Contact Us: 833-I-GO-FISH (446-3474)
Contact Us: 833-I-GO-FISH (446-3474)
Contact Us: 833-I-GO-FISH (446-3474)
Contact Us: 833-I-GO-FISH (446-3474)

Foolish Pleasures Charter’s

Capt. Dale Lisi Islamorada, FL Incorporated Licensed Insured

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!

  Launch Location

84001 Overseas Highway, Islamorada

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 (833) 446-3474


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Trips start at $450

5 Trips

1-6 guests

See available trips

1985 36' Sport Fisherman

425 HP engine(s)

  • GPS
  • Fishfinder
  • Radar
  • Children Welcome
  • Clients Keep Catch

Availability

TRIP DATE
NUMBER OF GUESTS

Select an Available Trip

private

SHARK & TARPON TRIP

Includes 6 guests

Trip time: 4:30pm to 6:30pm (2 hours)

100% if customer cancels within 14 days, 50% if within 7 days

Shark and Tarpon trip, chumming for sharks and tarpon. 

Close details

private

1/2 DAY (AM)

Includes 6 guests

Trip time: 7:00am to 11:00am (4 hours)

100% if customer cancels within 14 days, 50% if within 7 days

This trip is custom tailored to your fishing preference and seasonality. If you want to spend the day bottom fishing, we’ll be catching a variety of snapper species, grouper, hogfish, amberjack, jack crevalle, and more. While trolling, we’ll load up your coolers with mahi mahi, wahoo, tuna, and king mackerel fillets. Sailfish, blue marlin, and white marlin are also caught while trolling, but are strictly catch and release!

Close details

private

1/2 DAY (PM)

Includes 6 guests

Trip time: 11:30am to 3:30pm (4 hours)

100% if customer cancels within 14 days, 50% if within 7 days

We target the same species as a full day only half the time.

This trip is custom tailored to your fishing preference and seasonality. If you want to spend the day bottom fishing, we’ll be catching a variety of snapper species, grouper, hogfish, amberjack, jack crevalle, and more. While trolling, we’ll load up your coolers with mahi mahi, wahoo, tuna, and king mackerel fillets. Sailfish, blue marlin, and white marlin are also caught while trolling, but are strictly catch and release!

Close details

private

3/4 DAY

Includes 6 guests

Trip time: 7:00am to 1:00pm (6 hours)

100% if customer cancels within 14 days, 50% if within 7 days

This trip is custom tailored to your fishing preference and seasonality. If you want to spend the day bottom fishing, we’ll be catching a variety of snapper species, grouper, hogfish, amberjack, jack crevalle, and more. While trolling, we’ll load up your coolers with mahi mahi, wahoo, tuna, and king mackerel fillets. Sailfish, blue marlin, and white marlin are also caught while trolling, but are strictly catch and release!

Close details

private

FULL DAY

Includes 6 guests

Trip time: 7:00am to 3:00pm (8 hours)

100% if customer cancels within 14 days, 50% if within 7 days

*We can deep drop for Swordfish on our Full Day Trips*

This trip is custom tailored to your fishing preference and seasonality. If you want to spend the day bottom fishing, we’ll be catching a variety of snapper species, grouper, hogfish, amberjack, jack crevalle, and more. While trolling, we’ll load up your coolers with mahi mahi, wahoo, tuna, and king mackerel fillets. Sailfish, blue marlin, and white marlin are also caught while trolling, but are strictly catch and release!

Close details

Fish Species

African Pompano
Amberjack
Barracuda
Black Grouper
Blackfin Tuna
Blue Marlin
Bonito
Cobia
Cubera Snapper
Grouper
Hogfish
Jack Crevalle
King Mackerel
Little Tunny (False Albacore)
Mahi Mahi
Mangrove Snapper
Mutton Snapper
Nassau Grouper
Red Grouper
Red Snapper
Sailfish
Sharks
Swordfish
Tarpon
Triggerfish
Tuna
Wahoo
White Marlin
Yellowfin Tuna
Yellowtail

Additional Details

Safety Features

  • Life Jackets
  • Life Raft
  • Fire Extinguishers
  • First-Aid Equipment
  • CPR-Trained Crew
  • EPIRB
  • Flares
  • VHF Radio

Navigation

  • GPS
  • Fishfinder
  • Radar

Boat Features

  • Air Conditioning
  • Cooler
  • Multimedia System
  • Refrigerator
  • TV

Facilities

  • Bed
  • Flybridge
  • Kitchen
  • Salon
  • Toilet

Boat Gear

  • First Mate
  • Livewell
  • Outriggers

Fishing Techniques

  • Bottom Fishing
  • Deep Sea Fishing
  • Drift Fishing
  • Kite Fishing
  • Light Tackle
  • Spinning
  • Trolling

Fishing Policies

  • Children Welcome
  • Clients Keep Catch

Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh or Live Bait
  • Lures
  • Rods, Reels & Terminal Tackle

Fishing Location

  • Inshore
  • Nearshore
  • Offshore
  • Reef
  • Wreck

About the Vessel

Captain

Capt. Dale Lisi

Boat Type

Sport Fisherman

Boat Length

36

Year Built

1985

Engine Manufacturer

Cummins

Number of Engines

2

Engine Horsepower

425 HP

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The Perfect Gift For the angler on your list!