Brad Simonds
Captain

Brad Simonds

Key West, United States
250+ reviews
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.

Charter

Rating

4.9
286 reviews
5.0
Boat & Equipment
4.9
Captain & Crew
4.9
Fishing Experience

What anglers say

97%
Good experience
97%
Friendly captain
98%
Recommend this charter
92%
Appropriate for children
100%
Satisfied with the boat
95%
Caught fish

All reviews (286)

Showing 1 – 5 of 286 reviews
  • Shannon Nelson
    Shannon Nelson
    us
    Missouri, US
    •
    Member since 2026
    5.0
    Verified

    Fantastic day

    Full Day Trip • 3 adults

    I would encourage anyone looking to go out with a family to consider southpaw. The pictures don’t really show it but the boat is set up super nice. My wife appreciated that there was a bathroom and you can sit in the shade at “the kitchen table” and watch the rods or watch your son or anyone else reel in a fish. I don’t really know how else to explain it other than it’s very well thought out. The captain definitely kept us on top of the fish but I can’t say enough about the first mate James. He was amazing. He worked his tail off for us and watched the lines like a hawk. When we did catch a fish he called out fish on and when we had brought it in he got the fish on ice and he had the lines re baited and out in record time. He was truly committed to making sure we got the most of our time. I cannot recommend them enough.

  • Andrew Krug
    Andrew Krug
    us
    Virginia, US
    •
    Member since 2025
    5.0
    Verified

    All Around Amazing Experience

    3/4 Day Trip • 6 adults • 4 children

    Everything from the Captain, first mate, the boat, the fishing equipment, and all things in-between was fantastic. James, the first mate, was informative and very kind to a number of our first timers. The Captain knew exactly where to go to catch our bait fish and sailfish. About ten minutes in fishing we hooked a sailfish. After about 30ish minutes we landed it. Captain Brad called the day before to confirm everything, provide info about the conditions, and made sure we knew how to find his boat at the marina. We honestly couldn't have asked for a better experience. Highly recommend.

    Reported catch:
    Sailfish
  • Quinton Bailey
    Quinton Bailey
    ca
    Manitoba, Canada
    •
    Member since 2025
    5.0
    Verified

    Unforgettable Experience

    3/4 Day Trip • 2 adults

    Captain Brad and James were organized, tactical and hardworking - made for a successful and unforgettable trip. Choppy water but they made us feel very safe. Put us on 3 sailfish and caught plenty of eaters too. Could have brought us back to shore but fished to the last minute hunting down the 3rd sailfish. Sushi at the docks (incredible), filleted our fish, offered pictures, gave restaurant recommendations, gave us the leader of the first sailfish we ever caught - lots of attention to detail that made it excellent. James is incredibly hardworking and patient with all our questions…. Will be coming back!

    Reported catch:
    Sailfish
    Dolphin (Mahi Mahi)
  • Sten Gustafson
    Sten Gustafson
    us
    Texas, US
    •
    Member since 2026
    5.0
    Verified

    Capt. Travis is awesome! Non-stop action

    3/4 Day Trip • 4 adults

    Capt. Travis is one of the best fishing guides I've ever used (and I've used a lot). Great attitude and demeanor. He asked us what we were looking to catch, and he delivered tremendous fishing action for every kind of fish we were looking for (snapper, grouper, sharks) immediately the moment we pulled up to each spot. My son and nephews had a blast, and were wondering about whether we could come back soon. Highly recommend!

  • Gene Kittredge
    Gene Kittredge
    us
    Wisconsin, US
    •
    Member since 2026
    5.0
    Verified

    Another awesome experience!

    Full Day Trip • 3 adults

    This is the second time I booked with Southpaw charter and just as the first time, it did not disappoint. We caught 14 Mahi and a very nice black grouper. Captain Brad and his helper James were very friendly,helpful and patient throughout the trip. They had lots of helpful tips on properly storing and caring for the fish afterwards. I would not hesitate on booking with them.

    Reported catch:
    Dolphin (Mahi Mahi)
    Response from Captain

    Thanks Gene, we’ll look forward to your next trip.

Real catches shared by our community

  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Another awesome experience!
    Gene K.
    Gene K.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Fantastic day
    Shannon N.
    Shannon N.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Captain Brad and First Mate James are AMAZING
    Jessica M.
    Jessica M.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    We wanted to get on some mahi mahi.
    Chris S.
    Chris S.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    what a great day!!
    Darrell H.
    Darrell H.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Outstanding
    Deborah C.
    Deborah C.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Capt. Travis is awesome! Non-stop action
    Sten G.
    Sten G.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Fantastic fathers day
    Dave S.
    Dave S.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Great Day Fishing
    Carl M.
    Carl M.
  • Southpaw Fishing Charters
    Southpaw Fishing ChartersKey West, FL
    Great trip overall!
    Tyler C.
    Tyler C.

What's biting with Southpaw Fishing Charters in Key West

The weather cools and the crowds thin. This is the best time of year to score a Slam on the flats. The weather can be unpredictable with hurricanes, but the fishing makes it worth while.

Top catches for September