshead
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Spotted Seatrout
  • Tarpon
  • Tripletail

Your captain

Jack Yeslow
Fort Myers, Florida, United States
14 Fishing Reports
ID & license verified
494 Customer reviews
Response time within an hour
Member since October 2019
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.
Let's go out today and make the memory of a lifetime! Fishing is my greatest passion in life, my father and grandfather began fishing our waters in 1956 and instilled an appreciation for this slice of paradise in me. Passing my passion and knowledge onto clients always brings a smile to my face. I hope we get to spend a day on the water together soon!!!

The fish you can target

Cobia Cobia
Jack Crevalle Jack Crevalle
Pompano Pompano
Redfish Redfish

What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
23 ft
Year built
2023
Boat manufacturer
Southern Cross
Boat type
Bay boat

Engine model
Yamaha
Powered by
1 x 225HP
Max cruising speed
45 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
When conditions permit.
Flats Fishing
Backcountry Fishing

Which fishing techniques will you try?

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Deep Sea Fishing

Which amenities are available onboard

GPS
Fishfinder
Live Bait Well
Multimedia System
Wireless Trolling Motor
Ice Box

What’s included in the trip price

Rods, reels & tackle
Live Bait
Caught in advance. Baitfish and shrimp.
Lures
Rarely used.
Catch cleaning & filleting
Cleaning, filleting, and bagging fish is included.
Drinks
Water/Gatorade
Fishing License
All licenses are covered in the trip price.

How cancellations work

Free cancellation up to 1 day prior to trip

You can cancel or modify your booking up to 1 day 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.

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
All ages welcome; life vests provided
You Keep Catch
Captain will clean & bag catch. Regulations apply.
Catch and Release Allowed
Disabled Accessible

How you can pay

Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% 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
Checks
Bank Transfer

What’s biting in Fort Myers right now

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