Chum Crazy Charters 

4.9/5 (245 reviews)
 
State licensed
 Punta Rassa Road 15001, Fort Myers, FL 33908, United States

Chum Crazy Charters 

Up to 9 miles
Fort Myers, FL, United States
21 ft
4
4.9/5 (245 reviews)

Join Chum Crazy Charters for a fun, action-packed inshore fishing trip in Southwest Florida. Captain Drew uses his local knowledge to put you on the best bites along mangrove shorelines, back bays, flats, and oyster bars.

You'll target snook, redfish, speckled trout, mangrove snapper, jack crevalle, and more. Trips are great for families, beginners, and experienced anglers looking for a dialed-in, productive day on the water.

Included

Quality rods, reels, & tackle

Live bait (when available)

Fishing licenses

Cooler with ice & water

Catch cleaning & bagging

What to Bring

Sunglasses, snacks, drinks, and lotion-type sunscreen (no spray sunscreen, please).

Book today and enjoy a laid-back, professional inshore experience with Chum Crazy Charters!

Join Chum Crazy Charters for a fun, action-packed inshore fishing trip in Southwest Florida. Captain Drew uses his local knowledge to put you on the best bites along mangrove shorelines, back bays, flats, and oyster bars.

You'll target snook, redfish, speckled trout, mangrove snapper, jack crevalle, and more. Trips are great for families, beginners, and experienced anglers looking for a dialed-in, productive day on the water.

Included

Quality rods, reels, & tackle

Live bait (when available)

Fishing licenses

Cooler with ice & water

Catch cleaning & bagging

What to Bring

Sunglasses, snacks, drinks, and lotion-type sunscreen (no spray sunscreen, please).

Book today and enjoy a laid-back, professional inshore experience with Chum Crazy Charters!

Drew Underwood
Captain
Drew Underwood
13 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
Change
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Half Day Trip (AM)
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
Snook
Snapper (Mangrove)
Redfish
Spanish Mackerel
+2
US $600
Entire boat: 2 people
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 hour trip starts at 12:30 PM
Snook
Snapper (Mangrove)
Redfish
Spanish Mackerel
+2
US $600
Entire boat: 2 people
3/4 Day Fishing Trip
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
Snook
Snapper (Mangrove)
Redfish
Sheepshead
+1
US $800
Entire boat: 2 people
There are 2 people looking at this charter.

Customer reviews

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Rating

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

Anglers' gallery (279)

What anglers say

99%
Great experience
98%
Family friendly
100%
Friendly captain
99%
Good boat
98%
Recommended
97%
Caught fish

All reviews (245)

Frequently mentioned
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Showing 15 of 245 reviews
Timothy Bryson
Timothy Bryson
us
Colorado, US
Member since 2026
5.0
Verified
New
Amazing day with captain Drew!
Half Day Trip (AM) on June 29, 20262 adults

Awesome 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.

Reported catch:
Snook
Speckled Trout
Mangrove Snapper
Dan Kalo
Dan Kalo
us
Ohio, US
Member since 2025
5.0
Verified
we had a wonderful time today on the charter!
Half Day Trip (AM) on December 27, 20252 adults1 child

Drew 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⭐️

Reported catch:
Speckled Trout
Drew Underwood
Response from Captain

Thank you so much for the amazing review! I had a fantastic time fishing with you and your boys — it was awesome seeing them enjoy every moment on the water. I’m glad we were able to find the fish and catch plenty, including ladyfish, jack crevalle, speckled trout, and those sharks! Trips like this are exactly what we aim for at Chum Crazy Charters — fun, action-packed, and family-friendly. I really appreciate you choosing us for your outing and hope to see you all back on the water soon for another great fishing adventure. Tight lines, Capt. Drew Chum Crazy Charters

Frankie Skipworth
Frankie Skipworth
Repeat angler
us
Kentucky, US
Member since 2023
3 trips
5.0
Verified
Super great captain.
Half Day Trip (AM) on June 12, 20262 adults1 child

Drew 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.

Drew Underwood
Response from Captain

Thank you so much for the awesome review! It was a pleasure having you aboard, and I really appreciate your kind words. I always work hard to put my guests on the best bite possible while making sure everyone has a safe, fun, and memorable day on the water. Whether it's experienced anglers or families with kids, my goal is to provide a top-notch private fishing charter here in Fort Myers. Thanks again for trusting me with your trip, and I hope to fish with you again soon!

Jim Gatman
Jim Gatman
us
Texas, US
Member since 2026
5.0
Verified
Book it!
Half Day Trip (AM) on March 9, 20262 adults

Captain Drew was terrific! Could not have asked for better. Well versed on the fish & locations & patient explaining ‘how to’s’ & techniques. Highly recommend!!

Drew Underwood
Response from Captain

Thank you so much for the wonderful review! It was a genuine pleasure having you on board. I am thrilled to hear you enjoyed the experience and found the explanations of the techniques helpful. Providing a great fishing trip and sharing my knowledge is what I love to do. I truly appreciate the high recommendation and look forward to welcoming you back out on the water again soon! Best regards, Captain Drew

Jimmy Rabon
Jimmy Rabon
us
New Braunfels, TX, US
Member since 2023
5.0
Verified
New
Fishing with Drew
Half Day Trip (PM) on July 3, 20262 adults

FAQs about Chum Crazy Charters

Chum Crazy Charters offers the following trips to customers:
  • US $550 per group, additional US $50 per person after 1 guest - Half Day Trip (AM) (4 hours)
  • US $550 per group, additional US $50 per person after 1 guest - Half Day Trip (PM) (4 hours)
  • US $750 per group, additional US $50 per person after 1 guest - 3/4 Day Fishing Trip (6 hours)
When you book a trip with Chum Crazy Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live bait well
  • Wireless trolling motor
  • Ice box
  • Radio
  • Sonar
Trips booked with Chum Crazy Charters include:
  • 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)
Chum Crazy Charters offers the following types of fishing:
  • Inshore fishing
  • Flats fishing
  • Backcountry fishing
Chum Crazy Charters offers the following fishing techniques:
  • Light tackle
  • Spinning
Top targeted fish species with Chum Crazy Charters include:
  • Jack Crevalle
  • Redfish
  • Shark (Blacktip)
  • Sheepshead
  • Snapper (Mangrove)
  • Snook
  • Spanish Mackerel
  • Speckled Trout

Your captain

Drew Underwood
Drew Underwood
Drew Underwood

Fort Myers, Florida, United States

ID & license verified
245 Customer reviews
Typical response within an hour
Member since October 2015

I grew up near the water and have never known any other lifestyle than one that revolves around the water. Fishing is something that came natural to me. It is something that I have always been very successful in and truly enjoy doing.

ID & license verified
245 Customer reviews
Typical response within an hour
Member since October 2015

I grew up near the water and have never known any other lifestyle than one that revolves around the water. Fishing is something that came natural to me. It is something that I have always been very successful in and truly enjoy doing.

The fish you can target

Jack Crevalle
Jack Crevalle
Redfish
Redfish
Blacktip Shark
Blacktip Shark
Sheepshead
Sheepshead
Mangrove Snapper
Mangrove Snapper
Snook
Snook
Spanish Mackerel
Spanish Mackerel
Speckled Trout
Speckled Trout
Jack Crevalle
Jack Crevalle
Redfish
Redfish
Blacktip Shark
Blacktip Shark
Sheepshead
Sheepshead
Mangrove Snapper
Mangrove Snapper

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
4 persons
Boat length
21 ft
Year built
2017
Boat manufacturer
Tidewater
Boat type
Bay boat
Engine model
2025 Yamaha
Powered by
1 x 150HP
Max cruising speed
40 knots

What kind of fishing will you do?

Inshore Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

Light Tackle
Spinning

Which amenities are available onboard

GPS
Fishfinder
Live bait well
Wireless trolling motor
Ice box
Radio
Sonar

What's included in the trip price

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

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 agreed upon reservation

Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.

Child friendly
Not recommended for children under 4 years old

How you can pay

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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

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

What’s biting in Fort Myers right now

Jack CrevalleJack Crevalle
RedfishRedfish
Snapper (Mangrove)Snapper (Mangrove)
SnookSnook
Speckled TroutSpeckled Trout

Compare similar fishing charters

Current
Chum Crazy Charters
Chum Crazy Charters
State licensed
4.9
(245)
21 ft
Group size 1 - 4
1 - 4
Fish 1
Fish 2
+6
4 hour trip • 1 person
US $550