Hooked Up Charters
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Hooked Up Charters invites you to explore the fishing opportunities in Key West, Florida. Enjoy your trip with a native guide and come back with an ice chest full of memories!
Step aboard the 'Hooked Up Too,' a 34' Hatteras offshore sportfishing boat. It was originally built in 1968 and was fully up hauled in 2017. Its twin 350 HP Cummins engines will power you to the hottest fishing grounds in the area, and the latest professional accessories and navigational electronics will save you time while searching for fish.
The boat can comfortably take up to 6 anglers, who will make good use of the flybridge and the fighting chair. Plus, there is a toilet on board – a much-needed thing when spending your day on the water.
From bottom fishing for King Mackerel, Snapper, and Grouper to offshore trips for Sailfish, Tuna, Wahoo, and Mahi-Mahi, you can do it all. Captain Jimmy will put you on the fish and will teach you a technique or two. Fish with a local and see the difference!
Just as you depart from the Historic Charter Boat Row, you will soon find your hooks baited and your rods bending. All the necessary equipment is included in the charters' rates, such as rods, reels, tackle, lures, and bait. You will also be provided with a license and fish cleaning and filleting at the end of your adventure. Just bring something to eat and drink, and show up!
Book a trip with Hooked Up Charters and have a Floridian fishing adventure you won't forget!
Hooked Up Charters invites you to explore the fishing opportunities in Key West, Florida. Enjoy your trip with a native guide and come back with an ice chest full of memories!
Step aboard the 'Hooked Up Too,' a 34' Hatteras offshore sportfishing boat. It was originally built in 1968 and was fully up hauled in 2017. Its twin 350 HP Cummins engines will power you to the hottest fishing grounds in the area, and the latest professional accessories and navigational electronics will save you time while searching for fish.
The boat can comfortably take up to 6 anglers, who will make good use of the flybridge and the fighting chair. Plus, there is a toilet on board – a much-needed thing when spending your day on the water.
From bottom fishing for King Mackerel, Snapper, and Grouper to offshore trips for Sailfish, Tuna, Wahoo, and Mahi-Mahi, you can do it all. Captain Jimmy will put you on the fish and will teach you a technique or two. Fish with a local and see the difference!
Just as you depart from the Historic Charter Boat Row, you will soon find your hooks baited and your rods bending. All the necessary equipment is included in the charters' rates, such as rods, reels, tackle, lures, and bait. You will also be provided with a license and fish cleaning and filleting at the end of your adventure. Just bring something to eat and drink, and show up!
Book a trip with Hooked Up Charters and have a Floridian fishing adventure you won't forget!

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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! 🎣

Thanks guys 👏
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

Captain Jimmy and first mate Bonnie made us comfortable from the moment we got to the boat. it was very rough seas and choppy out there which Jimmy made sure we knew bedore going out- he gave us a choice to still go or cancel. We felt very safe and enjoyed the morning. I highly recommend them! we will book with them again next time.

Thanks Nicki 😊
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

👏

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.
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
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!
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
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!
Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Book with 30% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 30% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
