Hooked Up Charters 

4.8/5 (245 reviews)
 
Federally permitted
 North Roosevelt Boulevard, Key West, FL 33040, United States

Hooked Up Charters 

 
Federally permitted
4.8/5 (245 reviews)
map-thumbnail
North Roosevelt Boulevard
Key West, FL, United States
You may qualify for a Loyalty Program discount with Hooked Up Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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!

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Rating summary

4.8/5
out of 5 stars from 245 reviews
Boat
4.8/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (225)

Fishing with Jimmy
Fishing with Jimmy
Non-stop action
+222

Angler rating

215
14
5
5
1

Anglers claimed

Good experience

94%

Appropriate for children

90%

Friendly captain

98%

Satisfied with the boat

98%

Recommend this charter

93%

Caught fish

87%

Showing 1 - 5 of 245 reviews
Showing: 5 of 245 reviews
Mark C.
Mark C.
5.0/5

Jun 24, 2025

3/4 Day Trip

Great Experience!

VERIFIED

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...  

Captain replied
 Mark C. recommends Hooked Up Charters
 Mark C. recommends Hooked Up Charters
undefined (The Captain)
Replied on June 25, 2025
Very nice guys 👏

Christina R.
Christina R.
5.0/5

Jul 13, 2025

3/4 Day Trip

Amazing Charter

VERIFIED

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...  

Captain replied
 Christina R. recommends Hooked Up Charters
 Christina R. recommends Hooked Up Charters
undefined (The Captain)
Replied on July 14, 2025
Aww thank you very much, hope to see you guys again soon. 🤩

John T.
John T.
5.0/5

Mar 4, 2025

3/4 Day Trip

Fun fishing trip

VERIFIED

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...  

Review media 0
Review media 1
 John T. recommends Hooked Up Charters
 John T. recommends Hooked Up Charters

John T.
John T.
5.0/5

May 21, 2025

3/4 Day Trip

Captain Jimmy & Bonnie - Great Guide and Top Notch Deck Hand

VERIFIED

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...  

 John T. recommends Hooked Up Charters
1 person finds this review helpful
 John T. recommends Hooked Up Charters
1 person finds this review helpful

Jonathon I.
Jonathon I.
5.0/5

Jul 29, 2025

Full Day Trip

Non-stop action

VERIFIED

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...  

Review media 0
Review media 1
Review media 2
 Jonathon I. recommends Hooked Up Charters
 Jonathon I. recommends Hooked Up Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
October 2025
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
FREE Cancellation 1 day notice
4 Hour Trip, starts at 7:30 AM
Loading...
US $1,000 
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 1 day notice
6 Hour Trip, starts at 7:30 AM
Loading...
US $1,200 
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 1 day notice
8 Hour Trip, starts at 7:30 AM
Loading...
US $1,400 
Entire boat: up to 6 people
There are 11 people looking at this charter.

Customer reviews

Rating summary

4.8/5
out of 5 stars from 245 reviews
Boat
4.8/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (225)

Fishing with Jimmy
Fishing with Jimmy
Non-stop action
+222

Angler rating

215
14
5
5
1

Anglers claimed

Good experience

94%

Appropriate for children

90%

Friendly captain

98%

Satisfied with the boat

98%

Recommend this charter

93%

Caught fish

87%

Showing 1 - 5 of 245 reviews
Showing: 5 of 245 reviews
Mark C.
Mark C.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Experience!

VERIFIED

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....  

 Mark C. recommends Hooked Up Charters
undefined (The Captain)
Replied on June 25, 2025
Very nice guys 👏

Christina R.
Christina R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Amazing Charter

VERIFIED

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...  

 Christina R. recommends Hooked Up Charters
undefined (The Captain)
Replied on July 14, 2025
Aww thank you very much, hope to see you guys again soon. 🤩

John T.
John T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fun fishing trip

VERIFIED

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...  

Review media 0
Review media 1
 John T. recommends Hooked Up Charters

John T.
John T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Captain Jimmy & Bonnie - Great Guide and Top Notch Deck Hand

VERIFIED

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  

 John T. recommends Hooked Up Charters
1 person finds this review helpful

Jonathon I.
Jonathon I.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Non-stop action

VERIFIED

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.  

Review media 0
Review media 1
Review media 2
 Jonathon I. recommends Hooked Up Charters

FAQs about Hooked Up Charters

Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading
Loading
Loading
Loading

What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
36 ft
Year built
1968
Restored in
2017
Boat manufacturer
Hatterras
Boat type
Sportfishing

Engine model
New Cummins installed September 2024
Powered by
2 x 350HP
Max cruising speed
21 knots
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Key West right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...