Whether you’re a novice or an experienced angler, Miss Chief Charters offers an unforgettable fishing experience in the Florida Keys. Captain Dan Matthews, with 25 years of professional fishing experience in the Keys, knows the perfect spots to ensure a great time for you!

You will board the "Miss Chief," a 34’ Crusader sport fisher boat equipped with shaded seating area, GPS, fishfinder, live bait tank, outriggers, toilet, and icebox. With enough space for up to 6 anglers feel free to bring your friends and family.

Captain Dan specializes in family-friendly trips and live bait big game fishing for various species such as Sailfish, Swordfish, Tuna, Wahoo, Mahi Mahi, Grouper, Snapper, Sharks, and more. The offshore fishing in the Keys is top-notch, and you’ll experience it firsthand.

All trips include fishing equipment, live bait, lures, and fishing licenses. The first mate will assist you throughout the day and will clean and fillet your catch at the end of the trip.

Join the energetic and professional crew of Miss Chief for a fun and memorable fishing adventure. You’re sure to create memories that will last a lifetime!



Trip availability and prices

  • Private trip
    Half Day Morning Trip
    In demand! Last booked: 5 days ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $700
    This is an offshore or reef fishing trip that involves targeting the likes of Grouper, Snapper, Barracuda, mackerel, sharks and more. A great way to start a day!
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Jigging
    Popping
    Kite Fishing
    Trolling
    Drift Fishing
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Cubera)
    Cubera Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Half day afternoon trip
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    Price for up to 6 persons
    US $700
    Half day reef and wreck trips are oerfect for anglers with limited time who are looking to catch edible fish such as snapper and grouper.
    Types of fishing
    Nearshore Fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Jigging
    Kite Fishing
    Trolling
    Spinning
    Drift Fishing
    Targeted fish
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Cubera)
    Cubera Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    3/4 Day Morning Trip
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $1,000
    Miss Chief offers deep sea, wreck and reef trips with 25 year experienced Captain. Novices and experienced anglers of all ages welcome. Fun, patient crew will teach anglers and make it a hands on adventure you’re sure to love. Check out our photos and see what sets us apart from the fleet. Make memories to last a lifetime with Miss Chief Charters!
    Types of fishing
    Nearshore Fishing
    Offshore Fishing
    Reef Fishing
    Wreck Fishing
    Fishing techniques
    Deep Sea Fishing
    Bottom Fishing
    Light Tackle
    Jigging
    Kite Fishing
    Heavy Tackle
    Trolling
    Spinning
    Drift Fishing
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Cubera)
    Cubera Snapper
    Snapper (Mutton)
    Mutton Snapper
    Tuna (Blackfin)
    Blackfin Tuna
    Hogfish
    Hogfish
  • Private trip
    3/4 Day Afternoon Trip
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 12:00 PM
    Price for up to 6 persons
    US $1,000
    On this offshore trip you'll have the opportunity to test your line against the likes of Mahi Mahi, Wahoo, Grouper, Snapper, Sharks, and more.
    Types of fishing
    Offshore Fishing
    Reef Fishing
    Wreck Fishing
    Fishing techniques
    Jigging
    Popping
    Spinning
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Cubera)
    Cubera Snapper
    Snapper (Mutton)
    Mutton Snapper
    Tuna (Blackfin)
    Blackfin Tuna
    Hogfish
    Hogfish
  • Private trip
    Full Day Trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $1,300
    Experience all that Florida Keys fishing has to offer on this full-day trip. The crew can customize this charter with a combination of trolling, drift and bottom fishing, depending on your preferences. Some of the main targets include; Sailfish, Mahi Mahi, Wahoo, Tuna, Grouper, and Snapper.
    Types of fishing
    Offshore Fishing
    Reef Fishing
    Wreck Fishing
    Fishing techniques
    Deep Sea Fishing
    Bottom Fishing
    Light Tackle
    Jigging
    Popping
    Kite Fishing
    Heavy Tackle
    Trolling
    Spinning
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    Marlin (Blue)
    Blue Marlin
    Marlin (White)
    White Marlin
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Cubera)
    Cubera Snapper
    Snapper (Mutton)
    Mutton Snapper
    Tuna (Blackfin)
    Blackfin Tuna
    Hogfish
    Hogfish
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Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 19 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (19)
Awesome guy and awesome time!!
Awesome guy and awesome time!!
Awesome guy and awesome time!!
+16
Angler rating
16
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
84%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
92%
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Featured  
Showing:
5 of 19 reviews
Chelsey B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Awesome guy and awesome time!!

VERIFIED   NEW  Half Day Morning Trip on November 5, 2024
Had a great time out on the water!! The water was too rough to go off shore, but we were able to fish some reefs and caught...
Chelsey B. recommends Miss Chief Charters
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Cynthia H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

July fishing trip

VERIFIED   Half day afternoon trip on July 19, 2024
Captain Ryan and deck hand Andrew were top notch! They did a great job sharing their extensive knowledge and experience with...
Cynthia H. recommends Miss Chief Charters
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  Dan Matthews Captain replied

Robert L.

The captain canceled

VERIFIED   July 27, 2024
The charter operator canceled on trip date. This is an automated posting.
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Matt G.

The captain canceled

VERIFIED   June 2, 2024
The charter operator canceled on trip date. This is an automated posting.
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Sean R.
San Juan, Puerto Rico
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3/4 Day fishing trip

VERIFIED   3/4 Day Afternoon Trip on September 13, 2019
This was the most amazing deep-sea fishing trip my boys and I have ever been on in our lives. Captain Dan and James Took...
Sean R. recommends Miss Chief Charters
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Sean R. recommends Miss Chief Charters
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FAQs about Miss Chief Charters

Miss Chief Charters offers the following trips to customers:
  • US $700 per group - Half Day Morning Trip (4 hours)
  • US $700 per group - Half day afternoon trip (4 hours)
  • US $1,000 per group - 3/4 Day Morning Trip (6 hours)
  • US $1,000 per group - 3/4 Day Afternoon Trip (6 hours)
  • US $1,300 per group - Full Day Trip (8 hours)

When you book a trip with Miss Chief Charters, you can expect the following amenities onboard:
  • Toilet Enclosed bathroom with household style toilet.
  • GPS
  • Fishfinder
  • Live Bait Well
  • Multimedia System
  • Outriggers
  • Ice Box
  • Radar

Trips booked with Miss Chief Charters include:
  • Rods, reels & tackle
  • Live Bait (When live bait is readily available there is no charge. Live baits can be purchased to guarantee live bait fishing.)
  • Lures
  • Catch cleaning & filleting (Fish cleaning is included in charter price.)
  • First Mate (We always fish with a deckhand for safety and convenience. Tipping is complimentary for good service. 20% is typical.)
  • Fishing License (We provide state and federal fishing licenses to our anglers.)

Miss Chief Charters offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing (During winter months we fish no further than 10 miles out. During summer we fish upwards of 25 miles offshore.)
  • Reef Fishing
  • Wreck Fishing

Miss Chief Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Kite Fishing
  • Deep Sea Fishing

Top targeted fish species with Miss Chief Charters include:
  • Barracuda (Great)
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • Hogfish
  • Jack (African Pompano)
  • Marlin (Blue)
  • Marlin (White)
  • Sailfish
  • Snapper (Cubera)
  • Snapper (Mutton)
  • Tuna (Blackfin)
  • Wahoo

Your captain

Dan Matthews
Key Largo, Florida, United States
2 Fishing Reports
ID & license verified
19 Customer reviews
Response time 2 hours
Member since February 2016
Capt. Dan Matthews has spent most of his life on the waters as a professional sport-fisherman, specializing in offshore deep sea fishing as well as reef and wreck fishing. This background allows for the use of local instinct combined with hard-learned local knowledge, in pursuit of great catches and all-around great times. Catch fish and have fun with a Capt. Dan!
Our Team
Dan M.
Captain

The fish you can target

Barracuda (Great) Great Barracuda
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper
Hogfish Hogfish

What the boat is like

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
34 ft
Year built
1979
Boat manufacturer
Crusader
Boat type
Sportfishing

Engine model
Cummins
Powered by
1 x 400HP
Max cruising speed
20 knots

Which types of fishing are offered

Nearshore Fishing
Offshore Fishing
During winter months we fish no further than 10 miles out. During summer we fish upwards of 25 miles offshore.
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

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

Which amenities are available onboard

Toilet
Enclosed bathroom with household style toilet.
GPS
Fishfinder
Live Bait Well
Multimedia System
Outriggers

What’s included in the trip price

Rods, reels & tackle
Live Bait
When live bait is readily available there is no charge. Live baits can be purchased to guarantee live bait fishing.
Lures
Catch cleaning & filleting
Fish cleaning is included in charter price.
First Mate
We always fish with a deckhand for safety and convenience. Tipping is complimentary for good service. 20% is typical.
Fishing License
We provide state and federal fishing licenses to our anglers.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
Kids of all ages welcome. Capt and crew are patient and willing to teach.
You Keep Catch
Catch and Release Allowed

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

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

What’s biting in Key Largo right now

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