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 Eco-Tour/Fishing Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $800
    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
    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
    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 Fishing/Eco-Tour
    In demand! Last booked: 2 days ago
    FREE Cancellation 1 day notice
    6 Hour Trip, starts at 7:00 AM
    $600
    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 1 day notice
    6 Hour Trip, starts at 7:00 AM
    $600
    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 1 day notice
    6 Hour Trip, starts at 7:00 AM
    $600
    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
    $450
    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: 6 days ago
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    $450
    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 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $450
    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
    $450
    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)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $450
    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)
    In demand! Last booked: 6 days ago
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 1:00 PM
    $450
    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 13 people looking at this charter.

About the Captain

Jack Yeslow
Fort Myers, Florida, United States
Angler's Choice
8 Fishing Reports
ID & License verified
200 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) Goliath Grouper
Permit Permit
Redfish Redfish

Shark (Blacktip) Blacktip Shark
Sheepshead Sheepshead
Snapper (Mangrove) Mangrove Snapper
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 250HP Yamaha engine, with a maximum cruising speed of 45 knots.

Length
23 ft
Capacity
5 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
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
Ice Box
GPS
Fishfinder
Flybridge
Live Bait Well
Multimedia System
Wireless Trolling Motor

Trip Includes

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

Cancellation Policy

Free cancellation up to 1 day prior to trip

Customers can cancel or modify their booking up to 1 day before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

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 20% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 20% 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
Mastercard
American Express
PayPal
Checks
Bank Transfer

Fort Myers Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (209)
4.9
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 200 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
Fishing with Jack
Fishing with Jack
Half day fishing with Capn Jack
+206
Angler Rating
181
14
0
3
1
Anglers Claimed
Good experience
96%
Friendly captain
99%
Recommend this charter
98%
Appropriate for children
98%
Satisfied with the boat
100%
Catch intended fish
92%
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Showing:
5 of 200 reviews
Kevin K.
Alton, IL
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Morning Trip Fantastic

VERIFIED   Half Day Trip – Inshore (AM) on July 21, 2021
My wife, two boys, 10 and 15, met Jack who had finalized the details and meeting time the day before.  He had asked us what...
Kevin K. recommends Captain Jack’s Fishing Charters
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful
Kevin K. recommends Captain Jack’s Fishing Charters
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful

Johnathan J.
Marco Island, Florida
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Nurse Shark Capture!

VERIFIED   1/2 Day Eco-Tour/Fishing Trip (AM) on June 20, 2021
Jack was great!  Me and my Best friend talked about how he was chill and we liked it…. We didn’t feel we had to keep a...
Johnathan J. recommends Captain Jack’s Fishing Charters
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Johnathan J. recommends Captain Jack’s Fishing Charters
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Hayley S.
Warsaw, IN
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

6 Hour Trip

VERIFIED   3/4 Day Fishing/Shelling Trip on May 20, 2021
Fantastic trip! I seriously cannot say enough good things about Captain Jack. My family had so much fun out on the boat with...
Hayley S. recommends Captain Jack’s Fishing Charters
Mark as helpful
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Hayley S. recommends Captain Jack’s Fishing Charters
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James P.
Marshfield, WI
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

4 Hour fishing trip.

VERIFIED   NEW  1/2 Day Eco-Tour/Fishing Trip (AM) on October 6, 2021
Some friends and I were in Fort Myers for a vacation. We asked Jack to try to have us catch a little bit of meat and then to...
James P. recommends Captain Jack’s Fishing Charters
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James P. recommends Captain Jack’s Fishing Charters
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SUE C.
Altamonte Springs, FL
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half Day Fishing/Shelling with Captain Jack

VERIFIED   1/2 Day Fishing/Shelling Trip (AM) on June 16, 2021
What a Fabulous experience with Captain Jack !! Excellent communication before and during the trip.  His knowledge and experience...
SUE C. recommends Captain Jack’s Fishing Charters
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SUE C. recommends Captain Jack’s Fishing Charters
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You found this helpful

FAQs about Captain Jack’s Fishing Charters

Captain Jack’s Fishing Charters offers the following trips to customers:
  • $450 per group, additional $50 per person after 3 guests - 1/2 Day Eco-Tour/Fishing Trip (AM) (4 hours)
  • $450 per group, additional $50 per person after 3 guests - 1/2 Day Eco-Tour/Fishing Trip (PM) (4 hours)
  • $450 per group, additional $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (AM) (4 hours)
  • $450 per group, additional $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (PM) (4 hours)
  • $450 per group, additional $50 per person after 3 guests - Half Day Trip – Inshore (AM) (4 hours)
  • $450 per group, additional $50 per person after 3 guests - Half Day Trip – Inshore (PM) (4 hours)
  • $600 per group, additional $50 per person after 3 guests - 3/4 Day Fishing/Eco-Tour (6 hours)
  • $600 per group, additional $50 per person after 3 guests - 3/4 Day Fishing/Shelling Trip (6 hours)
  • $600 per group, additional $50 per person after 3 guests - 3/4 Day Trip – Inshore (6 hours)
  • $800 per group, additional $50 per person after 3 guests - Full Day Eco-Tour/Fishing Trip (8 hours)
  • $800 per group, additional $50 per person after 3 guests - Full Day Shelling/Fishing Trip (8 hours)
  • $800 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