Charisma Sportfishing

13 Seagate Boulevard
Key Largo FL, United States

Possibly Key Largo’s finest fishing charter, Charisma is a premium boat located in the prime position of the famous Pilot House Restaurant and Marina. This beautiful vessel is manned by an expert crew and is the perfect place from which to enjoy the legendary Key Largo sunrises and sunsets while catching fish and making memories that will last a lifetime.

Charisma is a 38 ft custom built Stoper Express. Powered by twin 370 HP Cummins engines, she is one of the fastest boats in the Keys, and her clean and comfortable interior and deck will make you not want to get off once you return to the marina at the end of your trip. The boat has recently been refurbished and is equipped with up to date electronics and safety equipment, as well as a custom tuna tower that gives you the amazing views of the surrounding waters. Inside, there is air conditioning and a large and fully enclosed head, and on deck you will find a spacious seating area covered by a custom hard top and Eisenglass to protect you from the elements.

Charisma Charters specialize in light tackle, live bait fishing. They use custom made rods with Daiwa, Penn and Shimano reels to make sure you have the best quality fishing experience. With a variety of trip options, you can choose to travel out into deep waters to troll for Mahi Mahi, Barracuda, Sailfish, Wahoo and more, or bottom fish for tasty and fun Snappers and Groupers. You can even choose to fish for the ‘Silver King’ (aka Tarpon) and mighty Sharks on a speciality evening trip. Whatever you go for, Capt. Chris Dillon and his able crew will do all they can to make your trip fun and informative.

At the end of the day you can round off your perfect fishing trip with photos on the dock with your catch followed by a cooling drink at the PIlot House bar. Stay for dinner, and you can have your catch cooked by an expert chef. If that isn’t the perfect day, then we don’t know what is!

Select date to see available trips and rates:

  • Private trip
    Fishing Marathon Trip
      FREE Cancellation 3 days notice
    12 hours trip, starts at 7:00 AM
    US$ 1600
    up to 6 persons
    This is the ultimate trip to try a variety of styles of fishing targeting a variety of species over a period of 12 hours.
  • Private trip
    Full Day Trip
      FREE Cancellation 3 days notice
    8 hours trip, starts at 7:00 AM
    US$ 1400
    up to 6 persons
    This trip will last eight to nine hours. There is time to do it all: live bait fishing, trolling, bottom fishing... you name it!
  • Private trip
    Half Day Trip
      FREE Cancellation 3 days notice
    4 hours trip, starts at 7:00 AM
    US$ 875
    up to 6 persons
    The type of fishing is your choice, and we will recommend what's best depending on time of year and weather.
There is 1 person looking at this charter.

About this listing

Targeted Species

Barracuda (Great)
Dolphin (Mahi Mahi)

Boat Specs

Stolper (Offshore sport fishing) originally built in 2002, and restored in 2012. Powered by 2 370HP Cummings engines, with a maximum cruising speed of 25 knots.

38 ft
6 persons

Types of Fishing

Offshore Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Kite Fishing


Air Conditioning
Life Jackets
Live Bait Well
Air Conditioning
Life Jackets

Trip Includes

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


FREE Cancellation
You can cancel or change your booking free of charge up to 3 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.
You Keep Catch
Catch and Release Allowed


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:
American Express

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

About the Captain

Chris Dillon
Key Largo, Florida, United States
Member since January 2016
Capt. Chris Dillon is a 3rd generation charter boat captain who has been fishing the waters of Key Largo for 25 years. He has been professionally mating for top notch captains since the early two thousands and finally fulfilled his dream of purchasing his own top class charter vessel. He is a personable and knowledgeable captain who loves helping others catch the fish of a lifetime.
Response time: 33 hours
Response rate: 55%

Key Largo Fishing Calendar

Customer Reviews

4.83 out of 5 stars from 2 reviews

5 stars
4 stars
3 stars
2 stars
1 star
Fished July 11, 2017
  • Boat
  • Crew
  • Overall

Capt. Chris and Sean were great.  My wife and I brought our daughters along that are 12 and 6 years old and they had a great time.  Capt. Chris and Sean were very patient with them and made sure they had fun.  The boat was very nice and very clean.  Next time we visit Key Largo we will fishing with them again for sure!  Thanks for a great time!!!

Fished February 11, 2016
Chris Dillon (The Captain)
Replied to this review on February 13, 2016

Hey Tom,  We had a great time fishing with you and your family.  Look forward to fishing with you guys again.  Thanks for fishing with us.

Capt Chris & Sean

  • Boat
  • Crew
  • Overall