Do I need my own fishing gear?

No, all necessary fishing gear is provided at no extra charge for you to use during the trip.

What should I bring onboard?

Bring a packed lunch, sun protection, personal water, and any personal items you may need for comfort and safety.

Is this trip suitable for beginners?

Absolutely, the trip is guided for all experience levels, and no technical skills are required.

What happens if the weather is bad?

The captain will monitor weather conditions and reschedule if necessary to ensure safety and a good experience.

Yes, depending on local regulations, you can keep your catch and enjoy it later.

Are there restroom facilities onboard?

Yes, the boat is equipped with restroom facilities for guest comfort during the trip.

Fishing Adventure with Key West Fly Fishing in Sugarloaf Shores | Fishing | Boat Tour

Situated off the coast of Florida’s Lower Keys, Sugarloaf Shores offers a prime backdrop for fishing enthusiasts seeking a full day on the water. Key West Fly Fishing with Capt. Dexter Simmons provides an 8-hour charter experience designed to immerse anglers in the region’s vibrant marine environment. On this voyage, you’ll enjoy the buoyant energy of the Gulf of Mexico as you cast lines in search of tarpon, snook, and other saltwater species. Capt. Dexter’s boat is equipped for comfort and efficiency, with top-tier gear available at no extra cost—no need to bring your own tackle unless you prefer. Hydration is key in the sun-drenched waters, with bottled water provided, and guests are encouraged to pack a lunch and savor it on deck while basking in the warm ocean breeze. This adventure isn’t just about the catch; it’s about connecting with the water in one of Florida’s most dynamic fishing regions. Sugarloaf Shores — a community known for its quiet charm and access to protected waters — stands out as a go-to destination for anglers looking to fish in uncrowded, scenic surroundings. The proximity to diverse habitats like mangroves and flats enhances the chances of landing a memorable fish and provides a peaceful contrast to busier tourist hubs. Whether you're an experienced angler or a first-timer, Capt. Dexter’s full-day charter offers a personalized experience focused on success and enjoyment. It’s a great way to learn local techniques, appreciate the natural beauty of the Keys, and create stories to retell for years. With easy booking and all the essentials provided, this trip seamlessly combines adventure, relaxation, and the thrill of fishing in one of Florida’s most alluring coastal spots.

Difficulty

moderate.

Duration

8 hours.

Fitness level

Guests should be comfortable on their feet and able to handle standing or moving around on the boat for extended periods.

Wildlife

Dolphins often accompany fishing trips
Sea turtles seen near the flats

History

The Florida Keys have a rich history as a fishing hub and strategic maritime crossroads dating back to the 19th century.

Conservation

The area emphasizes sustainable fishing practices to preserve its abundant marine life for future generations.

Key West Fly Fishing with Capt. Dexter Simmons operates out of Sugarloaf Key, Florida, offering guided fly-fishing charters across the Lower Florida Keys. Capt. Dexter Simmons focuses on personalized instruction and small-group charters designed for anglers seeking hands-on guidance and quality tackle. The operation offers three charter formats: Half Day Charter (4 hours), 3/4 Day Charter (6 hours), and Full Day Charter (8 hours). Each charter includes complimentary drinks and bottled water; clients are asked to bring their own lunch for longer trips. Premium fly-fishing equipment is provided, including rods from Sage and Loomis, ensuring anglers fish with high-quality gear. Charters are arranged for 1–2 anglers per trip to maximize instruction time and increase opportunities for casting practice and fish hookups. Sessions emphasize safety, on-water navigation, and practical techniques tailored to individual skill levels. Capt. Dexter Simmons prepares each trip with attention to weather, tides, and local conditions to make the most of available fishing windows. Booking information, availability, and specific departure details are provided at the time of reservation. The operation maintains a professional approach to guiding, equipment maintenance, and guest comfort. Photographs and trip summaries from previous charters document typical trip length, gear used, and on-water arrangements. For anglers seeking focused, small-boat fly-fishing charters in the Lower Keys, Key West Fly Fishing with Capt. Dexter Simmons offers straightforward, gear-inclusive options.

Base locationSugarloaf Shores, Florida

Tours offered3+

Specialtyboat-charters

StewardshipLeave No Trace