Foolish Pleasures Sport Fishing

Join this first-class Florida Keys fishing charter and have an exciting fishing experience! As seen on TV’s Wicked Tuna, Foolish Pleasure Sport Fishing will take you out and make sure you have a productive trip. Captain Dale Lisi has over 14 years of experience running the charter, so you’re in great hands.

There’s enough room for 6 people to fish at the same time on his 36’ Custom flybridge boat. You’ll have a cooler on board, as well as a private toilet so you don’t have to lose any of your home comfort. The first mate is an experienced angler who’ll help you get your catch on the boat. He works for tips, and 15-20% is customary.

Capt. Dale will have Shimano, Akuma, and Penn rods and reels on board, and he’ll prepare live bait so you won’t waste a minute of your time. Depending on the trip you choose, you’ll do some live baiting and trolling for a number of species. Your captain will be more than happy to clean and fillet your catch, so you can have a tasty dinner upon your return.

You’ll find that these rich waters are home to a variety of species. You can target Shark and Tarpon on a specialized nearshore trip, or you can head further offshore and target creatures like Cobia, Marlin, Sailfish, Mahi Mahi, Snapper, Swordfish, Tuna, Wahoo, and Yellowtail Amberjack.

Kids over the age of 3 are welcome on board, so this is a great family experience if you’d like to teach your kids how to fish. You can make some lifelong memories and have a lot of family fun! Make sure to bring sun protection, some food and drinks, and let your captain take care of the rest.

Join the exciting Foolish Pleasures Sport Fishing charters, and get ready to experience these Florida waters like never before!



Select date to see available trips and rates:

  • Private trip
    8 Hour Trip – Offshore
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip Dec 28 - May 23
    $1,300
     price breakdown
    Head out on the water in the early morning and spend a whole day on these productive waters, live baiting and trolling for some of the iconic fish of the area. You'll try to reel in some creatures like Sailfish, Mahi Mahi, Snapper, Cobia, Swordfish, Tuna, Marlin, Wahoo, and Yellowtail Amberjack. Your captain will provide all the fishing gear you'll need, just bring some sunscreen, and join him for a day and some great memories!
  • Private trip
    4 Hour Trip (AM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip Dec 28 - May 23
    $800
     price breakdown
    Head out on the water in the early morning on this half day trip, and do some live baiting and trolling for some of the prized fish of the area. You'll test your skills reeling in creatures like Cobia, Marlin, Sailfish, Mahi Mahi, Snapper, Swordfish, Tuna, Wahoo, and Yellowtail Amberjack. Your captain will provide all the equipment, just bring some sunscreen, and you're ready for your new fishing adventure!
  • Private trip
    4 Hour Trip (PM)
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 11:30 AM
    Seasonal trip Dec 28 - May 23
    $800
     price breakdown
    Get some more sleep and book this half day trip to go out on the water in the afternoon. Do some live baiting and trolling for some of the prized fish that live in the area. You'll try to catch species like Marlin, Sailfish, Mahi Mahi, Cobia, Snapper, Swordfish, Wahoo, Tuna, and Yellowtail Amberjack. All the fishing gear will be on board, just bring some sun protection, and hop on board your new fishing experience!
  • Private trip
    3 Hour Trip (PM) – Shark and Tarpon
    FREE Cancellation 14 days notice
    3 Hour Trip, starts at 4:00 PM
    Seasonal trip Dec 28 - May 23
    $450
     price breakdown
    This is a great trip if you want to go on a nearshore adventure, trying to reel in Shark and Tarpon. If you don't want to go too far for too long, but still want a couple hours of productive fishing, this is the trip for you. All the equipment will be provided by the captain, just make sure to bring some sun protection, and come explore these fish-rich waters!
There are 12 people looking at this charter.

About the Captain

Dale Lisi
Islamorada, Florida, United States
Angler's Choice
ID & License verified
13 Customer Reviews
Response time within an hour
Member since April 2015
Capt. Dale has been fishing for 35 years, and he's been running charters since 2002, so he's very experienced in providing great experiences. He was on the TV show "Wicked Tuna" for 3 years. The best thing about the job is fulfilling his passion for fishing. The first mate has been with him for 8 years, and he's a third-generation fisherman. The captain has a lot of tournaments under his belt as well, mostly with Tuna. "There is nothing greater to do on this planet than fish. I have been doing it my whole life. I have been successfully running the same charter boat for 14 years."

About this listing

Targeted Species

Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Marlin (Blue) Marlin (Blue)
Sailfish Sailfish

Shark (Bull) Shark (Bull)
Shark (Mako) Shark (Mako)
Snapper (Mutton) Snapper (Mutton)
Swordfish Swordfish

Tarpon Tarpon
Tuna (Blackfin) Tuna (Blackfin)
Wahoo Wahoo
Yellowtail Amberjack Yellowtail Amberjack

Boat Specs

Custom (Flybridge) originally built in 1985, and restored in 2012. Powered by 2 425HP Cummins diesel QSB tier 3 emissions engines, with a maximum cruising speed of 25 knots.

Length
36 ft
Capacity
6 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Drift Fishing
Kite Fishing
Deep Sea Fishing

Amenities

Toilet
Air Conditioning
GPS
Life Jackets
Fishfinder
Bed
Flybridge
Live Bait Well
Kitchen
Multimedia System
Outriggers
Ice Box
Toilet
Air Conditioning
GPS
Life Jackets
Fishfinder
Bed

Trip Includes

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

Policies

FREE Cancellation
You can cancel or reschedule your booking up to 14 days before the trip. 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 15% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 15% 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
PayPal
Checks
American Express

When paying the remaining balance with a credit card, there is a 3% fee.

Islamorada Fishing Calendar

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Customer Reviews

Rating Summary
Photos by reviewers (26)
5.00
out of 5 stars from 13 reviews
Boat
Crew
Experience
Hard working crew
Hard working crew
Hard working crew
+23
Angler Rating
13
0
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
100%
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5 of 13 reviews
Kevin M. S.
Washington, District Of Columbia
 5.00
Experience:
Boat
Crew
Overall

Hard working crew

NEW  February 19, 2020
Left the dock 645 am and caught fish before 730 am. Caught a cooler full [6 man limit ] of yellow tail snapper before...
Kevin M. S. recommends Foolish Pleasures Sport Fishing
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Kathleen D.
Conshohocken, Pennsylvania
 5.00
Experience:
Boat
Crew
Overall

Fishing in February

NEW  February 17, 2020
We booked our trip about a month ago and could not wait to be on the boat! Going out fishing I was a little nervous as its...
Kathleen D. recommends Foolish Pleasures Sport Fishing
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Kathleen D. recommends Foolish Pleasures Sport Fishing
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Eric M.
Ephrata, Pennsylvania
 5.00
Experience:
Boat
Crew
Overall

3 full day trips

NEW  February 13, 2020
The captain and mate are the heart and soul of every boat, and there’s not a better pair on any dock than Dale and eddie....
Eric M. recommends Foolish Pleasures Sport Fishing
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Eric M. recommends Foolish Pleasures Sport Fishing
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John N.
Alexandria, Virginia
 5.00
Experience:
Boat
Crew
Overall

Great day of fishing in OCMD

August 19, 2019
We booked a full day offshore trip on the Foolish Pleasures based on recommendations from several friends.  Our group...
John N. recommends Foolish Pleasures Sport Fishing
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Brett G.
Maple Heights, Ohio
 5.00
Experience:
Boat
Crew
Overall

Return Customer

July 12, 2019
I now run my own charter business in DE and I think the best review anyone can get in the game is return customers.  We...
Brett G. recommends Foolish Pleasures Sport Fishing
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Brett G. recommends Foolish Pleasures Sport Fishing
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