Jimmy Bailey

Rating

Anglers' gallery (280)

What anglers say

• 

  John Carlson

  Repeat angler

  

  Iowa, US

  •

  Member since 2025

  •

  2 trips

  5.0

  Verified

  NEW

  Hooked Up Charter does exactly that!

  3/4 Day Trip on August 25, 2026 • 2 adults

  We caught my bucket list fish thanks to Captain Jimmy & Bonnie's quick read and response! I wasn't even thinking Sailfish,but caught the fish ive been after right at the start of our trip! We also caught numerous Mahi mahi and also a bonus barracuda! Super personable team and they definitely work well together! Very helpful and patient with my son who hasn't done this very much! We both had a Awesome memorable Day catching fish and meeting 2 new friends! The boat was Awesome also! Great chairs and also shade to sit under if you want to get away from the sun! Very clean and well maintaned! Awesome 5 star trip ! Definitely recommend!

  • 
  • 
  • 
  • 

  

  Response from Captain

  August 25, 2026

  Thanks John 🙌

• 

  Allison Williams

  

  Ohio, US

  •

  Member since 2026

  5.0

  Verified

  Incredible Experience

  3/4 Day Trip on April 9, 2026 • 2 adults

  We had an incredible experience with Hooked Up Charters thanks to Captain Jimmy and First Mate Bonnie! Even though the weather didn’t cooperate and the big fish weren’t biting, they made sure our trip was still a huge success—we caught several yellowtails and had an absolute blast the entire time. Jimmy and Bonnie are truly some of the nicest, most genuine people we’ve met in the 11 years we’ve been coming to Key West. Their positivity, knowledge, and dedication to making sure everyone has a great time really set them apart. You can tell they genuinely love what they do, and it shows in every part of the experience. We can’t wait to come back, head out with them again, and give those big fish another try. Highly recommend this charter to anyone looking for an unforgettable day on the water! 🎣

  • 

  Reported catch:

  

  

  Response from Captain

  April 9, 2026

  Thanks guys 👏

• 

  David Fritz

  

  Florida, US

  •

  Member since 2026

  5.0

  Verified

  an awesome trip

  Full Day Trip on April 17, 2026 • 5 adults

  5 of us went out happy and excited and 5 of us came back to shore the sameway. weather didnt permit us for what fish we wanted but jimmy and bonnie didn’t disappoint. they put us on fish, let us be us on boat and bonnie never stopped. after a great day with my family, i think the best part was watching jimmys grand kids( his legacy) welcome him back to the dock. genuine and true people who love what they do . definitely coming back for more trips with HOOKED UP CHARTERS

  

  Response from Captain

  April 19, 2026

  👏

• 

  Steve Johnson

  Repeat angler

  

  Michigan, US

  •

  Member since 2019

  •

  4 trips

  5.0

  Verified

  Mahi Mania!!

  Full Day Trip on April 5, 2026 • 5 adults

  Captain Jimmy and his amazing mate Bonnie were absoute pros. Ive been on several charters and this team was first class. The boat is set up perfectly for deep see fighting. We got into a nice school of Mahi and some Skip Jack tuna. Filled the cooler and had enough meat for 20 people. Seas were rough and we were very comfortable. Cant wait tk come back and get on the bite again.

  • 
  • 
  • 
  • 

  Reported catch:

  
• 

  Cameron Whitcomb

  Repeat angler

  

  Missouri, US

  •

  Member since 2025

  •

  3 trips

  5.0

  Verified

  Only Charter at the Dock that caught fish

  Full Day on June 28, 2026 • 3 adults

  amazing day on the water. ive done a few charters now and this was the best one by far. at the end of the day all the other charter captains nearby had caught nothing all day. We came back with a nice wahoo, blackfin tuna, mahi, and other fish that we threw back throughout the day. awesome day on the water, i wont use any other captain in Key West

  • 
  • 
  • 

  Reported catch: