Captain
Jimmy Bailey

Member since June 2017 Key West, United States
Background
Captain Jimmy Bailey is a native Floridian, who grew up in Key West. Jimmy started fishing the local waters at a very young age. He has now been fishing for over four decades, and his passion never stops growing. Captain Jimmy is often found guiding his friends and clients through the productive waters in and around Key West. If you are looking for a professional and reliable captain you could trust, Jimmy is your best choice!

Hey, I'm Captain Jimmy Bailey

Key West, United States
Background
Captain Jimmy Bailey is a native Floridian, who grew up in Key West. Jimmy started fishing the local waters at a very young age. He has now been fishing for over four decades, and his passion never stops growing. Captain Jimmy is often found guiding his friends and clients through the productive waters in and around Key West. If you are looking for a professional and reliable captain you could trust, Jimmy is your best choice!
241
Reviews
1
Fishing Reports
Verified

My Charter Listing

Hooked Up Charters

Federally permitted
Excellent
4.8 / 5
(241 reviews)
Key West
 Instant Confirmation
Trips from US $1,000

Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 241 reviews
See details
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (225)
Fishing with Jimmy
Fishing with Jimmy
Non-stop action
+222
Angler rating
212
13
5
5
1
Anglers claimed
Good experience
94%
Friendly captain
98%
Recommend this charter
93%
Appropriate for children
90%
Satisfied with the boat
98%
Caught fish
87%
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Showing:
5 of 241 reviews
Robert L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Had a great time

VERIFIED   Full Day Trip on January 18, 2025
Even though we didnโ€™t catch many fish. We lost a lot of bites. Jimmy and Bonnie worked very hard to get us on the fish.
Robert L. recommends Hooked Up Charters
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Robert L. recommends Hooked Up Charters
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Jason W.
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Awesome time

VERIFIED   3/4 Day Trip on July 2, 2025
Captian put us on the fish
Jason W. recommends Hooked Up Charters
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Jason W. recommends Hooked Up Charters
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Tom J.
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Great for a family!

VERIFIED   Half Day Trip on March 11, 2025
Tom J. recommends Hooked Up Charters
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Tom J. recommends Hooked Up Charters
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Edward M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great boat

VERIFIED   3/4 Day Trip on September 2, 2024
Great people and great boat will definitely be back next year
Edward M. recommends Hooked Up Charters
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Edward M. recommends Hooked Up Charters
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Brenda N.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip

VERIFIED   Half Day Trip on December 30, 2024
Great people, great timeโ€ฆ big fish
Brenda N. recommends Hooked Up Charters
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Brenda N. recommends Hooked Up Charters
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