Charter Boat Southpaw

Deep sea fishing boat Southpaw
The deep sea fishing boat Southpaw headed out to the fishing grounds

Deep sea fishing charters aboard the Southpaw with legendary Key West fishing Captain Brad Simonds has you fishing soon after leaving the docks of the beautiful Ocean’s Edge Resort & Marina. Boating out of Stock Island allows for more fishing time as the run to the fishing grounds is just minutes away! Captain Brad offer 4, 6, and 8 hour charters aboard the Southpaw.

Southpaw is a very clean and comfortable custom 43’ Torres sport fishing vessel. Constructed in 2002 specifically for Capt. Brad to fish the Key West waters. The cockpit, where the actual fishing takes place, is immense at 12’ x 15’, so anglers are not crowded. Inside, clients can relax on comfortable seating and enjoy lunch around the dinette. There is also a drink box and a wet bar. A full sized bathroom will keep everyone happy. Other features that set the Southpaw apart from other boats in the Key West fleet include a state of the art bait well to keep live bait happy all day long and a tuna tower which allows Capt. Brad to see for miles searching for sailfish, cobia, or weed and debris which is known to hold mahi mahi and other fish. Southpaw is powered by a 700 horsepower Lugger diesel which is world renowned for dependability. 

"Southpaw" Amenities Questions Answered

The Southpaw is a 2002 43′ Torres convertible Yacht. She is 43 Ft Long 

The Double Wrap has a cruising speed of 19 knots. She is crossing the reef in about 20 minutes run time. 

The Southpaw has a very nice enclosed fully functional  bathroom very similar to any house or high end RV. 

Yes. Inside there is a cabin where you can get out of the sun and possible rain. Comfortable seating but not air-conditioned. 

Yes, this boats fly bridge is where the captain works guiding you to the fish. Higher off the water for improved visibility the fly bridge is also expedited with places for clients to sit and enjoy the view. 

Trolling, reef fishing anchored, Drift fishing and kite fishing, live bait fishing

Yes, the outriggers are lowered when trolling for fish. Putting the baits further away from the boat. 

NO. The seating area while covered is not enclosed so it is very airy but no Air Conditioning. 

No — Stand Up tackle is the preferred method fishing on board the Southpaw. There is a centrally located “Rocket Launcher” rod holder on the fighting deck. Rod belts will be made available for anglers to make fishing more comfortable.

 Yes a cooler with ice dinette and drink box with a wet bar. 

Yes – Ocean’s Edge Resort & Marina has parking for those utilizing the marina just to the left of the guard shack as you enter the property.

Yes the crew will filet and bag all of your legally harvested fish. We have many options for the “Hook And Cook” restaurants in Key West. 

Yes – Southpaw has an upper tower also known as “Tuna or Marlin tower”. Used for high visibility for the captain to find fish. 

Southpaw Dock
Southpaw Bathroom
Southpaw Salon

About Capt. Brad Simonds

Captain Brad Simonds was born and raised in Massachusetts and is a graduate of the prestigious Princeton University in New Jersey. He moved to Key West in 1979 to begin his fishing career. His 40 plus year fishing career has seen him win several tournaments and other awards for fishing excellence. 

Rates For The "South Paw" Key West deep sea fishing

4 Hour Trips $1000.00

6 Hour Trips $1300.00

8 Hour Trips $1500.00

Book A Charter

Booking A Charter on board the Southpaw out of Key West is easy. Call us direct.  Avoid the convenience fees and always call direct to make sure you are getting exactly what you want. We are happy to go over all the details and options to help yo make a secure solid booking on board the “South Paw” without any hidden fees and always at the published rate. 

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Key West Deep Sea Fishing

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The Best Way To Book Fishing

Gennifer Lamp and her team at The Keys To Key West have been offering their personal touch in setting up fishing charters for their clients since 1998. 
Call us direct, speak to a real person. Go over all the options. Book your fishing with confidence.