
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!
Rating summary
Photos & videos by reviewers (225)


Angler rating
Anglers claimed
Good experience
94%
Appropriate for children
90%
Friendly captain
98%
Satisfied with the boat
98%
Recommend this charter
93%
Caught fish
87%
Jun 24, 2025
3/4 Day Trip
Captain Jimmy and his 1st Mate Bonnie did everything possible to make our fishing trip the most enjoyable deep sea fishing trip my brother-in-law and I had ever. We both have experienced deep sea charter trips from Destin numerous times over the years that didn't compare with our trip with "HOOKED UP CHARTERS" with Captain Jimmy. His experience paid off for us catching Mahi all day long. His 1st mate Bonnie was constantly running back and forth keeping us baited up and taking fish off all day. Will definitely book with them again on our next Key West fishing trip!
Captain Jimmy and his 1st Mate Bonnie did everything possible to make our fishing trip the most enjoyable deep sea fishing trip...
Jul 13, 2025
3/4 Day Trip
We had such a great time and made memories that we will cherish ! The boat was so comfortable and made for such an enjoyable ride ! Bonnie was absolutely incredible ! That girl knows her stuff. Captain Jimmy was the best!!! We can’t wait to come back and get to know them a little more because they seem like the nicest people. We will definitely be booking another trip soon ! Thank you for a great day!! If you want knowledge, a great boat , a fantastic day ,and great people then book with Hooked Up !! You won’t be disappointed
We had such a great time and made memories that we will cherish ! The boat was so comfortable and made for such an enjoyable ride...
Mar 4, 2025
3/4 Day Trip
Captain Jimmy and mate Bonnie showed us a great time March 4-6. We booked the trip a month in advance but ran into 3 days of really tough weather. We had asked to hunt Wahoo and Jimmy tried to accommodate, but the wind and seas were terrible. Days 2 and 3 he recommended inshore fishing and he put us on fish. Had grouper been in season we would have filled the cooler, but we did get plenty of snapper and constant action. Bonnie is a perpetual motion machine - no breaks all day and just awesome at her job. Great banter all trip and lots of fun. I’d recommend Hooked Up Charters to anyone and I hope to go back.
Captain Jimmy and mate Bonnie showed us a great time March 4-6. We booked the trip a month in advance but ran into 3 days of...
May 21, 2025
3/4 Day Trip
We booked a 3/4 day trip and the trip was awesome. Captain Jimmy and Bonnie are a great team. The weather conditions were great and fishing was fantastic. We limited on Mahi and caught a Sailfish as well. I would recommend this charter to anyone. When we return to key west, we'll book with Captain Jimmy again! Thank you very much for the great trip and awesome memories
We booked a 3/4 day trip and the trip was awesome. Captain Jimmy and Bonnie are a great team. The weather conditions were great...
Jul 29, 2025
Full Day Trip
One of the best days we’ve ever had on the water! Captain Jimmy found the fish and stayed in them all day. Jimmy’s mate, Bonnie was excellent. Bonnie was there to assist with every fish and make sure the lines were always baited and ready for the next round. Would highly recommend Hooked Up and its crew to anyone looking for a great day of fishing.
One of the best days we’ve ever had on the water! Captain Jimmy found the fish and stayed in them all day. Jimmy’s mate, Bonnie...
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Rating summary
Photos & videos by reviewers (225)


Angler rating
Anglers claimed
Good experience
94%
Appropriate for children
90%
Friendly captain
98%
Satisfied with the boat
98%
Recommend this charter
93%
Caught fish
87%
Experience:
Boat
Crew
Overall
3/4 Day Trip on June 24, 2025
Captain Jimmy and his 1st Mate Bonnie did everything possible to make our fishing trip the most enjoyable deep sea fishing trip my brother-in-law and I had ever. We both have experienced deep sea charter trips from Destin numerous times over the years that didn't compare with our trip with "HOOKED UP CHARTERS" with Captain Jimmy. His experience paid off for us catching Mahi all day long. His 1st mate Bonnie was constantly running back and forth keeping us baited up and taking fish off all day. Will definitely book with them again on our next Key West fishing trip!
Captain Jimmy and his 1st Mate Bonnie did everything possible to make our fishing trip the most enjoyable deep sea fishing trip my brother-in-law and I had ever. We both have experienced deep sea charter trips from Destin numerous times over the years that didn't compare with our trip with "HOOKED UP CHARTERS" with Captain Jimmy. His experience paid off for us catching Mahi all day long. His 1st mate Bonnie was constantly running back and forth keeping us baited up and taking fish off all day....
Experience:
Boat
Crew
Overall
3/4 Day Trip on July 13, 2025
We had such a great time and made memories that we will cherish ! The boat was so comfortable and made for such an enjoyable ride ! Bonnie was absolutely incredible ! That girl knows her stuff. Captain Jimmy was the best!!! We can’t wait to come back and get to know them a little more because they seem like the nicest people. We will definitely be booking another trip soon ! Thank you for a great day!! If you want knowledge, a great boat , a fantastic day ,and great people then book with Hooked Up !! You won’t be disappointed
We had such a great time and made memories that we will cherish ! The boat was so comfortable and made for such an enjoyable ride ! Bonnie was absolutely incredible ! That girl knows her stuff. Captain Jimmy was the best!!! We can’t wait to come back and get to know them a little more because they seem like the nicest people. We will definitely be booking another trip soon ! Thank you for a great day!! If you want knowledge, a great boat , a fantastic day ,and great people then book with Hooked...
Experience:
Boat
Crew
Overall
3/4 Day Trip on March 4, 2025
Captain Jimmy and mate Bonnie showed us a great time March 4-6. We booked the trip a month in advance but ran into 3 days of really tough weather. We had asked to hunt Wahoo and Jimmy tried to accommodate, but the wind and seas were terrible. Days 2 and 3 he recommended inshore fishing and he put us on fish. Had grouper been in season we would have filled the cooler, but we did get plenty of snapper and constant action. Bonnie is a perpetual motion machine - no breaks all day and just awesome at her job. Great banter all trip and lots of fun. I’d recommend Hooked Up Charters to anyone and I hope to go back.
Captain Jimmy and mate Bonnie showed us a great time March 4-6. We booked the trip a month in advance but ran into 3 days of really tough weather. We had asked to hunt Wahoo and Jimmy tried to accommodate, but the wind and seas were terrible. Days 2 and 3 he recommended inshore fishing and he put us on fish. Had grouper been in season we would have filled the cooler, but we did get plenty of snapper and constant action. Bonnie is a perpetual motion machine - no breaks all day and just awesome...
Experience:
Boat
Crew
Overall
3/4 Day Trip on May 21, 2025
We booked a 3/4 day trip and the trip was awesome. Captain Jimmy and Bonnie are a great team. The weather conditions were great and fishing was fantastic. We limited on Mahi and caught a Sailfish as well. I would recommend this charter to anyone. When we return to key west, we'll book with Captain Jimmy again! Thank you very much for the great trip and awesome memories
We booked a 3/4 day trip and the trip was awesome. Captain Jimmy and Bonnie are a great team. The weather conditions were great and fishing was fantastic. We limited on Mahi and caught a Sailfish as well. I would recommend this charter to anyone. When we return to key west, we'll book with Captain Jimmy again! Thank you very much for the great trip and awesome memories
Experience:
Boat
Crew
Overall
Full Day Trip on July 29, 2025
One of the best days we’ve ever had on the water! Captain Jimmy found the fish and stayed in them all day. Jimmy’s mate, Bonnie was excellent. Bonnie was there to assist with every fish and make sure the lines were always baited and ready for the next round. Would highly recommend Hooked Up and its crew to anyone looking for a great day of fishing.
One of the best days we’ve ever had on the water! Captain Jimmy found the fish and stayed in them all day. Jimmy’s mate, Bonnie was excellent. Bonnie was there to assist with every fish and make sure the lines were always baited and ready for the next round. Would highly recommend Hooked Up and its crew to anyone looking for a great day of fishing.
