- Location
- Key West, Florida
- Trip Types
- Offshore, reef, wreck and light-tackle sportfishing
- Phone
- 305-393-2306
Southpaw Fishing offers Key West charters with Captain Brad Simonds. Brad has decades of guiding experience in the Keys and other destinations. The business operates a custom 43-foot boat built by Key West boatbuilder Claude Torres.
Contact and booking details
| Operator | Southpaw Fishing |
|---|---|
| Area | Key West, Florida |
| Departure / address | Key West. Confirm the marina and slip for Southpaw. |
| Phone | 305-393-2306 |
| Use the operator’s website or phone; no public email was confirmed in the reviewed pages. | |
| Website / reservations | Visit Southpaw Fishing |
| Trip options | Offshore, reef, wreck and light-tackle sportfishing |
The vessel
Southpaw was built in 2002 with features requested by Brad. The published boat information describes a large cockpit, a tuna tower and a 700-horsepower Lugger diesel. Ask about passenger capacity, seating, shade and restroom facilities for your group.
Fishing choices
The operator advertises offshore, reef, wreck and light-tackle fishing. Possible targets include mahi mahi, sailfish, wahoo, tuna, snapper and grouper. Discuss whether your priority is trolling, live-bait fishing or working structure so the crew can recommend a suitable outing.
Published fares
The rate page lists a roughly four-and-a-half-hour trip at $1,000, a six-hour outing at $1,500 and an eight-hour day at $1,800. A distant reef option is listed at $2,500. A $200 deposit is requested. Confirm the current quote and route.
Preparation and booking
The business advertises tackle, bait and crew guidance. Confirm license coverage, food, drinks, ice, cleaning and gratuity in your fare. Request the cancellation and weather policies. Obtain the exact marina directions and departure time before your visit.
Details checked September 29, 2026, using the operator’s published information. Rates, boats, meeting points and policies can change; confirm the final trip details directly. Listed species describe possible targets, not a guaranteed catch or an open harvest season.
Featured photo: Angler displaying a grouper with Southpaw Fishing. Photo from Southpaw Fishing.
Explore more Florida fishing charters or check local tides and weather before planning your day.