Drew Underwood
Captain

Drew Underwood

Fort Myers, United States
100+ reviews
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.

Charter

Rating

4.9
246 reviews
4.9
Boat & Equipment
5.0
Captain & Crew
4.9
Fishing Experience

What anglers say

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

All reviews (246)

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 • 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 • 3 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
    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 • 2 adults

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

    Reported catch:
    Jack Crevalle
    Snook
    Redfish
    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 • 3 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.

    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 • 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!!

    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

Real catches shared by our community

  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Capt Drew didn’t give up!  We hit the fish when the water warmed up and high tide came in.
    Tom F.
    Tom F.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Amazing day with captain Drew!
    Timothy B.
    Timothy B.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Super great captain.
    Frankie S.
    Frankie S.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Integrity Plus
    Tim A.
    Tim A.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    What a day!!
    Randal R.
    Randal R.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    catch fish!!!!!
    James W.
    James W.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    we had a wonderful time today on the charter!
    Dan K.
    Dan K.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Amazing day
    Karen T.
    Karen T.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Super Captain!
    Matthew S.
    Matthew S.
  • Chum Crazy Charters
    Chum Crazy ChartersFort Myers, FL
    Great Day!
    Jared S.
    Jared S.

What's biting with Chum Crazy Charters in Fort Myers

The main focus for Fort Myers fishing in October is Redfish. Big ones. They start to spawn in inlets and river mouths at this time of year. Sight fishing on the flats is exceptional, thanks to very low tides. Cobia starts coming south again.

Top catches for October