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Fish Key West. 
Fish Don Diego.

Backcountry • Reef • Wreck • Offshore

Key West Fishing Charters

Key West puts an extraordinary range of fishing within reach. Explore mangrove-lined backcountry waters and shallow channels, fish the patch reefs and main reef, or venture to offshore wrecks and blue water. With multiple boats and fisheries to choose from, Don Diego offers fishing experiences spanning the Lower Keys and surrounding waters.

Key West Backcountry

Discover a different side of Key West among mangrove islands, channels, flats, and shallow waters throughout the Lower Keys. Our backcountry trips can target mangrove and mutton snapper, jacks, tarpon, permit, and other species, with the flexibility to venture toward patch reefs and the main reef when conditions and opportunities make it worthwhile.

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Full Day  Backcountry
8 Hours - $1,300

Spend a full day exploring the remarkable variety of waters surrounding Key West. With eight hours, your captain has the flexibility to cover more water, reach remote areas of the Lower Keys, and move between mangrove backcountry, flats, channels, patch reefs, the main reef, and wrecks when conditions are right. Depending on the season, we may target mangrove and mutton snapper, jacks, tarpon, permit, barracuda, grouper, cobia, and more. Rather than following a fixed itinerary, we build the day around tides, weather, fish movement, and your interests—giving us the range and time to pursue the best opportunities available.

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Half Day  Backcountry
4 Hours - $900

Experience the incredible variety of Key West’s backcountry on a private 4-hour fishing charter through the protected waters of the Lower Keys. Depending on tides, weather, season, and where the fish are moving, we may explore mangrove shorelines, channels, shallow flats, and other productive backcountry waters. Target species can include mangrove and mutton snapper, yellow jacks, jack crevalle, tarpon, permit, barracuda, and more. Whether you’re an experienced angler or fishing with the family, your captain will adjust the location and techniques to the conditions, creating a trip that combines great fishing, beautiful scenery, and the unique experience of the Florida Keys backcountry.

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Evening Tarpon
4 Hours - $900

Experience one of Key West’s most exciting fisheries on a dedicated 4-hour evening tarpon charter. During the spring migration, we target these powerful game fish around channels, bridges, harbor waters, flats, and other areas where tarpon are moving and feeding. Your captain will adjust locations and techniques based on tides, bait, conditions, and fish movement, using live bait, artificials, or other appropriate approaches. Famous for explosive strikes, powerful runs, and spectacular jumps, tarpon offer an unforgettable challenge for experienced anglers and first-timers alike—all against the backdrop of an evening on the waters surrounding Key West.

Key West Reef/Wreck and Offshore

From the main Florida Keys reef and offshore wrecks to the blue water beyond, our Key West offshore trips cover some of the area’s most productive fishing grounds. Target snapper, grouper, sailfish, mahi, blackfin tuna, wahoo, and more as we adapt the day to the season, conditions, and best opportunities.

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Full Day Offshore 
8 Hours - $1,900

A full 8-hour charter gives us the time and range to take advantage of the remarkable variety surrounding Key West. Depending on the season, conditions, and where the best opportunities develop, we may fish the main reef for snapper and grouper, work deeper wrecks for mutton snapper, grouper, amberjack, and other species, or head offshore in search of mahi, blackfin tuna, wahoo, kingfish, sailfish, and more. The full day gives your captain greater flexibility to cover water, change techniques, and explore different areas as conditions develop—making it an excellent choice for anglers who want to experience more of what Key West fishing has to offer.

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3/4 Day Offshore
6 Hours - $1,600

Explore Key West’s reef, wreck, and offshore fisheries on a versatile 6-hour private charter. Depending on conditions, season, and what’s biting, we may fish the patch reefs and main reef for mutton and yellowtail snapper and grouper, work deeper wrecks for hard-fighting species, or push into blue water for mahi, blackfin tuna, wahoo, kingfish, and other pelagics. Six hours gives us range and flexibility to adjust locations and techniques as the day develops. Whether you’re an experienced angler or fishing the Keys for the first time, we’ll focus on the best opportunities available while giving you a true taste of Key West’s remarkable variety.

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Extended Day - Dry Tortugas
8-10 Hours - $2,200

For anglers looking to explore farther from Key West, an extended-day trip to the Dry Tortugas opens up some of the most remote and productive waters in the Florida Keys. The longer day gives us the range to reach reefs, wrecks, and hard-bottom areas well west of Key West, where we can target mutton snapper, grouper, yellowtail snapper, and other reef species, with opportunities for pelagic fish along the way. These trips are built around the conditions and the bite rather than a fixed itinerary, allowing the crew to adjust locations and techniques throughout the day. With more time, more range, and exceptional fishing grounds, a Dry Tortugas trip offers a true full-day Key West fishing adventure.

Our Boats

Our fleet is built to fish every environment we call home—from the backcountry and flats of Key West to the offshore reefs, wrecks, and canyons of New Jersey. Each boat is modern, meticulously maintained, tournament-inspired, and equipped with premium electronics and tackle to deliver a first-class fishing experience.

Pathfinder 2500 Hybrid

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Our two Pathfinder 2500 Hybrids are purpose-built for the diverse waters surrounding Key West. Their shallow-water capability makes them ideal for exploring the backcountry, channels, bays, and flats, while their hybrid design provides the ride, range, and versatility to push out to the patch reefs and main reef when conditions allow. Both boats offer excellent stability, plenty of fishing room, and the flexibility to move comfortably between shallow-water and nearshore fisheries as opportunities develop.

Contender 32ST

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The 2026 Contender 32ST is built for speed, range, and an exceptional ride in a wide variety of conditions. Its smooth, dry ride and spacious fishing layout make it an ideal platform for everything from sailfish, reef, and wreck fishing in Key West to offshore pelagics and tuna off Atlantic City. Whether we're working the reef edge or making a long offshore run, the 32ST gives us the performance, range, and versatility to take advantage of the opportunities the day presents.

Our Crew

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Captain Anthony Solmo

Captain Anthony  has spent his entire life in South Florida. He grew up fishing both the East and West coasts, he was able to learn and master the best techniques from anyone who was willing to teach him.

Shortly after high school, Captain Anthony moved to Key West to pursue his dream of guiding. He has been chartering people from all over the world ever since. One of his greatest joys is seeing how excited his customers get when they pull their fish to the boat. He has worked his way to being one of the top guides in the Keys and is always ready to put you on a fish of a lifetime. 

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Captain Tyler Samaniego

Captain Tyler Samaniego was born and raised in South Florida in a fishing family and has spent his life on the water. He began his career as a commercial fisherman, developing the skills, versatility, and work ethic needed to consistently find fish in all conditions. His passion and dedication led him to become one of Key West’s most respected professional fishing guides.

Captain Tyler specializes in both offshore and backcountry fishing, targeting species such as tarpon, permit, bonefish, snapper, grouper, mahi, tuna, and more. Whether helping experienced anglers chase trophy fish or creating unforgettable family fishing adventures, he is known for his knowledge, enthusiasm, and commitment to delivering a great day on the water. 

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Ryan Persinger, Mate

Ryan has has been fishing his whole life, splitting his time between the legendary fisheries of the Jersey Shore and the vibrant blue water of Key West. He developed a passion for chasing offshore pelagics, honing his skills targeting sailfish, yellowfin and blackfin tuna, mahi-mahi, wahoo, and a long list of other hard-charging species. 

While Ryan is at home running the edge for big-game fish, he’s equally skilled on the inshore grounds, reefs, and wrecks. He has spent years perfecting techniques for snapper, grouper, flounder, sea bass, and other structure-oriented species, mastering everything from precision bottom fishing to stealthy shallow-water approaches. 

Joseph Chandler, Mate

Joseph grew up in South Florida, where fishing and the outdoors have always been a major part of his life. For the past year, he has been running fishing charters in Key West and enjoys helping guests create unforgettable experiences on the water.

 

Before joining the charter business Joseph proudly served on active duty in the United States Air Force. His military background taught him discipline, professionalism, and the importance of putting safety and customer experience first.

 

When he is not running charters, Joseph enjoys fishing, hunting, and spending as much time outdoors as possible.

“The Don Diego Sportfishing team provided an incredible fishing experience. The captain and crew were knowledgeable, and I caught some amazing fish. Highly recommended!”

John Smith

Contact Us

5950 Peninsular Ave, Key West, FL 33040

600 Huron Ave, Atlantic City, NJ 08401

(561) 652-6690

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