Chum Crazy Charters

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Chum Crazy Charters is a fishing charter business that operates in the backbay and nearshore waters of Sanibel, Fort Myers Beach, and Bonita Springs. We offer both inshore, and nearshore reef/wreck fishing. Inshore fishing seems to be the more popular option and consists of fishing the mangroves ...

Chum Crazy Charters is a fishing charter business that operates in the backbay and nearshore waters of Sanibel, Fort Myers Beach, and Bonita Springs. We offer both inshore, and nearshore reef/wreck fishing. Inshore fishing seems to be the more popular option and consists of fishing the mangroves and oyster bars with live bait fish. In the shallow backwaters we catch redfish, snook, trout, sharks, snapper, flounder, jack crevalle, sheepshead, and many more. The possibilities are endless. If one wants to venture out to a nearshore wreck or reef within 9 miles of shore we are equipped to do that as well. Our common catches on nearshore trips are goliath grouper ranging from 80 lbs. up to 500 lbs., kingfish, snapper, cobia, sheepshead, mackerel, and many others. We also offer shelling, sightseeing, custom trips and can accommodate larger parties requiring multiple boats and captains. Chum Crazy Charters is owned and operated by Captain Drew Underwood, a friendly and personable guy that aims to create a pleasant and safe atmosphere aboard the boat. Captain Drew has been fishing the SW Florida waters for over a decade and has a reputation for catching the big ones. As a versatile angler, Captain Drew is able to accommodate anyone from extreme anglers looking for their next trophy, or a new-to-fishing family of four looking for an adventure. Although tide and weather determine much in your fishing trip, Captain Drew knows a few tricks of the trade to ensure fish are reeled in even on the slow days. The boat is well-equipped Bay Boat with 150HP Yamaha engine. With dual livewells, powerpole, jackplate, and trolling motor, the vessel is a fishing machine! Chum Crazy Charters provides everything you will need for a successful and safe day on the water. Safety features includes PFDs (personal floatation devices), flares, and First-Aid equipment. Fishing gear included in your trip is top-of-the-line rods and reels; tackle is also included. Captain Drew will take care of your fishing license, your group of four just need to show up ready to fish! You may want to bring food or drinks for the day in a small cooler. And of course be ready for the hot, Florida sun – wearing a hat and sunscreen is always a good idea. Feel free to ask any questions to prepare your group for a day on the water. Get ready for the greatest fishing experience in the SW Florida area! Book with Chum Crazy Charters and Captain Drew today!

Popular Features:

  • Fishing License Included
  • Children Welcome
  • Fishing Tackle Included
  • Fishing Trips with Chum Crazy Charters start at: $495.00

    View Trips
  • Your Captain will provide:

    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 15001 Punta Rassa Rd Fort Myers, FL

    • Redfish
    • Snook
    • Spotted Seatrout
    • Sheepshead
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)
This date has already been booked, please select another date

Half Day Trip (AM)

$495.00

Mon, Tues, Wed, Thur, Fri

Price includes up to 3 guests

+$100.00 per additional guest, max 4 guests

8:00am - 12:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Fish the calm back waters on the grassflats, oysterbars and near the Mangrove Islands for Redfish, Snook, Trout and many more. Capt. Drew will provide you with everything needed for a successful day of fishing.

Half Day Trip (PM)

$495.00

Mon, Tues, Wed, Thur, Fri

Price includes up to 3 guests

+$100.00 per additional guest, max 4 guests

12:30pm - 4:30pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Fish the calm back waters on the grassflats, oysterbars and near the Mangrove Islands for Redfish, Snook, Trout and many more. Capt. Drew will provide you with everything needed for a successful day of fishing.

3/4 Day Trip

$695.00

Offered 07/01/25 - 10/01/25 Mon

Price includes up to 3 guests

+$100.00 per additional guest, max 4 guests

8:00am - 2:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

Fish the Mangrove Islands, oyster bars, and grassflats for Snook, Trout, Redfish and more! You will be provided with high quality rods, reels, and tackle. Fishing licenses are also included.

Customer Reviews
Average Review
5
(15)
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Knowledgeable Captain
Not knowing the ins and outs of Florida fishing, we booked an afternoon tour. Captain Drew contacted me early the morning of our booking and asked if we could go earlier. We could and did. From 10 to about 1 we were catching fish, he took us to good places. Then about 1:15 it got so hot the action fell off a cliff as he thought. He’s personable and knowledgeable. We had a good outing, would book with him again.
Not knowing the ins and outs of Florida fishing, we booked an afternoon tour. Captain Drew contacted me early the morning of our booking and asked if we could go earlier. We could and did. From 10 to about 1 we were catching fish, he took us to good places. Then about 1:15 it got so hot the action fell off a cliff as he thought. He’s personable and knowledgeable. We had a good outing, would book with him again.
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Awesome Captain
We had a great day on the water on top of it being an absolutely gorgeous day. Do you know exactly where to go and if they weren’t there he knew exactly where to go next. We got speckle trout, grouper and a ton of snook. We were fishing pilchards under a proper Bobber and also kissing them directly under the mangroves. The action started a little bit slow in the first 45 minutes but after that it was pretty hectic and incredible man fun. Drew is a great guy knows his stuff and I highly recommend him to be your fishing guide when you’re in the area!
We had a great day on the water on top of it being an absolutely gorgeous day. Do you know exactly where to go and if they weren’t there he knew exactly where to go next. We got speckle trout, grouper and a ton of snook. We were fishing pilchards under a proper Bobber and also kissing them directly under the mangroves. The action started a little bit slow in the first 45 minutes but after that it was pretty hectic and incredible man fun. Drew is a great guy knows his stuff and I highly recommend him to be your fishing guide when you’re in the area!
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Great trip and great Captain
Great fishing trip. Drew was a wonderful professional. Polite, patient, and educational. He showed us exactly where to go where no one else was fishing and we were not bothered. We got away from gusty winds this in private areas with lots of fish. He showed us the importance of how to cast exactly in the right spot we got a fish almost every cast. Caught more fish than ever. Rate this captain and charter A+++.
Great fishing trip. Drew was a wonderful professional. Polite, patient, and educational. He showed us exactly where to go where no one else was fishing and we were not bothered. We got away from gusty winds this in private areas with lots of fish. He showed us the importance of how to cast exactly in the right spot we got a fish almost every cast. Caught more fish than ever. Rate this captain and charter A+++.
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Fire Extinguishers
  • First-aid Equipment
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Price Includes

  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle

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