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
    1/2 Day Eco-Tour/Fishing Trip (AM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $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!
  • Private trip
    1/2 Day Eco-Tour/Fishing Trip (PM)
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 1:00 PM
    $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!
  • Private trip
    1/2 Day Fishing/Shelling Trip (AM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $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.
  • Private trip
    1/2 Day Fishing/Shelling Trip (PM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 1:00 PM
    $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.
  • Private trip
    Half Day Trip – Inshore (AM)
    In demand! Last booked: 3 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    $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.
  • Private trip
    Half Day Trip – Inshore (PM)
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 1:00 PM
    $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!
  • Private trip
    3/4 Day Fishing/Eco-Tour
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    $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!
  • Private trip
    3/4 Day Fishing/Shelling Trip
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    $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.
  • Private trip
    3/4 Day Trip – Inshore
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    $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!
  • Private trip
    Full Day Eco-Tour/Fishing Trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    $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!
  • Private trip
    Full Day Shelling/Fishing Trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    $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.
  • Private trip
    Full Day Trip – Inshore
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    $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!
There are 15 people looking at this charter.

About the Captain

Jack Yeslow
Fort Myers, Florida, United States
8 Fishing Reports
ID & License verified
302 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!!!

About this listing

Targeted species

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

Boat specs

Aqua Star (Bay boat) originally built in 1977, and restored in 2017. Powered by a 250HP Yamaha engine, with a maximum cruising speed of 45 knots.

Length
23 ft
Capacity
5 persons

Types of fishing

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

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Deep Sea Fishing

Amenities

GPS
Fishfinder
Flybridge
Live Bait Well
Multimedia System
Wireless Trolling Motor

Trip includes

Rods, reels & tackle
Live Bait
Caught in advance. Baitfish and shrimp.
Lures
Rarely used.
Catch cleaning & filleting
Drinks
Water/Gatorade
Fishing License

Cancellation policy

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days 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.

Listing policies

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

Payment

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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

Fort Myers Fishing Calendar

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Customer reviews

Rating Summary
Excellent
4.9 / 5
out of 5 stars from 302 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (298)
8 hour full day
Fishing with Jack
Fishing with Jack
+295
Angler Rating
271
26
0
3
1
Anglers Claimed
Good experience
97%
Friendly captain
99%
Recommend this charter
98%
Appropriate for children
97%
Satisfied with the boat
100%
Catch intended fish
90%
Sort By:
Featured  
Showing:
5 of 302 reviews
Chad H.
Marshfield, WI
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

8 hour full day

VERIFIED   NEW  Full Day Trip – Inshore on January 24, 2023
I came down from Wisconsin with no fishing experience on the gulf.  Captain Jack showed us all the techniques and explained...
Chad H. recommends Captain Jack’s Fishing Charters
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Chad H. recommends Captain Jack’s Fishing Charters
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Elizabeth M.
Lakeville, IN
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3/4 Day Fishing and Shelling

VERIFIED   3/4 Day Fishing/Shelling Trip on June 1, 2022
We had an amazing day with Capt. Jack!  Started of seeing a shark while getting bait.  We then all caught a few sea trout...
Elizabeth M. recommends Captain Jack’s Fishing Charters
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Elizabeth M. recommends Captain Jack’s Fishing Charters
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Kristen K.
Fall Creek, WI
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Jack

VERIFIED   NEW  Half Day Trip – Inshore (AM) on January 17, 2023
Wonderful morning out on the water. Captain Jack was great with our 8 & 9 yr old kids and all of their questions and helping...
Kristen K. recommends Captain Jack’s Fishing Charters
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Kristen K. recommends Captain Jack’s Fishing Charters
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Adam H.
Ossining, NY
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Inshore trip

VERIFIED   Half Day Trip – Inshore (PM) on February 18, 2022
Captain Jack provided a wonderful experience fishing the inshore waters off of Sanibel and Captiva. We had been fishing the...
Adam H. recommends Captain Jack’s Fishing Charters
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Adam H. recommends Captain Jack’s Fishing Charters
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Ronald B.
Cape Coral, Florida
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Very good
4.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day with captain jack

VERIFIED   Half Day Trip – Inshore (AM) on March 2, 2022
Had a good time. Jack was knowledgeable and easy to work with. Although we started out trying for sea trout but no bites (...
Ronald B. recommends Captain Jack’s Fishing Charters
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2 persons find this review helpful
You and 2 people found this review helpful
Ronald B. recommends Captain Jack’s Fishing Charters
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful

FAQs about Captain Jack’s Fishing Charters

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

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
  • Grouper (Goliath)
  • Permit
  • Redfish
  • Shark (Blacktip)
  • Sheepshead
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Spotted Seatrout
  • Tarpon
  • Tripletail