Captain
Brad Simonds

Member since May 2014 Key West, United States
Background
Capt. Brad has 40 years of charter fishing and tournament sportfishing experience. Apart from running a charter business, he's also spent 9 years as a member of the Sanctuary Advisory Council to the Florida Keys National Marine Sanctuary representing the charter boat industry. He welcomes anglers of all skill levels on board – he can help you from teaching basics to a first-timer to providing assistance to a seasoned sea wolf.
Techniques
Capt. Brad specializes in light tackle fishing, though he's very skilled in all techniques required to catch a variety of species

Hey, I'm Captain Brad Simonds

Key West, United States
Background
Capt. Brad has 40 years of charter fishing and tournament sportfishing experience. Apart from running a charter business, he's also spent 9 years as a member of the Sanctuary Advisory Council to the Florida Keys National Marine Sanctuary representing the charter boat industry. He welcomes anglers of all skill levels on board – he can help you from teaching basics to a first-timer to providing assistance to a seasoned sea wolf.
Techniques
Capt. Brad specializes in light tackle fishing, though he's very skilled in all techniques required to catch a variety of species

My Charter Listing

Excellent
4.9 / 5
(252 reviews)
Key West
 Last booking: 3 days ago
Trips from US $950

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 252 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (327)
Great Time on Southpaw
Great Time on Southpaw
Great Time on Southpaw
+324
Angler rating
234
11
4
0
0
Anglers claimed
Good experience
97%
Friendly captain
97%
Recommend this charter
96%
Appropriate for children
91%
Satisfied with the boat
100%
Caught fish
95%
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Featured  
Showing:
5 of 252 reviews
Andrew K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

All Around Amazing Experience

VERIFIED   NEW  3/4 Day Trip on March 31, 2026
Everything from the Captain, first mate, the boat, the fishing equipment, and all things in-between was fantastic. James, the...
Andrew K. recommends Southpaw Fishing Charters
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Quinton B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Unforgettable Experience

VERIFIED   3/4 Day Trip on November 13, 2025
Captain Brad and James were organized, tactical and hardworking - made for a successful and unforgettable trip. Choppy water...
Quinton B. recommends Southpaw Fishing Charters
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Michael B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Attention to Detail

VERIFIED   Full Day Trip on January 4, 2026
Capt. Brad runs a top notch charter. His ship was extremely clean. He goes to great lengths to help you catch what you are...
Michael B. recommends Southpaw Fishing Charters
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  Brad Simonds Captain replied

Kimberly J.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Friendly crew, excellent boat, beautiful views!

VERIFIED   Half Day Trip on June 17, 2025
The captain and first mate were super friendly and very good at their jobs. The seas were a bit rocky for my liking so we came...
Kimberly J. recommends Southpaw Fishing Charters
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Patricia J.
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Very good
4.0 / 5
Crew
Excellent
5.0 / 5
Overall

Top-Notch Equipment and Professionalism

VERIFIED   Half Day Trip on June 6, 2025
Captain Brad & First Mate James did their very best to take us out for Mahi on a 1/2 day AM trip (bit of a tall order on limited...
Patricia J. recommends Southpaw Fishing Charters
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Patricia J. recommends Southpaw Fishing Charters
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