Affordable Deep-Sea Fishing Charter in Key West | Cowboy 36 Ft Hatteras

Experience fast, comfortable, and family-friendly offshore adventures aboard one of the most proven boats in our fleet. The Cowboy 36-foot Hatteras is perfect for anglers of all experience levels looking for an affordable deep-sea fishing charter in Key West.

Private Fishing Charters in Key West Aboard the 36 ft Cowboy Hatteras

Looking for the best private fishing charter in Key West? Step aboard the 36 ft Cowboy Hatteras, one of the most trusted and family-friendly boats in the Cowboy Cowgirl Sportfishing fleet. With over 30 years of experience, this fast and reliable vessel delivers unforgettable deep sea fishing, shark fishing, and reef fishing trips tailored to your style and skill level.

Why Choose the Cowboy for Your Key West Fishing Adventure?

• Private Charter Experience: Perfect for individuals, families, or groups up to 6 guests — enjoy the boat all to yourselves.

• Premium Amenities: Two fighting chairs, a rocket launcher, live well, oversized coolers, large fish box, and shaded bench seating in the open aft deck.

• Comfort Onboard: Recently renovated bathroom and plenty of covered space for comfort in the sun and spray.

• Fast & Reliable: Twin engines deliver speed, stability, and access to prime offshore fishing grounds.

Available Fishing Trip Types on the Cowboy

This private charter offers some of the best fishing in Key West with a wide variety of targeted trips:

• Offshore Fishing

• Reef and Wreck Fishing

• Deep Sea Fishing

• Shark Fishing Tours

• Kite Fishing for Sailfish (Seasonal)

• Family-Friendly Fishing Adventures

👉 Want a more affordable option? Check out our Shared Fishing Charters available on select boats in our fleet.

Trip Durations & What’s Included

Choose the length of your fishing trip based on your schedule and goals:

• Half Day (4 hours)

• 3/4 Day (6 hours)

• Full Day (8 hours)

• Extended Trips (10 or 12 hours)

All trips include: fishing licenses, gear, bait, coolers, professional crew, and fish cleaning services. After your trip, we’ll even point you to local restaurants that can cook your catch.

Book Your Private Charter Today

Don’t miss your chance to fish aboard one of the most legendary sportfishing boats in Key West. Whether you’re chasing mahi, wahoo, tuna, sailfish, or sharks — the Cowboy 36′ Hatteras delivers an exciting, safe, and comfortable experience for the whole crew.

Click here to book now or visit our Private Charters page to explore more boat options.

What You Can Catch Aboard the 36’ Hatteras

Key West is home to some of the most productive fishing grounds in the world, and the Cowboy 36’ Hatteras is fully equipped to reach them quickly and comfortably. Depending on the season, conditions, and your goals, you may encounter everything from reef fish to offshore pelagics.

Mahi-Mahi

These colorful, fast-moving fish are a favorite for visitors. Mahi strike hard, leap high, and travel in schools. Peak mahi fishing generally runs from late spring through summer.

Blackfin & Skipjack Tuna

Tuna action can be fast and intense. Blackfin and skipjack travel in large schools offshore and provide excellent fights and delicious fillets. They are most active during the cooler months.

Sailfish

Sailfish are one of the most thrilling species we target. Known for their acrobatics and speed, they are most common during winter and early spring. The Cowboy is fully rigged for trolling and kite fishing when conditions line up.

Wahoo

Wahoo are known for extreme speed and hard strikes. Typically found around temperature breaks and structure, wahoo are most productive in winter and early spring.

Snapper & Grouper

Key West’s reef line produces year-round snapper and grouper. Yellowtail, mutton snapper, black grouper, and gag grouper are common targets and perfect for anglers of all experience levels.

Amberjack & Barracuda

Looking for raw pulling power? Amberjack and barracuda offer aggressive, hard-fighting action. These species frequent wrecks, ledges, and offshore structure.

Why Deep Sea Fishing in Key West Is So Unique

Key West sits closer to deep water than anywhere else in the continental United States. The Gulf Stream flows just offshore, bringing warm water, bait, and pelagic predators directly within reach.

This location provides:

• Quick access to deep water

• World-class offshore variety

• Minimal travel time

• Year-round fishing action

• Ideal conditions for all experience levels

Few places offer such consistent and diverse fishing so close to shore.

Why the 36’ Cowboy Hatteras Is Ideal for Offshore Fishing

The 36’ Cowboy Hatteras is one of the most proven offshore boats in Key West. Known for its layout, stability, and reliability, it’s a top choice among families, first-time anglers, and seasoned fishermen.

Comfort & Practical Features

Shaded cockpit seating, a clean updated restroom, large coolers, a wide deck area, and a comfortable ride make this vessel ideal for groups up to six.

Strong Performance

Twin diesel engines provide speed, stability, and confidence in deep water. The classic Hatteras hull offers a smooth, steady ride offshore.

Designed for Every Style of Fishing

The Cowboy is fully equipped with fighting chairs, rocket launchers, a live well, large fish boxes, and both trolling and bottom-fishing gear—allowing trips to be tailored to your goals.

What to Expect on Your Trip

Every private charter aboard the Cowboy 36’ Hatteras is customized to your preferences and the day’s conditions. After a short ride offshore, your captain will position the boat in the most productive areas—whether trolling, reef fishing, wreck fishing, or searching for pelagic species.

During the action, the crew will guide you through everything from setting lines to reeling in fish. At the end of your charter, your catch will be cleaned and bagged, and we can recommend local restaurants happy to cook it for you.

Expect a safe, fun, and memorable day tailored to your group’s experience level.

Best Time of Year to Fish in Key West

Key West offers excellent fishing year-round. Each season brings different opportunities:

Winter

Peak time for sailfish, wahoo, tuna, and kingfish.

Spring

High-volume mahi season and strong pelagic action.

Summer

Outstanding snapper, grouper, reef fishing, and big shark opportunities.

Fall

Tuna and wahoo return, and reef fishing remains strong.

No matter when you visit, the 36’ Hatteras delivers excellent private charter action.

Common Questions About the 36’ Cowboy Hatteras

How many guests can the 36’ Hatteras accommodate?

Up to 6 guests. The spacious cockpit, shaded seating, and wide beam make it perfect for families and small groups.

Do I need fishing experience?

No experience is necessary. Our professional crew welcomes beginners and seasoned anglers and will guide you through everything from setting lines to landing fish.

What should I bring?

Bring sunscreen, sunglasses, a hat, snacks, drinks (no glass), and a camera. We provide all fishing gear, bait, tackle, coolers, and licenses.

Can we keep our fish?

Yes. You may keep legal, in-season fish. For protected species, we practice responsible catch-and-release. We clean and bag your fish at the dock.

Is there a bathroom on board?

Yes. The Cowboy 36’ Hatteras has a clean, updated restroom—ideal for families and longer offshore trips.

What if the weather is bad?

If conditions are unsafe, we will help you reschedule or provide a refund. Safety is always the top priority.

What types of fishing can we do?

This boat is fully equipped for offshore trolling, deep-sea fishing, reef and wreck fishing, shark fishing, and seasonal kite fishing for sailfish.

How long are the trips and what’s included?

Choose from 4-, 6-, 8-, 10-, or 12-hour private charters. All trips include bait, tackle, gear, licenses, coolers, ice, fish cleaning, and a professional crew.

Are kids allowed?

Absolutely. The Cowboy is a family-friendly vessel with shaded seating, safe deck space, and a restroom—perfect for young anglers.

Plan Your Trip on the 36’ Hatteras

If you want an affordable private deep-sea fishing charter in Key West, the Cowboy 36’ Hatteras is one of the most trusted boats in the fleet. With a knowledgeable local crew, proven offshore performance, and a comfortable layout, this charter delivers an unforgettable experience for families, first-time anglers, and experienced fishermen alike.