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

Excellent
4.8 / 5
(254 reviews)
Angler's choice
Key West
 2 bookings in the past week.
 Instant Confirmation
Trips from US $1,000

Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 254 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (231)
Captain Jimmy and First Mate Bea were awesome. Great experience. \ud83d\udc4d
Captain Jimmy and First Mate Bea were awesome. Great experience. \ud83d\udc4d
Captain Jimmy and First Mate Bea were awesome. Great experience. \ud83d\udc4d
+228
Angler rating
224
14
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
88%
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Featured  
Showing:
5 of 254 reviews
Ron C.
Good
3.0 / 5
Experience:
Good
3.0 / 5
Boat
Good
3.0 / 5
Crew
Good
3.0 / 5
Overall

Fishing with Jimmy

VERIFIED   3/4 Day Trip on October 24, 2024
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Clifford V.
Dunedin, FL
Bad
1.7 / 5
Experience:
Good
3.0 / 5
Boat
Poor
1.0 / 5
Crew
Poor
1.0 / 5
Overall

6 hour trip with Captain Jimmy Bailey

VERIFIED   3/4 Day Trip on May 13, 2023
Captain Jimmy was not clear on the total price of the trip and did not make me aware of tipping 20% to his crew until we got...
Clifford V. does not recommend Hooked Up Charters
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3 persons find this review helpful
You and 3 people found this review helpful
Clifford V. does not recommend Hooked Up Charters
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3 persons find this review helpful
You and 3 people found this review helpful

Marcus A.
Good
2.7 / 5
Experience:
Good
3.0 / 5
Boat
Good
3.0 / 5
Crew
Bad
2.0 / 5
Overall
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Michael R.
Atlanta, GA
Good
3.0 / 5
Experience:
Very good
4.0 / 5
Boat
Very good
4.0 / 5
Crew
Poor
1.0 / 5
Overall

Fishing with Jimmy

VERIFIED   Full Day Trip on May 22, 2021
We didnโ€™t catch any fish the weather was to bad to go out no other boats went out I feel he took us out knowing we wasnโ€™t...
Michael R. does not recommend Hooked Up Charters
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3 persons find this review helpful
You and 3 people found this review helpful
  Jimmy Bailey Captain replied

William S.
CANAL WNCHSTR, OH
Bad
1.7 / 5
Experience:
Poor
1.0 / 5
Boat
Bad
2.0 / 5
Crew
Bad
2.0 / 5
Overall

Full Day Charter

VERIFIED   Full Day Trip on July 30, 2021
My two sons and I go fishing on vacation annually and have for years.ย  Key West is one of the best places to fish in the worldโ€ฆsupposedly.ย ...
William S. does not recommend Hooked Up Charters
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4 persons find this review helpful
You and 4 people found this review helpful
William S. does not recommend Hooked Up Charters
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4 persons find this review helpful
You and 4 people found this review helpful