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Miss Chief Charters 

4.8
(43 reviews)
 400 Ocean Drive, Key Largo, FL 33037, United States–
+14
+11

Miss Chief Charters 

Key Largo, FL, United States
–
34 ft
6
4.8
(43 reviews)
Trips & prices
Targeted species
Boat info
What's biting
What's included
Contact captain
Trips & prices
What's included
Targeted species
Boat info
Reviews
Contact captain

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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!

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!

Dan Matthews
Captain
Dan Matthews
23 years of experience
responds within an hour
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Toilet
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Toilet

Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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Half Day Morning Trip
FREE Cancellation 3 days notice
4 hour trip starts at 7:00 AM
Dolphin (Mahi Mahi)
Marlin (Blue)
Marlin (White)
Sailfish
+4
US $900
Entire boat: up to 6 people
Half day afternoon trip
FREE Cancellation 3 days notice
4 hour trip starts at 12:00 PM
Dolphin (Mahi Mahi)
Marlin (Blue)
Marlin (White)
Sailfish
+4
US $900
Entire boat: up to 6 people
3/4 Day Morning Trip
FREE Cancellation 3 days notice
6 hour trip starts at 7:00 AM
Barracuda (Great)
Dolphin (Mahi Mahi)
Marlin (Blue)
Marlin (White)
+8
US $1,200
Entire boat: up to 6 people
3/4 Day Afternoon Trip
FREE Cancellation 3 days notice
6 hour trip starts at 12:00 PM
Barracuda (Great)
Dolphin (Mahi Mahi)
Marlin (Blue)
Marlin (White)
+8
US $1,200
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Barracuda (Great)
Dolphin (Mahi Mahi)
Marlin (Blue)
Marlin (White)
+8
US $1,500
Entire boat: up to 6 people

Customer reviews

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Rating

4.8
43 reviews
4.7
Boat & equipment
4.8
Captain & crew
4.8
Fishing Experience

Anglers' gallery (39)

What anglers say

84%
Recommended
97%
Caught fish

All reviews (43)

Frequently mentioned
Showing 1 – 5 of 43 reviews
Donna Stanford
Donna Stanford
Repeat angler
us
Texas, US
Member since 2025
2 trips
5.0
Verified
Epic Trip!
3/4 Day Afternoon Trip on September 18, 2026 • 2 adults

As seasoned anglers who have traveled far and wide to fish, we can honestly say this was hands down our best fishing experience yet! Ryan and Cory were absolutely amazing—knowledgeable, hardworking, and genuinely fun to spend the day with. My daughter landed a mac daddy bull mahi-mahi, and I was blessed with a gorgeous large female. We also pulled in several more mahi, along with bonito and runners. The action was incredible, the company was even better, and an all-around good time was had by all. This wasn’t a one-and-done trip for us—we will absolutely be back many more times. If you’re looking for an unforgettable fishing experience with an outstanding crew, book the trip!

Reported catch:
Dolphin (Mahi Mahi)
Tyler Cummings
Tyler Cummings
us
South Carolina, US
Member since 2025
5.0
Verified
Best Charter
3/4 Day Afternoon Trip on June 10, 2026 • 3 adults • 3 children

Had a great time today fishing. They were very helpful with the children and took the time to explain everything to them about fishing. They put us on some great fish. Kids had a blast. Would definitely recommend this charter to anyone. We will definitely book with them again when we come back!

Brandon Warrick
Brandon Warrick
us
North Carolina, US
Member since 2026
5.0
Verified
Great Fishing Adventure
Half Day Morning Trip on June 16, 2026 • 5 adults

Captain Dan and First Mate, Ricky, were both amazing! They were very informative and helpful while also ensuring our safety. For our first fishing charter, high standards have been set! Highly recommend Miss Chief Charters for family and friends alike!

Reported catch:
Dolphin (Mahi Mahi)
Dan Matthews
Response from Captain

Thanks for the great review Brandon! We had a blast with yall on our half day charter! Looking forward to next trip!

Layton Thompson
Layton Thompson
us
South Carolina, US
Member since 2026
5.0
Verified
Best trip!
3/4 Day Morning Trip on July 5, 2026 • 3 adults

Suprised the guys in our group with a day trip to go offshore fishing for their first time and to say they had a great time is an understatement! They’re already talking about booking another trip!

Reported catch:
Dolphin (Mahi Mahi)
Blackfin Tuna
Dan Matthews
Response from Captain

Thank you so much for the 5-star review, Layton! It was a pleasure hosting your group for their first offshore fishing experience, and I'm thrilled to hear they had such a great time. I look forward to getting everyone back on the water again soon for another adventure! 🎣🌊

Alfredo Arroyo
Alfredo Arroyo
Repeat angler
us
Tennessee, US
Member since 2020
8 trips
5.0
Verified
best fishing trip!
3/4 Day Morning Trip on June 18, 2026 • 4 adults

Great Day of fishing, we caught Plenty of Mahi. Captain Dan and Ricky did a great job. this guys will Put you in the fish 100%. it was a hot day but well worth it. i will definitely Recommend Miss Chief Charters.

FAQs about Miss Chief Charters

Miss Chief Charters offers the following trips to customers:
  • US $900 per group - Half day afternoon trip (4 hours)
  • US $900 per group - Half Day Morning Trip (4 hours)
  • US $1,200 per group - 3/4 Day Afternoon Trip (6 hours)
  • US $1,200 per group - 3/4 Day Morning Trip (6 hours)
  • US $1,500 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
Dan Matthews
Key Largo, Florida, United States
7 Fishing Reports
43 Customer reviews
Typical response within an hour
Member since February 2016
Capt. Dan Matthews brings over 20 years of professional sportfishing experience to every trip, with a proven track record of tournament wins and world-class fishing adventures across the globe. From deep sea battles offshore to precision drops on local wrecks and reefs, Capt. Dan combines unmatched local knowledge with a lifetime of global fishing expertise. Whether you're chasing trophies or just out for a good time, his laid-back, pro-level attitude ensures every charter is as fun as it is unforgettable. Catch fish, make memories, and have a blast with Capt. Dan!
Our Team
Dan M.
Dan M.
Captain
Dan Matthews
Dan Matthews
7
reports
43
reviews
2016
member since
~1h
response
Capt. Dan Matthews brings over 20 years of professional sportfishing experience to every trip, with a proven track record of tournament wins and world-class fishing adventures across the globe. From deep sea battles offshore to precision drops on local wrecks and reefs, Capt. Dan combines unmatched local knowledge with a lifetime of global fishing expertise. Whether you're chasing trophies or just out for a good time, his laid-back, pro-level attitude ensures every charter is as fun as it is unforgettable. Catch fish, make memories, and have a blast with Capt. Dan!
The crew
Dan M.
Dan M.
Captain

The fish you can target

Great Barracuda
Great Barracuda
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Hogfish
Hogfish
African Pompano Jack
African Pompano Jack
Blue Marlin
Blue Marlin
White Marlin
White Marlin
Sailfish
Sailfish
Cubera Snapper
Cubera Snapper
Mutton Snapper
Mutton Snapper
Blackfin Tuna
Blackfin Tuna
Wahoo
Wahoo
Great Barracuda
Great Barracuda
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Hogfish
Hogfish
African Pompano Jack
African Pompano Jack

Real catches by this captain

  • Angler proudly displaying a vibrant Mahi Mahi while fishing offshore, showcasing a colorful outfit against a scenic ocean backdrop.
    Fish 1
    Dolphin (Mahi Mahi)
    Donna S.
    Donna S.
    As seasoned anglers who have traveled far and wide to fish, we can honestly say this was hands down our best fishing experience yet! Ryan and Cory were absolutely amazing—knowledgeable, hardworking, and genuinely fun to spend the day with. My daughter landed a mac daddy bull mahi-mahi, and I was blessed with a gorgeous large female. We also pulled in several more mahi, along with bonito and runners. The action was incredible, the company was even better, and an all-around good time was had by all. This wasn’t a one-and-done trip for us—we will absolutely be back many more times. If you’re looking for an unforgettable fishing experience with an outstanding crew, book the trip!
  • Angler proudly displaying a vibrant Mahi Mahi while aboard a fishing boat, showcasing a successful offshore fishing trip.
    Fish 1
    Dolphin (Mahi Mahi)
    Mahi-mahi are biting Offshore! In addition we are catching the occasional Blue Marlin
  • A group of anglers proudly posing with their catch of Mahi Mahi displayed on a board at the dock, showcasing a successful day of fishing.
    Fish 1
    Dolphin (Mahi Mahi)
    Steven R.
    Steven R.
    Filled the cooler up with Mahi and caught a Blue Marlin. Quite literally the best trip we’ve ever been on. Capt and Mate were awesome. Very friendly and the fishing was second to none.
  • A group of five anglers proudly posing in front of their catch of Mahi Mahi displayed on a board at the dock.
    Fish 1
    Dolphin (Mahi Mahi)
    Brandon W.
    Brandon W.
    Captain Dan and First Mate, Ricky, were both amazing! They were very informative and helpful while also ensuring our safety. For our first fishing charter, high standards have been set! Highly recommend Miss Chief Charters for family and friends alike!
  • Family group posing beneath a dockside catch board displaying multiple mahi-mahi and tuna.
    Fish 1
    Fish 2
    Dolphin (Mahi Mahi)
    Tyler C.
    Tyler C.
    Had a great time today fishing. They were very helpful with the children and took the time to explain everything to them about fishing. They put us on some great fish. Kids had a blast. Would definitely recommend this charter to anyone. We will definitely book with them again when we come back!
  • A young angler and an adult proudly displaying a large Sailfish while celebrating Christmas on a fishing trip.
    Fish 1
    Fish 2
    Sailfish
    Dale J.
    Dale J.
    Deckhand Ricky was the hardest working MF’er i’ve ever seen. if you’re gonna fish the keys book these guys.
  • Two anglers enjoying a day on the water, with one taking a selfie while the other is focused on fishing.
    Fish 1
    Yellowtail Snapper
    Chelsea W.
    Chelsea W.
    Capt Dan was straight forward yet funny and entertaining. He sure did all the work. I appreciated him showing us a good time offshore in the Keys.
  • Two anglers proudly displaying their colorful Snapper catch aboard a fishing boat in clear blue waters.
    Fish 1
    Yellowtail Snapper
    It’s prime time here in Key Largo — we’ve been putting clients on solid yellowtail snapper all week on our half-day trips aboard Miss Chief! Whether you’re after reef action or a laid-back day on the water, now’s the time to get out and fish. Book your Key Largo fishing adventure today! ⚓️
  • An angler proudly displaying a vibrant Mahi Mahi while fishing offshore, showcasing the beautiful blue ocean and cloudy sky.
    Fish 1
    Fish 2
    +1
    Dolphin (Mahi Mahi)
    Gary and Suzanne crushed it on their 6-hour trip aboard Miss Chief! They hauled in a solid catch of Blackfin tuna, mahi, and bonita under sunny skies and calm seas. ?☀️ Smiles were big, the bites were steady, and the cooler was full — just the way we like it in Key Largo! ? ? Book your trip today and get in on the action!
  • An angler proudly displaying a large Yellowfin Tuna while fishing offshore, showcasing a vibrant blue ocean backdrop.
    Fish 1
    Yellowfin Tuna
    Offshore fishing action has heated off Key Largo. We are catching sailfish, blackfin tuna, wahoo, kingfish, groupet and snapper in the gulf stream current.

What is the boat 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

What kind of fishing will you do?

Nearshore Fishing
Offshore Fishing
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
Ice box
Radar
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.
More details

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 30% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 30% 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

Barracuda (Great)Barracuda (Great)
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Grouper (Black)Grouper (Black)
HogfishHogfish
Marlin (Blue)Marlin (Blue)
SailfishSailfish
Snapper (Mutton)Snapper (Mutton)
Tuna (Blackfin)Tuna (Blackfin)
WahooWahoo

Compare similar fishing charters

Current
Miss Chief Charters
Miss Chief Charters
4.8
(43)
34 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+10
4 hour trip • 6 persons
US $900