Hooked Up Charters

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!

From bottom fishing for King Mackerel, Snapper, and Grouper to offshore trips for Sailfish, Tuna, Wahoo, and Mahi-Mahi, Hooked Up Charters 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!

Step on board the “Hooked Up Too”, a 34’ Hatteras offshore sport fishing boat. She was originally built in 1968 and was fully up hauled in 2017. Her twin 350 HP Cummins engines will power you to the hottest fishing grounds in the area, and her latest professional accessories and navigational electronics will save your time while searching for fish. The Hooked Up Too can comfortably take up to six 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.

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 license and the fish cleaning and filleting at the end of your adventure. Just bring something to eat and drink, and show up!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip
     Low rate deposit non-refundable
    8 hours trip, starts at 7:30 AM
    $1,100
    up to 6 persons
    Full day trips are ideal during the hot summer months. Check the morning and the afternoon bite, spend your day farther out from the shore, target Mahi-Mahi, Tuna, Marlin, and many more!
  • Private trip
    3/4 Day Trip
     Low rate deposit non-refundable
    6 hours trip, starts at 7:30 AM
    $900
    up to 6 persons
    This trip is great for anglers of all skill levels and expertise. You will be fishing for a variety of species depending on your personal preferences, such as Snapper, Mahi-Mahi, Grouper, Kingfish, and who knows what else?
  • Private trip
    Half Day Trip
     Low rate deposit non-refundable
    4 hours trip, starts at 7:30 AM
    $750
    up to 6 persons
    These trips are ideal for winter months. The weather might be a bit colder, but the fishing is definitely hot! Check the morning bite and go after Yellowtail Snapper, Mutton Snapper, Mangrove Snapper, Grouper, King Mackerel, and many more.
There are 2 people looking at this charter.

About the Captain

Jimmy Bailey
Key West, Florida, United States
1 Reports
5 Customer Reviews
Response time 2 hours
Member since June 2017
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!

About this listing

Targeted Species

Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Grouper (Black)
Grouper (Red) Grouper (Red)
Marlin (Blue) Marlin (Blue)
Marlin (White) Marlin (White)
Sailfish Sailfish
Snapper (Mangrove) Snapper (Mangrove)
Snapper (Mutton) Snapper (Mutton)
Snapper (Yellowtail) Snapper (Yellowtail)
Tuna (Blackfin) Tuna (Blackfin)
Wahoo Wahoo

Boat Specs

Hatterras (Offshore sport fishing) originally built in 1968, and restored in 2017. Powered by 2 350HP Cummins engines, with a maximum cruising speed of 21 knots.

Length
36 ft
Capacity
6 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Deep Sea Fishing

Amenities

Toilet
Fighting Chair
GPS
Life Jackets
Fishfinder
Flybridge
Live Bait Well
Outriggers
Ice Box
Toilet
Fighting Chair
GPS
Life Jackets
Fishfinder
Flybridge

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
First Mate
Fishing License

Policies

Deposit non-refundable
Deposit non-refundable under normal circumstances. If the captain cannot run the trip due to unsafe weather conditions, your booking can be moved to another date or canceled free of charge.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 20% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
Pay remaining balance to captain
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

Key West Fishing Calendar

Loading Fish Calendar!
Please Wait...

Customer Reviews

Rating Summary
Photos by reviewers (4)
5.00
out of 5 stars from 5 reviews
Boat
Crew
Experience
Dam good time!
Dam good time!
Catch of the day
+1
Angler Rating
5
0
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
80%
Satisfied with the boat
100%
Catch intended fish
100%
Sort By:
Featured  
Showing:
5 of 5 reviews
William R.
Grain Valley, MO
 5.00
Experience:
Boat
Crew
Overall

Dam good time!

VERIFIED   NEW  September 5, 2019
The captain and crew worked hard to get us on fish on a day the fish were not cooperating. Great job by them and a great time.
William R. recommends Hooked Up Charters
Mark as helpful
You found this helpful
William R. recommends Hooked Up Charters
Mark as helpful
You found this helpful

Craig Z.
Fort Lauderdale, FL
 5.00
Experience:
Boat
Crew
Overall

6hr. Trip

VERIFIED   April 14, 2019
Hook up charter,  gets a A+ grading from us. We will book again this year. I’ve been on a lot of charters this was...
Craig Z. recommends Hooked Up Charters
Mark as helpful
You found this helpful
Craig Z. recommends Hooked Up Charters
Mark as helpful
You found this helpful

Bill F.
Tampa, FL
 5.00
Experience:
Boat
Crew
Overall

3/4 day with captain Jimmy and deck hand Bonnie

VERIFIED   January 18, 2019
They worked their butts off for our group!!!!
Bill F. recommends Hooked Up Charters
Mark as helpful
You found this helpful
  Jimmy Bailey Captain replied

Rick C.
Brandon, Florida
 5.00
Experience:
Boat
Crew
Overall

Catch of the day

VERIFIED   April 27, 2018
Awesome captain and crew. We caught multiple types of fish and a lot of them. From what we heard this biggest wahoo of the...
Rick C. recommends Hooked Up Charters
Mark as helpful
You found this helpful
Rick C. recommends Hooked Up Charters
Mark as helpful
You found this helpful

John C.
Bangor, Pennsylvania
 5.00
Experience:
Boat
Crew
Overall
Awesome day out!  The boat was excellent and the crew were knowledgeable, helpful and friendly.  Dolphin were plentiful...
John C. recommends Hooked Up Charters
Mark as helpful
You found this helpful
John C. recommends Hooked Up Charters
Mark as helpful
You found this helpful

Weather Protection
Weather Protection
Canceled due to bad weather? We'll help reschedule or refund.
Best Price Guarantee
Best Price Guarantee
Found the same trip for less? We'll refund the difference!
Service You Can Trust
Service You Can Trust
7 day customer support for a hassle-free fishing experience.
Trusted Payments
Trusted Payments
Book via our secure platform and enjoy flexible payment options.