Captain Jack’s Fishing Charters

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, 23’ vessel 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!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip – Nearshore
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $950
    up to 4 persons
    + $50
    each additional person
    Pushing off into the Gulf of Mexico to enjoy a thrilling day of fishing is always a treat. Going up to 9 nautical miles from shore some of the most common catches on these trips are Snapper, King Mackerel, Spanish Mackerel, Grouper, Cobia, Permit, Bonito, Barracuda, and many more! You never know what can happen out there!
  • Private trip
    Full Day Eco-Tour/Fishing Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $800
    up to 4 persons
    + $50
    each additional person
    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!
  • Private trip
    Full Day Shelling/Fishing Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $800
    up to 4 persons
    + $50
    each additional person
    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.
  • Private trip
    Full Day Trip – Inshore
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $800
    up to 4 persons
    + $50
    each additional person
    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!
  • Private trip
    3/4 Day Trip – Nearshore
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    $700
    up to 4 persons
    + $50
    each additional person
    Pushing off into the Gulf of Mexico to enjoy a thrilling day of fishing is always a treat. Going up to 9 nautical miles from shore some of the most common catches on these trips are Snapper, King Mackerel, Spanish Mackerel, Grouper, Cobia, Permit, Bonito, Barracuda, and many more! You never know what can happen out there!
  • Private trip
    3/4 Day Trip – Inshore
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    $600
    up to 4 persons
    + $50
    each additional person
    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!
  • Private trip
    1/2 Day Eco-Tour/Fishing Trip (AM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $400
    up to 4 persons
    + $50
    each additional person
    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!
  • Private trip
    1/2 Day Eco-Tour/Fishing Trip (PM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    $400
    up to 4 persons
    + $50
    each additional person
    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!
  • Private trip
    1/2 Day Fishing/Shelling Trip (AM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $400
    up to 4 persons
    + $50
    each additional person
    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.
  • Private trip
    1/2 Day Fishing/Shelling Trip (PM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    $400
    up to 4 persons
    + $50
    each additional person
    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.
  • Private trip
    4 hr Evening/Sunset Trips
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 2:05 PM
    $400
    up to 4 persons
    + $50
    each additional person
    A family-friendly, 4 hour evening/sunset trip! We will do whatever will make your party the happiest! Fishing/Shelling/Sightseeing/Sunset/Eco-Tour. We can go inshore fishing for snook/redfish/trout/snapper etc. AND/OR visiting the beaches of Sanibel, Captiva, North Captiva, Cayo Costa etc. AND/OR see some wildlife in their natural habitat! We can see tons of different animals including, bald eagles, ospreys, dolphins, turtles, manatees and more! AND/OR watch out beautiful sunsets... Start times can vary
  • Private trip
    Half Day Trip – Inshore (AM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $400
    up to 4 persons
    + $50
    each additional person
    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.
  • Private trip
    Half Day Trip – Inshore (PM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    $400
    up to 4 persons
    + $50
    each additional person
    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!
There are 5 people looking at this charter.

About the Captain

Jack Yeslow
Fort Myers, Florida, United States
Angler's Choice
7 Fishing Reports
ID & License verified
39 Customer Reviews
Response time within an hour
Member since October 2019
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!!!

About this listing

Targeted Species

Cobia Cobia
Grouper (Goliath) Grouper (Goliath)
Permit Permit
Redfish Redfish

Shark (Blacktip) Shark (Blacktip)
Sheepshead Sheepshead
Snapper (Mangrove) Snapper (Mangrove)
Snook Snook

Spanish Mackerel Spanish Mackerel
Spotted Seatrout Spotted Seatrout
Tarpon Tarpon
Tripletail Tripletail

Boat Specs

Aqua Star (Bay boat) originally built in 1977, and restored in 2017. Powered by a 225HP Yamaha engine, with a maximum cruising speed of 40 knots.

Length
23 ft
Capacity
6 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Drift Fishing
Handline
Deep Sea Fishing

Amenities

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

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
Fishing License

Policies

FREE Cancellation
You can cancel or change your booking free of charge up to 1 day before the trip date. If the captain cannot run the trip due to unsafe weather conditions, your booking can be moved to another date or canceled free of charge.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 25% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.
Pay remaining balance to captain
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
American Express
PayPal
Mastercard
Checks
Bank Transfer

Fort Myers Fishing Calendar

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Customer Reviews

Rating Summary
Photos by reviewers (46)
4.96
out of 5 stars from 39 reviews
Boat
Crew
Experience
Afternoon trip with Captain Jack
Afternoon trip with Captain Jack
Half day with Captain Jack
+43
Angler Rating
38
1
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
87%
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Showing:
5 of 39 reviews
Brandon C.
United States
 5.00
Experience:
Boat
Crew
Overall

Afternoon Trip with Captain Jack

November 17, 2019
What an experience! I was a little worried because the weather was getting cold but no. The 5 of us the were brought out caught...
Brandon C. recommends Captain Jack’s Fishing Charters
Mark as helpful
You found this helpful
  Jack Yeslow Captain replied

Brett B.
Fort Myers Beach, Florida
 5.00
Experience:
Boat
Crew
Overall

Flats Fishing With Captain Jack

VERIFIED   December 28, 2019
It was an absolute blast fishing with Captain Jack! He is a Ft Myers native and has grown up fishing these waters. I brought...
Brett B. recommends Captain Jack’s Fishing Charters
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful
  Jack Yeslow Captain replied

Lauren S.
Fort Myers, Florida
 5.00
Experience:
Boat
Crew
Overall

Fishing trip with Captain Jack

VERIFIED   January 12, 2020
We had a great time on our fishing trip with Captain Jack! We boated to a few different locations and we had one spot where...
Lauren S. recommends Captain Jack’s Fishing Charters
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Lauren S. recommends Captain Jack’s Fishing Charters
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Chris K.
Lino Lakes, MN
 5.00
Experience:
Boat
Crew
Overall

Half day with Captain Jack

VERIFIED   NEW  March 12, 2020
A great time with Captain Jack. He got us on a variety of fish, including a couple of real nice triple tails. He also recommended...
Chris K. recommends Captain Jack’s Fishing Charters
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Chris K. recommends Captain Jack’s Fishing Charters
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Donald D.
Hutchinson, MN
 5.00
Experience:
Boat
Crew
Overall

Half day with Captain Jack

VERIFIED   NEW  March 9, 2020
Great afternoon fishing the local waters!  Captain Jack was great working with our kids and getting us on fish. ...
Donald D. recommends Captain Jack’s Fishing Charters
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Donald D. recommends Captain Jack’s Fishing Charters
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Fishing Reports

We’re still running trips and the fishin

March 23, 2020

Lots of variety this past week! The weather is perfect and the fish are biting. We’ve been catching snook, redfish, tripletail, sharks, mackeral, jacks, pompano and even a few gag grouper! Also the dolphins are everywhere and the manatees… Read Full Report →