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!

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!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip
    Low rate deposit non-refundable
    8 Hour Trip, starts at 7:30 AM
    $1,100
    price breakdown
    $1,100
    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 Hour Trip, starts at 7:30 AM
    $900
    price breakdown
    $900
    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 Hour Trip, starts at 7:30 AM
    $750
    price breakdown
    $750
    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 6 people looking at this charter.

About the Captain

Jimmy Bailey
Key West, Florida, United States
1 Fishing Reports
ID & License verified
13 Customer Reviews
Response time 1 hour
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

Cancellation Policy

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the dates of your booking.

Listing Policies

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

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Customer Reviews

Rating Summary
Photos by reviewers (9)
4.95
out of 5 stars from 13 reviews
Boat
Crew
Experience
6 hr trip with Captain Jimmy and Bonnie
6 hr trip with Captain Jimmy and Bonnie
6 hr trip with Captain Jimmy and Bonnie
+6
Angler Rating
12
1
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
77%
Satisfied with the boat
100%
Catch intended fish
85%
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Showing:
5 of 13 reviews
Michael R.
Temple, TX
 5.00
Experience:
Boat
Crew
Overall

Great trip

VERIFIED   September 5, 2020
First mate and captain were great. The captain put us on fish after we had a slow start. The first mate worked hard all trip...
Michael R. recommends Hooked Up Charters
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Joseph A.
Monticello, IN
 5.00
Experience:
Boat
Crew
Overall

3/4 Day with Capt Jimmy and Bonnie 1st mate.

VERIFIED   September 19, 2020
Fishing was slow, but had a great time. Great service, equipment and both worked hard to keep us on fish. Would recommend Hooked...
Joseph A. recommends Hooked Up Charters
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  Jimmy Bailey Captain replied

Shannon P.
Miami, FL
 5.00
Experience:
Boat
Crew
Overall

6 hr trip with Captain Jimmy and Bonnie

VERIFIED   July 6, 2020
We had a wonderful day. The captain and Bonnie were awesome. Really enjoyed ourselves. Thank you so much.
Shannon P. recommends Hooked Up Charters
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Shannon P. recommends Hooked Up Charters
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Douglas D.
Troutman, NC
 5.00
Experience:
Boat
Crew
Overall

Fishing with Jimmy

VERIFIED   June 16, 2020
We hand a great time. Everyone caught fish not big but great eating . Real fun trip
Douglas D. recommends Hooked Up Charters
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  Jimmy Bailey Captain replied

Paul M.
Savannah, GA
 5.00
Experience:
Boat
Crew
Overall

Full day with Jimmy and Billie

VERIFIED   July 26, 2020
Had a great time.  Most senior boat captain on charter row.
Paul M. recommends Hooked Up Charters
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Paul M. recommends Hooked Up Charters
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