Miss Chief Charters 

4.9/5 (31 reviews)
 
Federally permitted
 400 Ocean Drive, Key Largo, FL 33037, United States
 
Federally permitted
4.9/5 (31 reviews)
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400 Ocean Drive
Key Largo, FL, United States
You may qualify for a Loyalty Program discount with Miss Chief Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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!

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 31 reviews
Boat
4.8/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (23)

Great Trip with Awesome People
Fishing with Dan
Wahooooo!
+20

Angler rating

26
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

94%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

84%

Caught fish

96%

Showing 1 - 5 of 31 reviews
Showing: 5 of 31 reviews
Timothy K.
Timothy K.
5.0/5

Jun 11, 2025

3/4 Day Morning Trip

Great family trip

VERIFIED

Captain Dan and his mate Jess gave us a great trip. We were a group of a grandpa,son and two grandsons. They took great care to make sure all had a great learning experience and a great time. Oh, we also caught a good amount of fish. Thanks Dan and Jess, you gave some great memories.

Captain Dan and his mate Jess gave us a great trip. We were a group of a grandpa,son and two grandsons. They took great care to...  

 Timothy K. recommends Miss Chief Charters
1 person finds this review helpful
 Timothy K. recommends Miss Chief Charters
1 person finds this review helpful

Cheyenne B.
Cheyenne B.
5.0/5

Jul 25, 2025

3/4 Day Afternoon Trip

Great experience

VERIFIED

We booked this experience for my son’s 9th birthday, the captain and crew (Corey) were absolutely amazing! We caught several keepers and they kept the birthday boy engaged the entire time. Truly a great experience for a family outing!

We booked this experience for my son’s 9th birthday, the captain and crew (Corey) were absolutely amazing! We caught several keepers...  

 Cheyenne B. recommends Miss Chief Charters
 Cheyenne B. recommends Miss Chief Charters

Ricky W.
Ricky W.
5.0/5

Jun 6, 2025

Full Day Trip

Great Trip with Awesome People

VERIFIED

We had a great trip with Captain Dan and Jessica caught a bunch of fish. They did a great job with the fishing and helping the kids. We had one get sick a little, a 6yr old, two adults, and 18 yr old everyone had a great time and enjoyed the trip.

We had a great trip with Captain Dan and Jessica caught a bunch of fish. They did a great job with the fishing and helping the...  

Review media 0
 Ricky W. recommends Miss Chief Charters
 Ricky W. recommends Miss Chief Charters

Chelsey B.
Chelsey B.
5.0/5

Nov 5, 2024

Half Day Morning Trip

Awesome guy and awesome time!!

VERIFIED

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 some keepers!! We caught a mix of mangrove snappers, yellow tail snappers, mutton snappers, red groupers, and black groupers. Dan is an awesome guy with a great playlist!! Super fun time, can’t wait to come back and fish with him again in the future!!

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 some...  

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 Chelsey B. recommends Miss Chief Charters
 Chelsey B. recommends Miss Chief Charters

Gerald S.
Gerald S.
5.0/5

May 25, 2025

3/4 Day Morning Trip

Great day

VERIFIED

Great day. Took my young son (7) and the captain and crew were incredibly patient and understanding as he and I figured it all out. Caught a lot of fish and capt. Dan took us far and wide looking for good spots.

Great day. Took my young son (7) and the captain and crew were incredibly patient and understanding as he and I figured it all...  

 Gerald S. recommends Miss Chief Charters
 Gerald S. recommends Miss Chief Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Morning Trip
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
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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
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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
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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
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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
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US $1,500 
Entire boat: up to 6 people
There is 1 person looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 31 reviews
Boat
4.8/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (23)

Great Trip with Awesome People
Fishing with Dan
Wahooooo!
+20

Angler rating

26
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

94%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

84%

Caught fish

96%

Showing 1 - 5 of 31 reviews
Showing: 5 of 31 reviews
Timothy K.
Timothy K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great family trip

VERIFIED

3/4 Day Morning Trip on June 11, 2025

Captain Dan and his mate Jess gave us a great trip. We were a group of a grandpa,son and two grandsons. They took great care to make sure all had a great learning experience and a great time. Oh, we also caught a good amount of fish. Thanks Dan and Jess, you gave some great memories.

Captain Dan and his mate Jess gave us a great trip. We were a group of a grandpa,son and two grandsons. They took great care to make sure all had a great learning experience and a great time. Oh, we also caught a good amount of fish. Thanks Dan and Jess, you gave some great memories.  

 Timothy K. recommends Miss Chief Charters
1 person finds this review helpful

Cheyenne B.
Cheyenne B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great experience

VERIFIED

3/4 Day Afternoon Trip on July 25, 2025

We booked this experience for my son’s 9th birthday, the captain and crew (Corey) were absolutely amazing! We caught several keepers and they kept the birthday boy engaged the entire time. Truly a great experience for a family outing!

We booked this experience for my son’s 9th birthday, the captain and crew (Corey) were absolutely amazing! We caught several keepers and they kept the birthday boy engaged the entire time. Truly a great experience for a family outing!  

 Cheyenne B. recommends Miss Chief Charters

Ricky W.
Ricky W.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Trip with Awesome People

VERIFIED

Full Day Trip on June 6, 2025

We had a great trip with Captain Dan and Jessica caught a bunch of fish. They did a great job with the fishing and helping the kids. We had one get sick a little, a 6yr old, two adults, and 18 yr old everyone had a great time and enjoyed the trip.

We had a great trip with Captain Dan and Jessica caught a bunch of fish. They did a great job with the fishing and helping the kids. We had one get sick a little, a 6yr old, two adults, and 18 yr old everyone had a great time and enjoyed the trip.  

Review media 0
 Ricky W. recommends Miss Chief Charters

Chelsey B.
Chelsey B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome guy and awesome time!!

VERIFIED

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 some keepers!! We caught a mix of mangrove snappers, yellow tail snappers, mutton snappers, red groupers, and black groupers. Dan is an awesome guy with a great playlist!! Super fun time, can’t wait to come back and fish with him again in the future!!

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 some keepers!! We caught a mix of mangrove snappers, yellow tail snappers, mutton snappers, red groupers, and black groupers. Dan is an awesome guy with a great playlist!! Super fun time, can’t wait to come back and fish with him again in the future!!  

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 Chelsey B. recommends Miss Chief Charters

Gerald S.
Gerald S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great day

VERIFIED

3/4 Day Morning Trip on May 25, 2025

Great day. Took my young son (7) and the captain and crew were incredibly patient and understanding as he and I figured it all out. Caught a lot of fish and capt. Dan took us far and wide looking for good spots.

Great day. Took my young son (7) and the captain and crew were incredibly patient and understanding as he and I figured it all out. Caught a lot of fish and capt. Dan took us far and wide looking for good spots.  

 Gerald S. recommends Miss Chief Charters

FAQs about Miss Chief Charters

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The fish you can target

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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
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What’s biting in Key Largo right now

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