Next AvailableJun 24

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Chum Crazy Charters

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Fort Myers FL

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Drew Underwood, Guide at Chum Crazy Charters

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Chum Crazy Charters offers professionally guided fishing charters and eco tours throughout Fort Myers, Cape Coral, Sanibel, and surrounding Southwest Florida waters. Whether you're looking to hook into gamefish or soak up the beauty of Florida’s estuaries, we provide a personalized on-the-water experience that’s built around your interests and skill level. Every trip is captained by USCG-licensed Captain Drew, who brings over a decade of local knowledge, dedication to safety, and a true passion for fishing and nature.


We specialize in inshore and nearshore fishing charters tailored to beginners, families, and serious anglers alike. Venture through the quiet backbays and mangrove-lined flats targeting species like Redfish, Snook, Sea Trout, Sheepshead, Jacks, Snapper, and even Sharks. Nearshore reef and wreck trips offer exciting opportunities to catch bigger fish just off the coast. Every charter is customized, using live bait, artificial lures, and light tackle methods that match current conditions and your fishing goals.


Not just a fishing charter, Chum Crazy Charters is also your guide to Southwest Florida’s natural beauty. Our eco and dolphin tours are perfect for families, bird watchers, and anyone looking to explore the waters beyond the reel. Cruise through calm estuaries, spot native wildlife like manatees and dolphins, and learn about the fragile ecosystems that make this area one of Florida’s most scenic coastal treasures.


Captain Drew runs all trips aboard a fully outfitted 2017 Tidewater Baymax 2110 powered by a Yamaha F150 four-stroke engine. This versatile bay boat is equipped with advanced GPS/fish finders, a trolling motor, jack plate, power pole, and JBL marine stereo. Whether you're quietly stalking fish in shallow water or cruising out to a nearby wreck, the boat offers both performance and comfort for your time on the water.Based in Fort Myers, we’re conveniently located near top fishing spots and wildlife viewing areas in Southwest Florida.


We regularly serve anglers and families staying in Sanibel, Matlacha, Pine Island, and Cape Coral. From serious anglers looking to land a bucket-list catch to vacationers seeking a peaceful half-day tour, Chum Crazy Charters makes your time on the water memorable, relaxing, and rewarding.Chum Crazy Charters is your go-to for guided fishing trips, dolphin cruises, and eco tours in Southwest Florida.


Book your trip today and discover the Gulf Coast’s best kept fishing and nature experiences!

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Upcoming Availability

June 2025
July 2025

Expertise & Attributes

fishing

fishing

Good with FamiliesGood with FamiliesGood with KidsGood with KidsGood with New AnglersGood with New AnglersLive BaitLive BaitMaster GuideMaster GuideNature / Wildlife ViewsNature / Wildlife ViewsSaltwater FishingSaltwater Fishing

Fishing Techniques

Heavy TackleLight Tackle

What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

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Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

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What's Included

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Show More

Trips Available with Chum Crazy Charters

Private 4 Hour Inshore Fishing Charter

Fishing

Starting At $550

Private 4 Hour Inshore Fishing Charter

Fishing Area: Fort Myers, FL

Fishing: Inshore

Fishing Boat:

Tidewater • 22' Tidewater • Max 4 guests (base trip price includes 4 guests)

Description: Get a taste of SW Florida's best fishing with Captain Drew! Our 4-hour inshore trip targets snook, redfish, speckled trout, mangrove snapper, sheepshead, and jack crevalle in the scenic backwaters. Perfect for all skill levels, we provide top-quality gear, bait, and licenses. Just bring snacks, drinks, and sunscreen!

Vehicle

Tidewater

Boat Type:

Boat Guest Capacity:

4

Boat Length:

22 ft

Manufacturer Name:

Tidewater

Model Year:

2017

Engine Manufacturer Name:

Yamaha

# of Engines:

1

Horsepower Per Engine:

150

Maximum Cruising Speed:

45

Features: Bait Tank Ice-Box Trolling Motor Fish Finder GPS VHF Radio

Chum Crazy Charters Tidewater Boat

2017 Tidewater baymax 2110 equipped with a 2025 Yamaha F-150 four stroke, t-top, two GPS/fish finders, power pole, jack plate, JBL Marine stereo, and trolling motor

Boat

Chum Crazy Charters Tidewater Boat image 0

Tidewater

Boat Type:

Boat Guest Capacity:

4

Boat Length:

22 ft

Vehicle Details

FAQs about Chum Crazy Charters

Ratings & Reviews Summary

5.00
out of 5
Based on 10 ratings
100%
recommended
recommended
Based on 10 recommendations
5
10
4
3
2
1

June 24, 2025

Drew was a fabulous captain! Had so much fun and caught some amazing fish. I saw dolphin, stingray, shark and manatee along the way! You have to make Drew w/Chum Crazy Charters part of your experience!

June 24, 2025

I’ve had the opportunity to fish with Capt. Drew several times before, but this was my first time back since Hurricane Ian. Drew hasn’t missed a beat and will put you on fish. I’ve fished with him in March and May and every trip has been a great experience. You can’t go wrong with Chum Crazy Charters.

June 24, 2025

Capt.Drew with chum crazy charters will 100% get you on the fish! He has been a very good freind for a good while now and I couldn’t recommend his guide service enough! There is a lot of captains in our area including myself so this review should say a lot! Every single time we fish together as friends I am always learning from his wisdom and experience in our waters! You will not be disappointed! This could be for anglers trying to land trophy fish or just a pleasant family experience to keep the lines tight. Drew will for definitely make sure your needs are fulfilled!

June 24, 2025

Returning customer. Recently, I had the pleasure of going out with chum crazy charters and fish with Captain Drew for the second time. Unfortunately, my schedule did not align with one of the days with ideal weather conditions so we were unable to target my species of preference. However Captain Drew was unbothered by the less than ideal conditions, and was determined to find fish. Captain Drew’s knowledge of the area came through as he was able to put me on multiple snook and redfish.

June 24, 2025

Awesome trip. Short notice and Drew locked in and we got on a bunch of snook. Great captain and guide! Highly recommend

June 24, 2025

Everything you want in a boat captain. Knowledgeable. Friendly, helpful, patient. Quality and clean boat. Had us on the fish almost non stop. Highly recommend.

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