Chum Crazy Charters 

4.9
(246 reviews)
 
State licensed
 Punta Rassa Road 15001, Fort Myers, FL 33908, United States–

Chum Crazy Charters 

Fort Myers, FL, United States
–
21 ft
4
4.9
(246 reviews)

Chum Crazy Charters is here to show you the stunning waters of Fort Myers. Your guide for the day is Captain Drew, bringing aboard their local experience.

Snook, Redfish, Speckled Trout, Sheepshead, Blacktip Shark, Mangrove Snapper, Spanish Mackerel, Jack Crevalle, and more inhabit these waters, depending on the time of year.

On these trips, you can expect to spin using light tackle.

Planning a family adventure? Kids are absolutely welcome! Be sure to ask if child-sized life vests are available, otherwise you should bring your own. Snacks are permitted onboard — bring your favorites so that everyone stays happy and energized!

Capt. Drew will bring you aboard a 21' Bay boat with capacity for 4 passengers. It comes with everything you need for a productive day on the water.

You'll find rods, reels, and tackle waiting for you, as well as lures. Live bait is included, but you should ask the captain whether you'll be catching it yourself.

Your fishing license for the day is covered by the charter boat, so all you have to do is look forward to your trip! Keep in mind that some fish may have harvest limits or closed seasons. If you don't know what to expect, ask the captain.

A few items to bring include sunglasses, sunscreen (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just avoid hard liquor as well as glass bottles.

Go ahead and treat yourself to a day on the water with Chum Crazy Charters.

Chum Crazy Charters is here to show you the stunning waters of Fort Myers. Your guide for the day is Captain Drew, bringing aboard their local experience.

Snook, Redfish, Speckled Trout, Sheepshead, Blacktip Shark, Mangrove Snapper, Spanish Mackerel, Jack Crevalle, and more inhabit these waters, depending on the time of year.

On these trips, you can expect to spin using light tackle.

Planning a family adventure? Kids are absolutely welcome! Be sure to ask if child-sized life vests are available, otherwise you should bring your own. Snacks are permitted onboard — bring your favorites so that everyone stays happy and energized!

Capt. Drew will bring you aboard a 21' Bay boat with capacity for 4 passengers. It comes with everything you need for a productive day on the water.

You'll find rods, reels, and tackle waiting for you, as well as lures. Live bait is included, but you should ask the captain whether you'll be catching it yourself.

Your fishing license for the day is covered by the charter boat, so all you have to do is look forward to your trip! Keep in mind that some fish may have harvest limits or closed seasons. If you don't know what to expect, ask the captain.

A few items to bring include sunglasses, sunscreen (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just avoid hard liquor as well as glass bottles.

Go ahead and treat yourself to a day on the water with Chum Crazy Charters.

Drew Underwood
Captain
Drew Underwood
13 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip date:
Group Size:
October 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
In high demand Last booked: 1 day ago
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 12:30 PM)
Jack Crevalle
Snook
Snapper (Mangrove)
Redfish
+4
US $550
Entire boat: 2 people
3/4 Day Fishing Trip
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
Grouper (Goliath)
Jack Crevalle
Snook
Snapper (Mangrove)
+4
US $750
Entire boat: 2 people

Customer reviews

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Rating

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

Anglers' gallery (286)

What anglers say

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

All reviews (246)

Frequently mentioned
Showing 1 – 5 of 246 reviews
Timothy Bryson
Timothy Bryson
us
Colorado, US
Member since 2026
5.0
Verified
Amazing day with captain Drew!
Half Day Trip on June 29, 2026 • 2 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 on December 27, 2025 • 2 adults • 1 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

Tom Feerst
Tom Feerst
us
Virginia, US
Member since 2026
5.0
Verified
New
Capt Drew didn’t give up! We hit the fish when the water warmed up and high tide came in.
Half Day Trip on October 21, 2026 • 2 adults

Four nice redfish one 25”. Six snook. A Big Jack Cravalle.

Reported catch:
Jack Crevalle
Snook
Redfish
Drew Underwood
Response from Captain

Thanks, Tom! You and Rob stuck with it, and it paid off! Once the water warmed up and the high tide came in, the fish started cooperating. Four nice redfish, including a 25-incher, six snook, and a big jack crevalle made for a great day on the water! I appreciate you guys fishing with me and booking your trip with Chum Crazy Charters! Every day on the water is different, and I always do my best to adjust to the conditions and put my clients on fish. It was great getting you and Rob out there for some inshore fishing here in Fort Myers! Thanks again for choosing Chum Crazy Charters for your Fort Myers fishing charter. Hope to fish with you both again soon!

Frankie Skipworth
Frankie Skipworth
Repeat angler
us
Kentucky, US
Member since 2023
3 trips
5.0
Verified
Super great captain.
Half Day Trip on June 12, 2026 • 2 adults • 1 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 on March 9, 2026 • 2 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

FAQs about Chum Crazy Charters

Chum Crazy Charters offers the following trips to customers:
  • 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)
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
Fort Myers, Florida, United States
ID & license verified
246 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.
Drew Underwood
Drew Underwood
Fully verified
246
reviews
2015
member since
~1h
response
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

Real catches by this captain

  • Adult angler holding a large redfish aboard a boat on a calm coastal backwater.
    Fish 1
    Fish 2
    Redfish
    Tom F.
    Tom F.
    Four nice redfish one 25”. Six snook. A Big Jack Cravalle.
  • A young woman proudly displaying a Snook caught while fishing from a boat in a scenic coastal area.
    Fish 1
    Blacktip Shark
    Timothy B.
    Timothy B.
    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.
  • A young angler joyfully reeling in a large grouper while fishing from a boat, showcasing an exciting moment on the water.
    Fish 1
    Goliath Grouper
    Frankie S.
    Frankie S.
    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.
  • A young angler proudly displaying a Snook while fishing on a sunny day, with a scenic water backdrop.
    Tim A.
    Tim A.
    Captain Drew was kind, knowledgeable, and professional. we caught a bunch of Snook and 1 mangrove snapper.
  • Angler proudly displaying a Speckled Trout while fishing on a sunny day.
    Randal R.
    Randal R.
    Drew got us on specks early an often… Great trip!!
  • Angler proudly displaying a Speckled Trout while fishing on a sunny day.
    James W.
    James W.
    captain drew put us on the fish! we had a blast caught our limit and enjoyed our day on the gulf of America! highly recommended
  • A young angler proudly displaying a caught shark while on a fishing trip, showcasing the excitement of fishing on a boat.
    Fish 1
    Fish 2
    Blacktip Shark
    Dan K.
    Dan K.
    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⭐️
  • Young angler proudly displaying a Speckled Trout while fishing on a sunny day in open waters.
    Fish 1
    Mangrove Snapper
    Karen T.
    Karen T.
    I 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!
  • Angler holding a Snook on a boat during a fishing trip in a scenic waterway.
    Matthew S.
    Matthew S.
    Very knowledgeable! Got us tons of live bait super fast and took us straight to the fishing spots! Didn’t take long till we we’re on the fish. Definitely would go out with him again!
  • An angler proudly displaying a Snook caught during a fishing trip in a coastal environment.
    Jared S.
    Jared S.
    Drew is knowledgeable and a great captain. We were super late notice and he worked hard to get us on fish, and boy did we! It is evident how much he loves his job and watching others success!

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
Shark (Blacktip)Shark (Blacktip)
SheepsheadSheepshead
Snapper (Mangrove)Snapper (Mangrove)
SnookSnook
Spanish MackerelSpanish Mackerel
Speckled TroutSpeckled Trout

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