Captain
Timothy Crowley

Member since March 2022 Sarasota, United States
Background
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.

Hey, I'm Captain Timothy Crowley

Sarasota, United States
Background
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.
177
Reviews
1
Fishing Reports
Verified

My Charter Listing

Windward Fishing Charters

State licensed
Excellent
4.9 / 5
(177 reviews)
Sarasota
 2 bookings in the past week.
 Instant Confirmation
Trips from US $600

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 177 reviews
See details
Boat
Excellent
4.9 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (208)
great time
great time
The Best!
+205
Angler rating
164
8
2
0
0
Anglers claimed
Good experience
98%
Friendly captain
98%
Recommend this charter
97%
Appropriate for children
98%
Satisfied with the boat
98%
Caught fish
96%
Sort by:
Featured  
Showing:
5 of 177 reviews
Franke D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

If you want to catch fish - Timmy will put you on them!

VERIFIED   4 Hour Trip (PM) on April 20, 2025
On Easter Sunday, we embarked on an unforgettable fishing adventure and caught an impressive array of fish, including Speckled...
Franke D. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
  Timothy Crowley Captain replied
Read more
Joel S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

The Best!

VERIFIED   NEW  4 Hour Trip (PM) on December 18, 2025
Our 4th year in a row booking with Captain Tim. Went twice this week.ย  Always a great time and lost count of how many we caught....
Joel S. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
  Timothy Crowley Captain replied
Read more
Christy L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Timothy

VERIFIED   NEW  4 Hour Trip (AM) on December 29, 2025
Timothy did an awesome job getting us on fish. We had a great time.
Christy L. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
Christy L. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
Bobby C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great time

VERIFIED   NEW  4 Hour Trip (PM) on January 2, 2026
we had a great time
Bobby C. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
Bobby C. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
Paul C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best Fishing Trip Ever

VERIFIED   6 Hour Trip on March 1, 2025
CPT Tim took four of us on an amazing trip along Sarasota and island coastal areas.ย  Caught dozens of fish, including snook,...
Paul C. recommends Windward Fishing Charters
Mark review as helpful
You found this review helpful
  Timothy Crowley Captain replied
Read more
  • Settings