Miss Chief Charters
+11Whether 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!
Captain
Dan Matthews
Most popular features:
Trip availability and prices
Customer reviews
Rating summary
Photos & videos by reviewers (23)
+20Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
94%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
84%
Caught fish
96%
Experience:
Boat
Crew
Overall
Great experience
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!
Experience:
Boat
Crew
Overall
Great family trip
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.
Experience:
Boat
Crew
Overall
Great Trip with Awesome People
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.
Experience:
Boat
Crew
Overall
Awesome guy and awesome time!!
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!!
Experience:
Boat
Crew
Overall
Great day
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.
FAQs about Miss Chief Charters
What are the trip rates for 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)
Which amenities are available onboard with Miss Chief Charters?
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
What's included in the trip price with Miss Chief Charters?
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.)
What types of fishing does Miss Chief Charters offer?
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
What fishing techniques does Miss Chief Charters offer?
Miss Chief Charters offers the following fishing techniques:
- Light Tackle
- Heavy Tackle
- Bottom Fishing
- Trolling
- Spinning
- Jigging
- Drift Fishing
- Kite Fishing
- Deep Sea Fishing
Which fish species can I catch with Miss Chief Charters?
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
Key Largo, Florida, United States
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!
Dan M.
Captain
The fish you can target
What is the boat like?
What kind of fishing will you do?
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
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.
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 20% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 20% 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)
Dolphin (Mahi Mahi)
Hogfish
Marlin (Blue)
Sailfish
Snapper (Mutton)
Tuna (Blackfin)