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.

243

Reviews

My Charter Listing

Chum Crazy Charters

4.9 / 5

(243 reviews)

4.9 / 5

(243 reviews)

Fort Myers • 21 ft • 4 persons

Last booking: 3 days ago

Instant Confirmation

Trips from US $550

Customer reviews

Rating summary

4.9 / 5

out of 5 stars from 243 reviews

See details

Boat

4.9 / 5

Crew

5.0 / 5

Experience

4.9 / 5

Photos & videos by reviewers (273)

+270

Angler rating

5 stars		228
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 243 reviews

Showing 1 - 5 of 243 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

Frankie S.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

Super great captain.

VERIFIED NEW Half Day Trip (AM) on June 12, 2026

Frankie S.

5.0 / 5

Jun 12, 2026

Half Day Trip (AM)

Super great captain.

VERIFIED NEW

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 was very well educated in where and how to catch fish. He was very friendly. He accomplished everything he could possibly...

Frankie S. recommends Chum Crazy Charters

Mark review as helpful

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

Jim G.

5.0 / 5

Experience:

5.0 / 5

Boat

5.0 / 5

Crew

5.0 / 5

Overall

Book it!

VERIFIED Half Day Trip (AM) on March 9, 2026

Jim G.

5.0 / 5

Mar 9, 2026

Half Day Trip (AM)

Book it!

VERIFIED

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

Captain Drew was terrific! Could not have asked for better. Well versed on the fish & locations & patient explaining ‘how...

Jim G. recommends Chum Crazy Charters

Mark review as helpful

1 person finds this review helpful

Drew Underwood (The Captain)

Replied on March 9, 2026

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

Drew Underwood (The Captain)

Replied on March 9, 2026

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

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

...

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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!

Super great captain.

Super great captain.

Amazing day

Amazing day

Book it!

Book it!

Catch fish!!!!!

Catch fish!!!!!

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