05/14/2026
Only had 1 Sailfish bite today, but the meat fish were willing to participate.
Southpaw Fishing Key West
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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
05/14/2026
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.
05/07/2026
Morning 1/2 day, just the occasional bite from 15-20 lb fish.
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.
04/13/2026
Yellowtail bite has been very dependable
04/09/2026
A little Sailfish action
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.
03/29/2026
And a Sailfish, 3/4 day.
03/25/2026
Two 1/2 days today. Lots of reef action on both trips.
03/02/2026
Caught this Wahoo today on a live bait. He had this hookset in his gut
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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 |