Captain Jack’s Fishing Charters 

4.9/5 (664 reviews)
 
State licensed
 15001 Punta Rassa Road, Fort Myers, FL 33908, United States

Captain Jack’s Fishing Charters 

Up to 9 miles
Fort Myers, FL, United States
23 ft
6
4.9/5 (664 reviews)

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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!

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!

Jack Yeslow
Captain
Jack Yeslow
7 years of experience
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
1/2 Day Eco – Tour/Fishing Trip
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
Snook
Tarpon
Snapper (Mangrove)
Black Drum
+8
US $500
Entire boat: up to 3 people
1/2 Day Fishing/Shelling Trip
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
Jack Crevalle
Snook
Tarpon
Snapper (Mangrove)
+9
US $500
Entire boat: up to 3 people
Half Day Trip – Inshore
In high demand Last booked: 5 days ago
FREE Cancellation 1 day notice
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
Jack Crevalle
Snook
Tarpon
Snapper (Mangrove)
+8
US $500
Entire boat: up to 3 people
3/4 Day Fishing/Eco-Tour
FREE Cancellation 1 day notice
6 hour trip starts at 7:00 AM
Jack Crevalle
Snook
Tarpon
Snapper (Mangrove)
+8
US $700
Entire boat: up to 3 people
3/4 Day Fishing/Shelling Trip
FREE Cancellation 1 day notice
6 hour trip starts at 7:00 AM
Jack Crevalle
Snook
Tarpon
Snapper (Mangrove)
+8
US $700
Entire boat: up to 3 people
3/4 Day Trip – Inshore
FREE Cancellation 1 day notice
6 hour trip starts at 7:00 AM
Snook
Tarpon
Snapper (Mangrove)
Black Drum
+8
US $700
Entire boat: up to 3 people
Full Day Eco-Tour/Fishing Trip
FREE Cancellation 1 day notice
8 hour trip starts at 8:00 AM
Snook
Tarpon
Snapper (Mangrove)
Black Drum
+8
US $900
Entire boat: up to 3 people
Full Day Shelling/Fishing Trip
FREE Cancellation 1 day notice
8 hour trip starts at 8:00 AM
Snook
Tarpon
Snapper (Mangrove)
Black Drum
+8
US $900
Entire boat: up to 3 people
Full Day Trip – Inshore
FREE Cancellation 1 day notice
8 hour trip starts at 8:00 AM
Snook
Tarpon
Snapper (Mangrove)
Black Drum
+8
US $900
Entire boat: up to 3 people
There are 17 people looking at this charter.

Customer reviews

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Rating

4.9
664 reviews
4.8
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (651)

What anglers say

97%
Great experience
98%
Family friendly
99%
Friendly captain
100%
Good boat
97%
Recommended
96%
Caught fish

All reviews (664)

Frequently mentioned
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Showing 15 of 664 reviews
Anne Scharmach
Anne Scharmach
Repeat angler
us
Minnesota, US
Member since 2025
3 trips
5.0
Verified
The Highlight of Our Trip!
Half Day Trip – Inshore - 1:00 PM on March 21, 20264 adults

This was our second time booking a private charter with Captain Jack, and once again, it did not disappoint. We spent the day fishing in the Gulf off the Fort Myers Beach area and had an incredible time on the water. We were thrilled to land some impressive Snook and Grouper, but what really sets Captain Jack apart is his dedication to his clients. Mother Nature threw us a curveball and forced us to change our original plans, but Captain Jack went above and beyond, working a Saturday afternoon to make sure we still got our time on the water. His expertise and flexibility made all the difference. If you're looking for a top-tier, professional experience in the Fort Myers area, Captain Jack is the best in the business. We already can’t wait for our next trip!

Reported catch:
Snook
Irik Lloyd
Irik Lloyd
Repeat angler
us
Wisconsin, US
Member since 2024
3 trips
5.0
Verified
Awesome Fishing Trip
3/4 Day Trip – Inshore on April 1, 20263 adults

Our group of 3 went out with Jack fishing today on a 6 hour trip and had the best time! Personally this was my 2nd trip with Jack and I couldnt recommend him more. We caught 6 different species and around 25 total fish including more than enough for dinner. He is very knowledgeable on not only the fishing but the Ft Myers area. His communication is great and was very attentive to our group. When fishing got slow he didnt hesitate to move the boat and put us back on fish. Overall we had an amazing time!

Reported catch:
Snook
Redfish
Gag Grouper
Spanish Mackerel
+1
Steve Polkowski
Steve Polkowski
Repeat angler
us
Duluth, MN, US
Member since 2024
2 trips
5.0
Verified
Amazing family trip!
3/4 Day Trip – Inshore on March 26, 20263 adults1 child

Our trip was absolutely amazing. we went out for 6 hours and he kept the kids (9 and 13) engaged the entire time. He was polite and answered all the kids crazy queations with a smile. He moved us around and used different techniques to keep things fresh. We caught over a dozen fish, 3 keepers. Absolutely perfect for a family of 4. The 9 year old said “Dad, give Jack a perfect score!”

Reported catch:
Snook
Speckled Trout
Kevin Knight
Kevin Knight
us
Illinois, US
Member since 2026
5.0
Verified
New
Lots of fish in numbers and species
3/4 Day Fishing/Shelling Trip on July 9, 20262 adults1 child

Me and my sons had a great time. Captain Jack was very knowledgeable and made sure we were on the fish at all times. I would definitely recommend him to anybody that wants to fish down here at Sanibel Island

Reported catch:
Jack Crevalle
Snook
Mangrove Snapper
Redfish
+1
Doug Heuring
Doug Heuring
us
Missouri, US
Member since 2024
5.0
Verified
New
great FISHING trip in SW Florida
Half Day Trip – Inshore on July 13, 20264 adults

Captain Jack is great - excellent knowledge of the islands - finds great spots & moves you if there not biting - kept a group of 4 fishing at all times - would highly recommend him to others

Reported catch:
Snook
Mangrove Snapper
Redfish

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 (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Eco – Tour/Fishing Trip - 1:00 PM (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - 1/2 Day Fishing/Shelling Trip - 1:00 PM (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore (4 hours)
  • US $500 per group, additional US $50 per person after 3 guests - Half Day Trip – Inshore - 1:00 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
  • Speckled Trout
  • Tarpon
  • Tripletail

Your captain

Jack Yeslow
Jack Yeslow
Jack Yeslow

Fort Myers, Florida, United States

14 Fishing Reports
ID & license verified
664 Customer reviews
Typical response 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!!!

14 Fishing Reports
ID & license verified
664 Customer reviews
Typical response 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
Blacktip Shark
Blacktip Shark
Sheepshead
Sheepshead
Mangrove Snapper
Mangrove Snapper
Snook
Snook
Spanish Mackerel
Spanish Mackerel
Speckled Trout
Speckled Trout
Tarpon
Tarpon
Tripletail
Tripletail
Cobia
Cobia
Jack Crevalle
Jack Crevalle
Pompano
Pompano
Redfish
Redfish
Blacktip Shark
Blacktip Shark

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 you can 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.

More details

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 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

What’s biting in Fort Myers right now

CobiaCobia
Jack CrevalleJack Crevalle
RedfishRedfish
Snapper (Mangrove)Snapper (Mangrove)
SnookSnook
Speckled TroutSpeckled Trout
TarponTarpon
TripletailTripletail

Compare similar fishing charters

Current
Captain Jack’s Fishing Charters
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State licensed
4.9
(664)
23 ft
Group size 1 - 6
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+10
4 hour trip • 3 persons
US $500