Maxed Out Charters – Pine Island 

4.9/5 (56 reviews)
 
State licensed
 Main Street, Bokeelia, FL 33922, United States

Maxed Out Charters – Pine Island 

Up to 9 miles
Bokeelia, FL, United States
25 ft
6
4.9/5 (56 reviews)

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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?

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
14 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
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Half Day Trip (AM)
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $550
Entire boat: up to 3 people
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 hour trip starts at 1:00 PM
US $550
Entire boat: up to 3 people
Shark Fishing
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
Cobia
Permit
Shark (Hammerhead)
Shark (Blacktip)
+3
US $600
Entire boat: up to 3 people
6 hr Family Combination
FREE Cancellation 3 days notice
6 hour trip starts at 8:30 AM
Snook
Snapper (Mangrove)
Black Drum
Redfish
+3
US $650
Entire boat: up to 3 people
3/4 Day Trip
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
US $750
Entire boat: up to 3 people
Full Day Trip
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
US $950
Entire boat: up to 3 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
56 reviews
5.0
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (52)

What anglers say

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

All reviews (56)

Frequently mentioned
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Showing 15 of 56 reviews
Greg Stephens
Greg Stephens
us
California, US
Member since 2026
5.0
Verified
New
New Go-To Charter
3/4 Day Trip on June 16, 20263 adults

June 16th 2026....Awesome day on the water with Captain Billy. Put us on some nice Reds and filled the cooler with Trout. All made for a wonderful dinner. Boat was in great condition and very comfortable. Fishing gear was quality and the captain was very knowledgeable about the local fishery. Would highly recommend to all and we will definitely be back soon for another round on the water with Billy. Thank you, Sir, for the memorable day.

Reported catch:
Snook
Permit
Speckled Trout
Redfish
Tyler Wilterding
Tyler Wilterding
us
Nebraska, US
Member since 2026
5.0
Verified
Good Family Time
6 hr Family Combination on March 21, 20265 adults1 child

Captain Billy did a great job getting us on some fish. He worked quickly keeping the hooks all baited up and our older kids catching fish. Would reccomend!

Marcia Cajeira
Marcia Cajeira
us
New Jersey, US
Member since 2025
5.0
Verified
Non stop catch!
Half Day Trip (PM) on December 28, 20254 adults

Billy and Travis were awesome. Very pleasant and super helpful. Any questions we had they answered. They were very knowledgeable. They took us out near Captiva and we instantly started catching fish non stop for a good 40 minutes. Couldn’t ask for a better crew.

Reported catch:
Snook
Mangrove Snapper
Black Drum
Sheepshead
+1
Brian Brown
Brian Brown
us
Illinois, US
Member since 2026
5.0
Verified
Caught fish and learned the area
Half Day Trip (PM) on May 17, 20262 adults

Good trip, good captain, nice boat. caught fish!

Terry D
Terry D
us
Minnesota, US
Member since 2026
5.0
Verified
Great fishing trip!
Half Day Trip (AM) on January 23, 20263 adults

Everything was great - we would do it again!

Reported catch:
Snook
Black Drum
Sheepshead
Redfish
+1

FAQs about 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 $750 per group, additional US $50 per person after 3 guests - 3/4 Day Trip (6 hours)
  • US $950 per group, additional US $50 per person after 3 guests - Full Day Trip (8 hours)
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
Trips booked with Maxed Out Charters – Pine Island include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • Drinks
  • Fishing license
Maxed Out Charters – Pine Island offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Reef fishing
  • Wreck fishing
  • Flats fishing
  • Backcountry fishing
Maxed Out Charters – Pine Island offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Drift fishing
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
Billy Williams
Billy Williams

Bokeelia, Florida, United States

ID & license verified
376 Customer reviews
Typical response 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.

ID & license verified
376 Customer reviews
Typical response 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
Black Drum
Black Drum
Cobia
Cobia
Gag Grouper
Gag Grouper
Red Grouper
Red Grouper
Permit
Permit

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.

More details

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)
Speckled TroutSpeckled Trout
TripletailTripletail

Compare similar fishing charters

Current
Maxed Out Charters – Pine Island
Maxed Out Charters – Pine Island
State licensed
4.9
(56)
25 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 3 persons
US $550