Foolish Pleasures Charter’s

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If Foolish Pleasure Sport Fishing sounds familiar to you, it’s because you probably saw them on Wicked Tuna. Wicked Tuna is National Geographic’s hottest fishing show and they only partner with the highest caliber Captains and Charter Operations. Choosing Foolish Pleasure Sport Fishing, led b...

If Foolish Pleasure Sport Fishing sounds familiar to you, it’s because you probably saw them on Wicked Tuna. Wicked Tuna is National Geographic’s hottest fishing show and they only partner with the highest caliber Captains and Charter Operations. Choosing Foolish Pleasure Sport Fishing, led by Captain Dale Lisi, was a no brainer!

With over 14 years of professional chartering experience and a lifetime’s worth of fishing knowledge, you’re in qualified hands with Captain Dale Lisi. Though he made his appearance on Wicked Tuna fishing the Outer Banks in North Carolina, he’s intimately familiar with the waters off the coast of Islamorada. With the Gulf Stream being just a stone’s through away from the marina, you’re never too far from the pelagic predators that you came to the Florida Keys to catch!

Foolish Pleasure Sportfishing offers a variety of trip lengths to choose from. The half day trips are popular for the anglers that are short on time and want to get a taste of the “Sportfishing Capital of the World”. The ¾ day and full day trips are highly recommended, this allows Capt. Dale to guide you further off the coast where the true monsters live. The combination of deeper waters, an abundance of baitfish, and less fishing pressure allows the Mahi Mahi, Swordfish, Tuna, White Marlin, Wahoo, Grouper, and Red Snapper to grow to trophy sizes.

If you choose to spend the day bottom fishing, you can expect to hook up on Mangrove Snapper, Cubera Snapper, Hogfish, Yellowtail Snapper, Grouper, Red Snapper, and Amberjack, to name a few of the species. You’ll be targeting pelagic predators while trolling. These species include Wahoo, Yellowfin Tuna, Sailfish, Mahi Mahi, King Mackerel, White Marlin, Blue Marlin, and more.

Charter boat Foolish Pleasure Sport Fishing was fully restored in 2012. She’s powered by duel 425hp Cummins diesel engines with tier 3 emissions. This means no smoke will be billowing in the cockpit and the notorious diesel fumes will be non-existent. Her cabin is equipped with A/C and a Saloon (living room) for you to relax in on your way to and from the fishing grounds. Captain Dale Lisi has hand selected a top notch first mate to be in the cockpit with you while Dale’s captaining from the flybridge. The first mate is included in the trip cost, but a 15-20% at the end of the trip is greatly appreciated.

Fish with the best during your stay in Islamorada. On your trip with Foolish Pleasure Sport Fishing, it won’t take long to realize why National Geographic selected Captain Dale Lisi to star in their hottest fishing show! A 10% deposit will secure your dates, book today to lock in your reservation!

Popular Features:

  • Fishing License Included
  • Toilet On Board
  • Air Conditioning
  • Children Welcome
  • Fishing Tackle Included
  • First Mate
  • Fishing Trips with Foolish Pleasures Charter’s start at: $1,200.00

    View Trips
  • Your Captain will provide:

    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 390 Harbor Rd Wanchese, NC

    • Mahi Mahi
    • Little Tunny (False Albacore)
    • Blue Marlin
    • White Marlin
    • Sailfish
    • Sharks
    • Swordfish
    • Tilefish
    • Blackfin Tuna
    • Bluefin Tuna
    • Yellowfin Tuna
    • Wahoo
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

5 Hour Trip (PM)

$1,200.00

Price includes up to 6 guests

12:30pm - 5:30pm EST (5 hours)
Deposit refundable up to 30 Days before the trip
Trip Details
A 12:30 p.m. - 6:00 p.m. inshore fishing trip not exceeding 20 miles from the inlet. Bottom fishing, trolling, shark fishing (shark fishing is catch and release). Typical catches are Seabass, Flounder, Triggerfish, Mahi Mahi, Bluefish, Spanish Mackerel, and King Mackerel, depending on the time of the year.

5 Hour Trip (AM)

$1,200.00

Price includes up to 6 guests

6:30am - 11:30am EST (5 hours)
Deposit refundable up to 30 Days before the trip
Trip Details
6:30 a.m to 12:00 p.m. Fishing is inside of 20 miles. Bottom fishing, trolling, and Shark fishing (Shark fishing is catch and release). Typical catch – Seabass, Flounder, Mahi, Spanish Mackerel, Triggerfish, and Bluefish.

9 Hour Trip – Winter Rockfish

$1,400.00

Offered 11/01/24 - 01/31/25

Price includes up to 6 guests

7:00am - 4:00pm EST (9 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Full day rockfish action! Your Capt. will provide all required fishing equipment, and all legal catches are heading back to the dock with you.

12 Hour Trip – Offshore

$2,500.00

Offered 05/27/25 - 01/01/25

Price includes up to 6 guests

5:00am - 5:00pm EST (12 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

A bucket list trip, not for the faint of heart.  A typical fishing day includes trolling primarily for Tuna, Mahi, Wahoo, as well as Marlin. When it is productive, we do chunk for Tuna and deep drop for Swordfish and Tilefish.

Customer Reviews
Average Review
5
(4)
(0)
(0)
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(0)
Extended Full Day Trip – Offshore
Great guys captain an 1st mate, good fishing trip
Great guys captain an 1st mate, good fishing trip
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12 Hour Trip – Offshore
We had a beautiful day on the water and caught over 70lbs. of Mahi Mahi. It is a great tasting fish that could not be any fresher. After a bit of difficulty finding the location of the boat all went well. Captain is very friendly and the first mate works very hard. If I had one thing to identify that could be improved it would be the availability of getting your catch cleaned when you are done at the end of the day. We had to drive and find another marina that was available to help us. All in all it was a great trip.
We had a beautiful day on the water and caught over 70lbs. of Mahi Mahi. It is a great tasting fish that could not be any fresher. After a bit of difficulty finding the location of the boat all went well. Captain is very friendly and the first mate works very hard. If I had one thing to identify that could be improved it would be the availability of getting your catch cleaned when you are done at the end of the day. We had to drive and find another marina that was available to help us. All in all it was a great trip.
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10 Hour Trip – Wreck Fishing
Cpt. Dale went above and beyond by going further out than planned to make sure we got in to fish that were biting. The first stop we fished showed plenty of fish but the bite was slow. So we went out further off shore to another spot and got us in to plenty of fish.
Cpt. Dale went above and beyond by going further out than planned to make sure we got in to fish that were biting. The first stop we fished showed plenty of fish but the bite was slow. So we went out further off shore to another spot and got us in to plenty of fish.
Read MoreRead Less

Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Life Raft
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Epirb
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Radar
  • Price Includes

  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle
  • First Mate

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