Timothy Crowley
Captain

Timothy Crowley

Sarasota, United States
Angler's choice
100+ reviews
Captain Tim grew up fishing these waters that he will take you fishing on. He dreamed of becoming a fishing charter captain since he was a child, and will always go the extra mile to make sure everyone on the boat has a great time. Captain Tim also loves to be able to teach his guests new fishing techniques and takes great pride in his work.

Charter

Rating

4.9
191 reviews
4.9
Boat & Equipment
4.9
Captain & Crew
4.9
Fishing Experience

What anglers say

98%
Good experience
98%
Friendly captain
98%
Recommend this charter
98%
Appropriate for children
98%
Satisfied with the boat
96%
Caught fish

All reviews (191)

Showing 1 – 5 of 191 reviews
  • Jimmey Rome
    Jimmey Rome
    Repeat angler
    us
    Louisiana, US
    Member since 2023
    3 trips
    5.0
    Verified

    straight up good time!

    4 Hour Trip (AM) • 3 adults

    Conditions weren’t the best. We targeted snook and Captain Timmy delivered. Not just snook. we caught grouper, snapper, and speckle trout. Even one hardhead. Truly, I enjoyed fishing and sharing information with Captain Timmy. 👍

    Reported catch:
    Snook
    Speckled Trout
    Mangrove Snapper
  • Matthew Cann
    Matthew Cann
    Repeat angler
    us
    Massachusetts, US
    Member since 2026
    2 trips
    5.0
    Verified

    Capt. Tim is awesome!

    4 Hour Trip (AM) • 2 adults • 1 child

    My son & I have chartered w/ Captain Tim multiple times as this point. We never get skunked. He knows where to find fish. Always polite, professional having all the gear you’ll need. Highly recommend booking with him.

  • Matthew Cann
    Matthew Cann
    Repeat angler
    us
    Massachusetts, US
    Member since 2026
    2 trips
    5.0
    Verified

    Captain Tim is the best!

    4 Hour Trip (AM) • 2 adults • 1 child

    My son & I have chartered Captain Tim for multiple trips for multiple years now. And we always catch fish! He is very knowledgeable of the area, kind & friendly. We will return and recommend others to book his charter.

  • Clint Rutledge
    Clint Rutledge
    Repeat angler
    us
    Texas, US
    Member since 2024
    2 trips
    4.7
    Verified

    Working hard

    4 Hour Trip (AM) • 4 adults • 1 child

    the conditions were not great but Tim worked hard to get us on fish. He moved us to every location that should produce fish. We caught several but some were not in season. We did catch some keepers. We had fun even though we didn’t catch alot. I would do it again.

  • Barbara Ekker
    Barbara Ekker
    us
    Wisconsin, US
    Member since 2026
    5.0
    Verified

    Absolute amazing time

    4 Hour Trip (PM) • 3 adults

    We had an absolutely fantastic time fishing! Our captain was a blast to be around and worked hard the entire trip to make sure we had the best experience possible. We caught a ton of fish and had so much fun doing it. You can really tell he puts in the effort to make sure everyone has a great time. Highly recommend!

    Reported catch:
    Redfish
    Sheepshead
    Mangrove Snapper
    King Mackerel (Kingfish)

Real catches shared by our community

  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    Fishing with Timothy
    Timothy H.
    Timothy H.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    April fishing trip
    Bill A.
    Bill A.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    Captain Tim works for you!
    David C.
    David C.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    Absolute amazing time
    Barbara E.
    Barbara E.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    great time
    Bobby C.
    Bobby C.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    The Best!
    Joel S.
    Joel S.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    Fishing with Timothy
    Brad B.
    Brad B.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    A Great tarpon Fishing Experience
    David L.
    David L.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    If you want to catch fish - Timmy will put you on them!
    Franke D.
    Franke D.
  • Windward Fishing Charters
    Windward Fishing ChartersSarasota, FL
    Beautiful Day on the Water
    Rico A.
    Rico A.

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