Maxed Out Charters – Pine Island 

5.0/5 (44 reviews)
 
State licensed
 Main Street, Bokeelia, FL 33922, United States
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You may qualify for a Loyalty Program discount with Maxed Out Charters – Pine Island. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

Explore the beauful waters of Bokeelia, Florida with one of the best charters in the area – book a trip with Maxed Out Charters. They’re all about fishing fun for the whole family in shallow smooth waters of their back bays around the mangrove islands and grass flats.

Captain Billy Williams is the proud owner of Maxed Out Charters and his boat is a Skeeter SX2550 bay boat, 2021 model. Everything on board is top-notch and brand new, from a 300 HP Yamaha motor to marine electronics and safety equipment. The vessel also features an ice box, wireless trolling motor, and a livewell to keep your bait fresh and tasty.

The captain will take you and up to 5 other anglers after Trout, Snook, Redfish, and Snapper, just to name a few. He’ll show you all the hot spots and the most efficient techniques, including drifting and bottom fishing.

And what about the gear? You won’t have to worry about a thing, since all the tackle is covered by the charter, including lures and live bait. Fish filleting and cleaning is also complimentary and done by the first mate after the trip. You won’t have to think about fishing licenses either – Maxed Out Charters will take care of that, too. What else can you ask for a perfect day on the water?

Billy Williams

Captain

Billy Williams

13 years of experience
 ID & credentials verified
 responds within an hour

Most popular features:

 Fishing License
 Live Bait
 You Keep Catch
 Catch cleaning & filleting
 Drinks
 Child Friendly
 Ice Box
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
Half Day Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:30 AM
Price for up to 3 people
US $550 
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 2:00 PM
Price for up to 3 people
US $550 
Shark Fishing
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
Price for up to 3 people
US $600 
6 hr Family Combination
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:30 AM
Price for up to 3 people
US $650 
3/4 Day Trip
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:30 AM
Price for up to 3 people
US $700 
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:30 AM
Price for up to 3 people
US $900 
There are 2 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 44 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (47)

Awesome day!
Awesome day!
Awesome day!
+44

Angler rating

43
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

97%

Showing 1 - 5 of 44 reviews
Dave W.
Dave W.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Amazing Fishing Trip!

VERIFIED

Shark Fishing on September 8, 2024

We had an incredible experience on a fishing charter with Captain Billy and his mate Kyle. From the start, they were kind, patient, and made my eight-year-old son feel completely comfortable. My son had been dreaming of catching a shark, and Captain Billy and Kyle didn’t stop until that dream came true! Their determination and enthusiasm were truly impressive. Throughout the day, we caught a bunch of fish, and the entire experience was filled with fun and excitement. It was an amazing day, and I can’t recommend this crew enough for families looking for a memorable fishing adventure Thanks again Captian Billy …we’ll be back!

We had an incredible experience on a fishing charter with Captain Billy and his mate Kyle. From the start, they were kind, patient, and made my eight-year-old son feel completely comfortable. My son had been dreaming of catching a shark, and Captain Billy and Kyle didn’t stop until that dream came true! Their determination and enthusiasm were truly impressive. Throughout the day, we caught a bunch of fish, and the entire experience was filled with fun and excitement. It was an amazing day, and...  

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 Dave W. recommends Maxed Out Charters – Pine Island
1 person finds this review helpful

Anton R.
Anton R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Can't wait to go again.

VERIFIED

Half Day Trip (AM) on February 7, 2025

Billy W. is a great natural angler. Is not shy about telling you what you are doing wrong which really comes in handy. Very easy to talk to and quick to answer. Caught fish most of the time and was quick to move once the bite died out or there was nothing there. Will definitely look him up again in the future. Thanks for a great and fun day Billy!

Billy W. is a great natural angler. Is not shy about telling you what you are doing wrong which really comes in handy. Very easy to talk to and quick to answer. Caught fish most of the time and was quick to move once the bite died out or there was nothing there. Will definitely look him up again in the future. Thanks for a great and fun day Billy!  

 Anton R. recommends Maxed Out Charters – Pine Island
1 person finds this review helpful

John L.
John L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome day!

VERIFIED
NEW

Full Day Trip on April 26, 2025

Capt Bill was awesome!! He put us on fish and 2 out of 3 of us got the trifecta! We caught a lot of fish and so many varieties. Had a blast!

Capt Bill was awesome!! He put us on fish and 2 out of 3 of us got the trifecta! We caught a lot of fish and so many varieties. Had a blast!  

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 John L. recommends Maxed Out Charters – Pine Island

Katie K.
Katie K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Fishing Trip!

VERIFIED

Half Day Trip (AM) on February 25, 2025

We had the best time with Captain Billy on our fishing trip. He was helpful, knowledgeable, and made sure we had a good time. We caught a few different kinds of fish and even got to keep enough to take with us for a meal.

We had the best time with Captain Billy on our fishing trip. He was helpful, knowledgeable, and made sure we had a good time. We caught a few different kinds of fish and even got to keep enough to take with us for a meal.  

 Katie K. recommends Maxed Out Charters – Pine Island
1 person finds this review helpful

Thomas H.
Thomas H.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome day

VERIFIED

3/4 Day Trip on March 21, 2025

Started the day off in high winds and 50° weather. Didn't slow the captain down. We were on fish right away and all day!. Very kid friendly. 10/10 we will be back.

Started the day off in high winds and 50° weather. Didn't slow the captain down. We were on fish right away and all day!. Very kid friendly. 10/10 we will be back.  

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 Thomas H. recommends Maxed Out Charters – Pine Island

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FAQs about Maxed Out Charters – Pine Island

What are the trip rates for Maxed Out Charters – Pine Island?

Maxed Out Charters – Pine Island offers the following trips to customers:

  • US $550 per group, additional US $50 per person after 3 guests - Half Day Trip (AM) (4 hours)
  • US $550 per group, additional US $50 per person after 3 guests - Half Day Trip (PM) (4 hours)
  • US $600 per group, additional US $50 per person after 3 guests - Shark Fishing (4 hours)
  • US $650 per group, additional US $50 per person after 3 guests - 6 hr Family Combination (6 hours)
  • US $700 per group, additional US $50 per person after 3 guests - 3/4 Day Trip (6 hours)
  • US $900 per group, additional US $50 per person after 3 guests - Full Day Trip (8 hours)
Which amenities are available onboard with Maxed Out Charters – Pine Island?

When you book a trip with Maxed Out Charters – Pine Island, you can expect the following amenities onboard:

  • GPS
  • Fishfinder
  • Live Bait Well
  • Wireless Trolling Motor
  • Ice Box
What's included in the trip price with Maxed Out Charters – Pine Island?

Trips booked with Maxed Out Charters – Pine Island include:

  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks
  • Fishing License
What types of fishing does Maxed Out Charters – Pine Island offer?

Maxed Out Charters – Pine Island offers the following types of fishing:

  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing
  • Wreck Fishing
  • Flats Fishing
  • Backcountry Fishing
What fishing techniques does Maxed Out Charters – Pine Island offer?

Maxed Out Charters – Pine Island offers the following fishing techniques:

  • Light Tackle
  • Bottom Fishing
  • Drift Fishing
Which fish species can I catch with Maxed Out Charters – Pine Island?

Top targeted fish species with Maxed Out Charters – Pine Island include:

  • Black Drum
  • Cobia
  • Grouper (Gag)
  • Grouper (Red)
  • Permit
  • Redfish
  • Sheepshead
  • Snapper (Lane)
  • Snapper (Mangrove)
  • Snook
  • Speckled Trout
  • Tripletail

Your captain

Billy Williams

Bokeelia, Florida, United States

ID & license verified
320 Customer reviews
Response time within an hour
Member since February 2016
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.

Maxed Out Charters is run and operated by Captain Billy Williams. He was born and raised in Fort Myers and has been fishing all his life. Captain Billy has been running charters since 2012 and fishing is his passion. He loves being on the water and sharing his knowledge with both beginners and experienced anglers.

The fish you can target

Black Drum
Black Drum
Cobia
Cobia
Gag Grouper
Gag Grouper
Red Grouper
Red Grouper
Permit
Permit
Redfish
Redfish
Sheepshead
Sheepshead
Lane Snapper
Lane Snapper
Mangrove Snapper
Mangrove Snapper
Snook
Snook
Speckled Trout
Speckled Trout
Tripletail
Tripletail

What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
25 ft
Year built
2021
Boat manufacturer
Skeeter SX2550
Boat type
Bay boat

Engine model
Yamaha
Powered by
1 x 300HP
Max cruising speed
50 knots

What kind of fishing will you do?

Inshore Fishing

Nearshore Fishing

Reef Fishing

Wreck Fishing

Flats Fishing

Backcountry Fishing

Which fishing techniques you can try

Light Tackle

Bottom Fishing

Drift Fishing

Which amenities are available onboard

GPS

Fishfinder

Live Bait Well

Wireless Trolling Motor

Ice Box

What’s included in the trip price

Rods, reels & tackle

Live Bait

Lures

Catch cleaning & filleting

Drinks

Fishing License

How cancellations work

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.

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child Friendly

You Keep Catch

Catch and Release Allowed

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

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in Bokeelia right now

Black DrumBlack Drum
CobiaCobia
Grouper (Gag)Grouper (Gag)
Grouper (Red)Grouper (Red)
PermitPermit
RedfishRedfish
Snapper (Mangrove)Snapper (Mangrove)
TripletailTripletail
2 people are looking at this charter.