Captain

Drew Underwood

Nationality: American
Languages: English
Experience: 13 years

Verifications

Email Address

Verified

Phone Number

XXX-XXX-X632

Captain
Drew Underwood

Member since October 2015 Fort Myers, United States

Background: 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.
Techniques: Sight fishing with both live and artificial baits is my preferred style of fishing, however, when the water is murky, pitching baits underneath mangroves also proves to be an exciting and productive way to fish.

Hey, I'm Captain Drew Underwood

Fort Myers, United States

Background: 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.
Techniques: Sight fishing with both live and artificial baits is my preferred style of fishing, however, when the water is murky, pitching baits underneath mangroves also proves to be an exciting and productive way to fish.

239

Reviews

My Charter Listing

Chum Crazy Charters

State licensed

4.9 / 5

(239 reviews)

4.9 / 5

(239 reviews)

Fort Myers • 21 ft • 4 persons

Last booking: 6 days ago

Instant Confirmation

Trips from US $550

Customer reviews

Rating summary

4.9 / 5

out of 5 stars from 239 reviews

See details

Boat

4.9 / 5

Crew

5.0 / 5

Experience

4.9 / 5

Photos & videos by reviewers (265)

+262

Angler rating

5 stars		224
4 stars		10
3 stars		1
2 stars		0
1 star		0

Anglers claimed

Good experience
	99%
Friendly captain
	100%
Recommend this charter
	98%
Appropriate for children
	98%
Satisfied with the boat
	99%
Caught fish
	97%

Appropriate for children
	98%
Satisfied with the boat
	99%
Caught fish
	97%

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Sort by: Featured

Showing:

5 of 239 reviews

Showing 1 - 5 of 239 reviews

Dan K.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

We had a wonderful time today on the charter!

VERIFIED Half Day Trip (AM) on December 27, 2025

Dan K.

5.0 / 5

Dec 27, 2025

Half Day Trip (AM)

We had a wonderful time today on the charter!

VERIFIED

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⭐️

Drew was awesome! We tried a couple different spots and the third spot we really got on the fish! We caught some lady fish...

Dan K. recommends Chum Crazy Charters

Mark review as helpful

Drew Underwood (The Captain)

Replied on December 28, 2025

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... More

Drew Underwood (The Captain)

Replied on December 28, 2025

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

Captain replied

Karen T.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

Amazing day

VERIFIED Half Day Trip (AM) on July 21, 2025

Karen T.

5.0 / 5

Jul 21, 2025

Half Day Trip (AM)

Amazing day

VERIFIED

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!

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...

Karen T. recommends Chum Crazy Charters

Mark review as helpful

Randy R.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

What a day!!

VERIFIED NEW 3/4 Day Fishing Trip on February 18, 2026

Randy R.

5.0 / 5

Feb 18, 2026

3/4 Day Fishing Trip

What a day!!

VERIFIED NEW

Drew got us on specks early an often… Great trip!!

Randy R. recommends Chum Crazy Charters

Mark review as helpful

Drew Underwood (The Captain)

Replied on March 3, 2026

Thanks Randy, it was my pleasure taking the 2 of you fishing! See y’all next year!

Drew Underwood (The Captain)

Replied on March 3, 2026

Thanks Randy, it was my pleasure taking the 2 of you fishing! See y’all next year!

Captain replied

James W.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

Catch fish!!!!!

VERIFIED Half Day Trip (PM) on January 9, 2026

James W.

5.0 / 5

Jan 9, 2026

Half Day Trip (PM)

Catch fish!!!!!

VERIFIED

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

James W. recommends Chum Crazy Charters

Mark review as helpful

Drew Underwood (The Captain)

Replied on January 20, 2026

Thanks so much for the kind words! I had an absolute blast having you out on the water. There’s nothing I love more than putting my guests on the fish and enjoying a beautiful day on the Gulf. I’m so glad you had a great time—can’t wait to have you back on the boat!

Drew Underwood (The Captain)

Replied on January 20, 2026

Captain replied

James G.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

Great day on the water

VERIFIED Half Day Trip (AM) on December 8, 2025

James G.

5.0 / 5

Dec 8, 2025

Half Day Trip (AM)

Great day on the water

VERIFIED

Had a great day fishing. Caught many different species and learned a lot from the captain. I would recommend this captain.

James G. recommends Chum Crazy Charters

Mark review as helpful

Drew Underwood (The Captain)

Replied on December 13, 2025

Thanks James, it was definitely a great time out there. I hope to see y’all again in the future.

Drew Underwood (The Captain)

Replied on December 13, 2025

Thanks James, it was definitely a great time out there. I hope to see y’all again in the future.

Captain replied

...

Settings

Email Address

Phone Number

Captain
Drew Underwood

Hey, I'm Captain Drew Underwood

My Charter Listing

Chum Crazy Charters

Customer reviews

We had a wonderful time today on the charter!

We had a wonderful time today on the charter!

Amazing day

Amazing day

What a day!!

What a day!!

Catch fish!!!!!

Catch fish!!!!!

Great day on the water

Great day on the water

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