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!
Anglers Choice
Verified

My Charter Listing

Hooked Up Charters

4.9 Excellent Excellent Excellent Excellent Excellent (74)
Key West
 5 bookings in the past week.
 Instant Confirmation
trips from $750

Customer Reviews

Rating Summary
Photos & videos by reviewers (65)
4.9
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 75 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
Hail Mary
Good Times
Make Key West more amazing!
+62
Angler Rating
68
4
1
1
0
Anglers Claimed
Good experience
97%
Friendly captain
98%
Recommend this charter
96%
Appropriate for children
87%
Satisfied with the boat
100%
Catch intended fish
82%
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Showing:
5 of 75 reviews
Zach K.
Godley, TX
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half Day Trip Second Week of August

VERIFIED   Half Day Trip on August 12, 2021
When looking for trips my wife’s only request was to have a bathroom. When I found Hooked up not only had a bathroom but...
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Nick S.
San Juan
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

MAY FISHING TRIP WITH CAPTAIN JIMMY AND BONNIE

VERIFIED   3/4 Day Trip on May 26, 2021
We had a great day out fishing for a half day with Captain Jimmy and Bonnie. They were both extremely polite and helpful. Bonnie...
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Norman E.
Charlton, MA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half day with Captain Jimmy and Bonnie

VERIFIED   Half Day Trip on May 16, 2021
We booked this trip as part of our anniversary vacation with friends. The weather conditions were not ideal. A breezy week...
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Paul T.
Vero Beach, FL
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Six hour trip with Captain Jimmy

VERIFIED   3/4 Day Trip on August 11, 2021
Captain Jimmy and first mate Bonnie were first rate.  Great local knowledge and had the boat inspected, loaded and ready to...
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Timothy R.
Cumming, GA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

3/4 day trip

VERIFIED   Full Day Trip on September 5, 2021
Jimmy and Bonnie were first class!  Fishing was tough, but none of the boats had luck that day.  Jimmy put in some miles...
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