Chum Crazy Charters
Chum Crazy Charters offers private inshore fishing charters in Fort Myers and around Sanibel Island, Florida. Your guide is USCG-licensed Captain Drew Underwood, a Florida native with 13 years of professional guiding experience, who personally runs every trip. Trips launch from Punta Rassa Boat Ramp at the foot of the Sanibel Causeway, close to San Carlos Bay, Pine Island Sound and Estero Bay.
Depending on the season, tides and conditions, you can target snook, redfish, spotted seatrout, sheepshead, mangrove snapper, jack crevalle, goliath grouper, blacktip sharks and Spanish mackerel. We fish mangrove shorelines, oyster bars and grass flats, mainly using light spinning tackle. Captain Drew adjusts each trip to your group and the best available bite.
Beginners and families are welcome, and trips are best suited to children 5 and older. Captain Drew will explain the equipment and techniques so everyone feels comfortable. Children's life jackets are available.
You'll fish aboard a 21-foot Tidewater bay boat with room for up to 4 guests. Rods, reels, tackle, lures, bait, fishing licenses, ice and bottled water are included.
Bring sunglasses, non-spray sunscreen, a hat, snacks and any other drinks you'd like. Alcohol is allowed in moderation, but please no hard liquor or glass bottles.
Book your private Fort Myers and Sanibel fishing charter with Captain Drew today.
Chum Crazy Charters offers private inshore fishing charters in Fort Myers and around Sanibel Island, Florida. Your guide is USCG-licensed Captain Drew Underwood, a Florida native with 13 years of professional guiding experience, who personally runs every trip. Trips launch from Punta Rassa Boat Ramp at the foot of the Sanibel Causeway, close to San Carlos Bay, Pine Island Sound and Estero Bay.
Depending on the season, tides and conditions, you can target snook, redfish, spotted seatrout, sheepshead, mangrove snapper, jack crevalle, goliath grouper, blacktip sharks and Spanish mackerel. We fish mangrove shorelines, oyster bars and grass flats, mainly using light spinning tackle. Captain Drew adjusts each trip to your group and the best available bite.
Beginners and families are welcome, and trips are best suited to children 5 and older. Captain Drew will explain the equipment and techniques so everyone feels comfortable. Children's life jackets are available.
You'll fish aboard a 21-foot Tidewater bay boat with room for up to 4 guests. Rods, reels, tackle, lures, bait, fishing licenses, ice and bottled water are included.
Bring sunglasses, non-spray sunscreen, a hat, snacks and any other drinks you'd like. Alcohol is allowed in moderation, but please no hard liquor or glass bottles.
Book your private Fort Myers and Sanibel fishing charter with Captain Drew today.
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Customer reviews
Rating
Anglers' gallery (286)
What anglers say
Reviews (246)
Timothy Bryson5.0VerifiedAmazing day with captain Drew!
Half Day Trip on June 29, 2026 • 2 adultsAwesome experience 10 out of 10. Captain Drew was amazing and very knowledgeable. Super kind and not up tight like most Captains, we felt welcomed from the first step to the last. Would definitely book with Drew again and would recommend to anyone looking to fish in swFL. Make sure to bring your sunscreen.
Dan Kalo5.0Verifiedwe had a wonderful time today on the charter!
Half Day Trip on December 27, 2025 • 3 adults • 1 childDrew was awesome! We tried a couple different spots and the third spot we really got on the fish! We caught some lady fish Jack speckled trout and bonnet head. After that, he asked if we wanted to try to catch some sharks. We moved and ended up catching 10 small hammerhead sharks! My two boys 12 and 14 had a wonderful time and we caught fish the entire trip. Highly recommend Drew and Chum Crazy! 5⭐️
Frankie SkipworthRepeat angler5.0VerifiedSuper great captain.
Half Day Trip on June 12, 2026 • 3 adults • 1 childDrew was very well educated in where and how to catch fish. He was very friendly. He accomplished everything he could possibly do with his knowledge and skill. Captain Drew is good with all ages and is very safe.
James WallaceRepeat angler5.0Verifiedcatch fish!!!!!
Half Day Trip (PM) on January 9, 2026 • 4 adultscaptain drew put us on the fish! we had a blast caught our limit and enjoyed our day on the gulf of America! highly recommended
Randal RugglesRepeat angler5.0VerifiedWhat a day!!
3/4 Day Fishing Trip on February 18, 2026 • 2 adultsDrew got us on specks early an often… Great trip!!
Karen TaylorRepeat angler5.0VerifiedAmazing day
Half Day Trip on July 21, 2025 • 2 adults • 1 childI was looking for a last minute charter for my 12 yo son to fish before we left the area. Captain Drew accepted our request in a timely manner, was friendly and super knowledgeable. My son and I had a wonderful experience, catching bait and then fishing throughout the morning. We learned a bit about the species in the area and different techniques based on the tide. We will definitely book with Drew again when we return to the area!
Brandon WatsonRepeat angler5.0VerifiedCapt. Drew - Memories made!
Half Day Trip on June 4, 2024 • 2 adultsCaptain Drew was amazing! Booking was flawless, he called us to check in the day before our trip! We had a fabulous time, I mean easy! Boat is gorgeous and was comfortable for my sister and I! He was personable, super smart and knew exactly how to catch fish and bait! We caught some trout, catfish, snapper, and a bonnethead shark! We saw manatees, dolphins, and a stingray! It was a flawless trip, amazing captain! The boat is comfy and easy to walk around on. My sister and I are in our early and late 30’s. We will book again, when we travel back!
Michael Phillips5.0VerifiedAwesome trip
Half Day Trip on August 30, 2024 • 2 adultsSo was in Fort Meyers to help my stepdaughter move and decided on a last minute fishing trip. Capt Drew not only agreed to take me last minute but made it one of my best fishing trips ever. He knew exactly where to go and what to do to get me on the fish. Caught several fish with 3 keepers. I had so much fun and would reall love to go again when im there next. So capt drew i will seriously message you before my next trip down. I cant thank him enough for the trip
Elizabeth GrabinRepeat angler5.0VerifiedWonderful!
Half Day Trip on March 19, 2025 • 2 adults • 1 childMy 13-year old kiddo was in heaven spending the day on the water! Captain Drew made the day very enjoyable with his knowledge, expertise, and friendliness. Thanks so much for a fun day! It’s an experience I’m sure she’ll remember for a long time to come.
Jeremy Smith5.0VerifiedFantastic Family Fishing Day
Half Day Trip on June 1, 2024 • 3 adults • 1 childCaptain Drew was the best! He accepted our charter booking short notice, fixed a trailer issue the night before and even adjusted for our Rental car issue the morning of. I can't say enough about his passion for the sport. He know the right inland spot for schools of trout and mangroves hangout for snook. This charter was our families favorite part of the vacation. Personal and Professional, I highly recommend.
FAQs about Chum Crazy Charters
- US $550 per group, additional US $50 per person after 2 guests - Half Day Trip (4 hours)
- US $550 per group, additional US $50 per person after 2 guests - Half Day Trip - 12:30 PM (4 hours)
- US $750 per group, additional US $50 per person after 2 guests - 3/4 Day Fishing Trip (6 hours)
- GPS
- Fishfinder
- Live bait well
- Wireless trolling motor
- Ice box
- Radio
- Sonar
- Rods, reels & tackle
- Live bait (Usually we show up to the dock with a livewell full of live shrimp or bait fish. If bait fish are unobtainable before the trip due to various reasons we may throw the cast net over some bait during the charter or use artificials or frozen bait.)
- Lures
- Fishing license (All fishing licenses)
- Inshore fishing
- Flats fishing
- Backcountry fishing
- Light tackle
- Spinning
- Grouper (Goliath)
- Jack Crevalle
- Redfish
- Shark (Blacktip)
- Sheepshead
- Snapper (Mangrove)
- Snook
- Spanish Mackerel
- Speckled Trout
Your captain
Real catches by this captain
What is the boat like?
What kind of fishing will you do?
Which fishing techniques you can try
Which amenities are available onboard
How cancellations work
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Cash
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MastercardWhat’s biting in Fort Myers right now
Grouper (Goliath)
Jack Crevalle
Redfish
Shark (Blacktip)
Sheepshead
Snapper (Mangrove)
Snook
Spanish Mackerel
Speckled TroutCompare similar fishing charters
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