Southpaw Fishing Key West

Southpaw Fishing Key West At Southpaw Fishing Key West, we offer an unparalleled chartered fishing experience. Let us take you Charter fishing in Key West with award winning Capt. Capt.

Brad Simonds aboard his 43′ custom built charter fishing vessel, SOUTHPAW. Key West fishing charters for up to 6 anglers. Highly skilled fishing crew is kid friendly and courteous. Brad Simonds has over 30 years of experience in Florida Keys waters. A multiple time winner of both local and international fishing tournaments as well as an Orvis endorsed guide. Deep Sea Fishing, Bottom Fishing, Wreck

Fishing, Kite Fishing, Live Bait Fishing, Light Tackle Fishing

Our vessel is clean and well maintained with the biggest fishing cockpit in the fleet. Don’t settle for less, fish the best- SOUTHPAW.

They didn’t want to Dolphin fish all day so we did a bunch of different things.
06/18/2026

They didn’t want to Dolphin fish all day so we did a bunch of different things.

Lots of schoolie Dolphin around the last 10 days.
06/14/2026

Lots of schoolie Dolphin around the last 10 days.

Only had 1 Sailfish bite today, but the meat fish were willing to participate.
05/14/2026

Only had 1 Sailfish bite today, but the meat fish were willing to participate.

We’ve caught a couple Sails each of the last several days, also Blackfins up to 24lbs and a few decent Mahi.
05/11/2026

We’ve caught a couple Sails each of the last several days, also Blackfins up to 24lbs and a few decent Mahi.

Morning 1/2 day, just the occasional bite from 15-20 lb fish.
05/07/2026

Morning 1/2 day, just the occasional bite from 15-20 lb fish.

Went offshore today for the first time this spring. First bite was a Blue Marlin. We had him on till the snap swivel fai...
04/26/2026

Went offshore today for the first time this spring. First bite was a Blue Marlin. We had him on till the snap swivel failed.

Yellowtail bite has been very dependable
04/13/2026

Yellowtail bite has been very dependable

A little Sailfish action
04/09/2026

A little Sailfish action

Couple of youngsters did a fine job winding fast and keeping most of the Yellowtail away from several aggressive Lemon S...
04/02/2026

Couple of youngsters did a fine job winding fast and keeping most of the Yellowtail away from several aggressive Lemon Sharks on yesterday’s morning 1/2 day.

And a Sailfish, 3/4 day.
03/29/2026

And a Sailfish, 3/4 day.

Address

5950 Penninsular Avenue
Key West, FL
33040

Opening Hours

Monday 6am - 10pm
Tuesday 6am - 10pm
Wednesday 6am - 10pm
Thursday 6am - 10pm
Friday 6am - 10pm
Saturday 6am - 10pm
Sunday 6am - 10pm

Telephone

+13053932306

Website

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