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Sailfish Fishing Charters In Cudjoe Key

Easily find a Cudjoe Key fishing guide that fits your needs. Confidently book your next day on the water.

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Recently Booked Sailfish Fishing Charters Near Cudjoe Key, Fl

Fishing in Cudjoe Key

Deep Sea, Inshore, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

NEW
34 ft 1 - 6 People $$
Fishing in Key West

Flats, Nearshore Fishing Charter in Key West

Reefs, Bays, Or Backcountry

NEW
25 ft 1 - 4 People $$
Fishing in Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Key Offshore - 32’ Morgan

100% (1)
32 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Key West Deep Sea Run - 40' Luhrs

100% (4)
40 ft 1 - 6 People $$$
Fishing in Key West

Deep Sea Fishing Charter in Key West

Key West Big Game Fishing

NEW
34 ft 1 - 6 People $$$
Fishing in Key West

Deep Sea Fishing Charter in Key West

Long-Range Key West Trip

100% (1)
33 ft 1 - 6 People $$$

Most Popular Types of Sailfish Trips in Cudjoe Key

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Sailfish Fishing Charters Near Cudjoe Key, Fl

Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Sportfishing Key West in Key West

If you’re looking for some of the best charter fishing that money can buy out of Key West, Florida, you can’t go wrong here. With over 3 decades of local fishing experience under his belt, Captain Russ is your man if you want to get the best out of these deep blue waters. Our boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers deep sea fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 25 miles offshore on full day trips. These trips will also provide higher chances of catching Marlin! If you book a half day trip, you’ll be fishing in a 2–12 mile range. Depending on the package and the bite, your target list will include Mahi Mahi, Wahoo, Sailfish, Marlin, Snapper, Grouper, and many other attractive species. Read More

Deep Sea Fishing Charter in Key West

Sportfishing Key West

NEW
50 ft 1 - 6 People $$$
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Key Nearshore Run in Marathon

Hop on board with Captain Steve and prepare for an action-packed day of fishing the Florida Keys! The offshore waters off of Marathon Key are perfect for chasing some big game fish in a beautiful environment! On this 6 to 8-hour trip, Captain Steve will take a few miles off the coast where you'll be fishing for Cobia, Goliath Grouper, Hogfish, Red Grouper, and Sailfish. Depending on the fish you can choose from a variety of techniques and this boat can handle artificial lures, bottom fishing, drift fishing, heavy tackle, jigging, light tackle, live bait and trolling. Let Captain Steve know what you want to fish and he'll get you set with the technique, or ask him what he thinks is biting! You'll be aboard a 31’ Prowler sportfisher with a capacity for 6 people. Powered by a 315 HP Cummins engine, this vessel will have no problem getting you to the prime spots offshore. On board you'll find a GPS, a Fishfinder, Outriggers, and even a bathroom. Captain Steve will also clean and filet any keepers you catch for no extra charge! Captain Steve will provide all rods, reels, and tackle. All you need to pack are any food or drinks you might need. He kindly asks that you do not bring spray sunscreen. These family-friendly trips can host up to 6 people, so make sure you bring some good company! Read More

Deep Sea Fishing Charter in Marathon

Marathon Key Nearshore Run

100% (6)
31 ft 1 - 6 People $$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Mixed Bag Trip in Key West

Join Captain Brad on an exciting fishing adventure in Key West, Florida. Captain Brad is extremely friendly and courteous, and wants to help you reel in your personal best! On these 4, 6, and 8-hour adventures, Captain Brad will help you catch a variety of species, including Mahi Mahi / Dorado, Black Grouper, Goliath Grouper, Red Grouper, King Mackerel / Kingfish, Sailfish, Red Snapper (depending on the season), Yellowtail Snapper, and Wahoo. You’ll be fishing aboard Capt. Brad’s 43-foot sportfisher which is equipped with a large fishing cockpit, a functioning Tuna Tower, and an extra-large live well capacity. On this trip, Captain Brad emphasizes light tackle but is more than happy to accommodate for live bait slow trolling, reef & wreck, dead bait trolling, kite fishing, and blue water fly fishing. Captain Brad will provide Penn, Shimano, and Daiwa rods, reels, tackle, and lures. They will also provide live bait, drinks, fly fishing equipment, and fish cleaning/filleting at no extra cost. A first mate will be on board to help you at all times. Make sure you bring a hat, sunscreen, and some food/snacks for the day! The crew is excited to give you a great fishing trip – it doesn’t matter if you’ve fished a hundred times or whether this is your first time taking the family fishing – there’s something for everyone to enjoy! Read More

Deep Sea, Nearshore Fishing Charter in Key West

Key West Mixed Bag Trip

100% (3)
43 ft 1 - 6 People $$
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Mahi / Offshore Combo in Marathon

" It is one of the finest fishing boats built for both tournament fishing or the family fishing trip. The center console concept works great for catching of large fish that swim fast like sailfish, Mahi, Wahoo or Tarpon. This allows the angler to quickly move to front of the boat keeping the line from rubbing on the boat and more fish on the hook! With twin 300hp Yamaha power it is a quick, short comfortable ride to the fishing grounds. This boat has an awesome tower to help the captain see fish and birds at a distance, which helps put more fish on your lines and in the box! It is also versatile enough to fish inshore for Tarpon and other shallow water, as well as way offshore for Swordfish or Marlin." Read More

Deep Sea Fishing Charter in Marathon

Mahi / Offshore Combo

NEW
35 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Offshore - 30’ Grady White in Marathon

Get out there and chase down some thrilling pelagic fish on this trip with Captain Joel! You'll be cool and comfortable on board this 30' Grady White sportfishing vessel, which is purpose-built for offshore performance. Marathon, FL is world-famous for sportfishing, and for good reason! Not only is the water here rich with life, but it's also right on the edge of the shelf, so you can hook up exciting deep-sea species less than an hour from the dock. This trip can be a half-day, a 3/4 day, or a full day of fishing depending on your preferences, but no matter what you choose, you'll be targeting prime nearshore gamefish species such as Barracuda, Cobia, Mahi, African Pompano, Kingfish, and more. On longer tips, you'll also have the opportunity to troll for major species including Sailfish, Wahoo, Blue Marlin, and Blackfin Tuna. Every single one of these fish is a hard fighter, and once they take that bait, it's game on! Captain Joel will come prepared with everything you need for an exhilarating day on the water, including bait, rods, reels, and tackle. All you need to bring is your sunscreen, some sunglasses, and a good attitude! Head out there and have a blast! Read More

Deep Sea Fishing Charter in Marathon

Marathon Offshore - 30’ Grady White

NEW
30 ft 1 - 6 People $$$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Offshore Excitement! in Key West

Have you ever wanted to catch that once-in-a-lifetime fish, capture that awe-inspiring sunset, or enjoy an unforgettable day with your family on the water? With Captain John, you can do just that. Spend your half, 3/4, full or extended day trip exploring the beautiful flats around Key West as you chase down tarpon, permit, barracuda, sharks, snappers and more. This back country/flats charter is a popular choice for both longtime anglers and families because of its wide range of fishing opportunities. Hop on the 24' Yellowtail and the highly-rated Captain John will take you where you need to be. Your adventure will begin at the dock as Captain John explains what you can expect on your trip. No detail will be left out or question unanswered in order to make your trip exciting, educational, and memorable. Be sure to bring any beverages or snacks you might need, and Captain John will provide everything else. Read More

Deep Sea Fishing Charter in Key West

Key West Offshore Excitement!

NEW
30 ft 1 - 4 People $$
See All Sailfish Trips in Cudjoe Key

Everything to Know About Booking a Cudjoe Key sailfish fishing charter

What are the best sailfish fishing charters in Cudjoe Key?

Our Damn Good Guides currently offer 49 sailfish trip in Cudjoe Key: All-Inclusive Fishing Adventure guided by Jose.

Our guides in Cudjoe Key are rated a 4.85 out of 5 based on 2568 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Other popular cities nearby for booking a Sailfish charter include Key West, Marathon and Naval Air Station Key West.

Looking for kid friendly sailfish guides / fishing lessons in Cudjoe Key? Check out our beginner and family friendly sailfish guides in Cudjoe Key.

What types of sailfish fishing charters are common in Cudjoe Key?

Deep Sea fishing is the most popular for sailfish in Cudjoe Key as well as nearshore fishing, inshore fishing, and jetty fishing.

The most common fishing techniques in Cudjoe Key are trolling, light tackle fishing, and heavy tackle fishing but bottom fishing and jigging are popular as well.

How much do Cudjoe Key sailfish fishing charters cost?

for sailfish in Cudjoe Key prices can range anywhere from about $943 to $2,308, but the average price for a half day trip for sailfish in Cudjoe Key is $1,163. The average price for a full day trip for sailfish in Cudjoe Key is $1,710.

What month is best for sailfish fishing in Cudjoe Key?

The most popular season for sailfish fishing in Cudjoe Key is spring, and most anglers book their trips 9 days in advance.

Do I need a Cudjoe Key fishing license for sailfish and what are the bag limits for sailfish in Cudjoe Key?

You’re in luck! Our fishing tours in Cudjoe Key don’t require you to purchase a fishing license – your group is covered by your boat’s captain. See here for more information on bag limits and fishing season regulations in Cudjoe Key.

Recent Reviews of Captain Experiences

  • ★★★★★
    Had a most excellent time. We were scheduled for an offshore trip but wind and waves caused us to cancel this trip. However, we rescheduled for later in the day for a tarpon fishing excursion. This was a blast ! We saw sharks up close and landed several yellow jacks which gave us a good fight before being returned to the water. After trying and trying (never give up) we snagged a good sized tarpon. After a good fight which included multiple boat maneuvers it was brought to the side of the boat before being cut loose to fight another day. We thoroughly enjoyed the time spent with the captain and first mate. Both were very attentive to us, making sure that our hooks were still baited and that we had all the help required for landing and documenting our catches before returning them to the water. A great time was had by all! The boat was immaculate and we had no issues if any sort.

    Lynn E. with Steve S. of Marathon, Florida

  • ★★★★★
    Mike and Cole were fantastic. We had four small kids with us, and they handled them perfectly. We caught lots of yellowtail snapper and a nurse shark! 10/10, would book again (and plan to).

    Daniel K. with Mike W. of Stock Island, Florida

  • ★★★★★
    Great experience with Captain Mike. Enjoyed our time on the water and caught an amazing meal of Yellowtail! Thank you Blind Squirrel and crew!

    Matthew P. with Mike W. of Stock Island, Florida

  • ★★★★★
    Everything was top notch, Great communication from start to finish. Capt and 1 Mate were both professional and knowledgeable and put me on fish. Only down side was when I lost a Sailfish 🙁 but landed this nice Barracuda off a Tripple set of Barracudas 🤷‍♂️😂

    John C. with Thomas D. of Key West, Florida

  • ★★★★★
    Had a fantastic trip with Captain John in July of 2023. Went for a morning trip on our honeymoon, caught tons of fish, had a lot of fun. John and his first mate were very competent, personable, and provided an excellent experience. The boat was well outfitted, John knew several spots with lots of fish, and gave us more time than we'd paid for. Great experience, will absolutely book again next time we're in the keys.

    Clare D. with John G. of Key West, Florida

  • ★★★★★
    Great time

    Leo M. with Antonio E. of Key West, Florida

  • ★★★★★
    Excellent trip with John. Good guys, on fish all day and had a great time. Definitely would book again!

    Kevin V. with John G. of Key West, Florida

  • ★★★★★
    Great fishing trip, memorable experience, would refer John and partner to anyone interested charting fishing trip in KeyWest!

    Rob R. with John G. of Key West, Florida

  • ★★★★★
    Our guide Nick is top notch, he is friendly, knowledgeable and certainly knows great spots to fish. We caught fish all day, brought home three very large mutton’s, some other mutton’s and good size yellow tail. We caught and released fish all day, hogfish, large groupers and other assorted fishes. Thanks Nick .

    Chris B. with Paul H. of Key West, Florida

  • ★★★★★
    We had a fantastic time with captain Brad. We tried different techniques and despite being a rough choppy day we still have out with a lot of fish. We all enjoyed it and highly recommend him to anyone!

    Shai K. with Brad S. of Key West, Florida

  • ★★★★★
    Great charter. Awesome Captain and First Mate

    Robert P. with Joel B. of Marathon, Florida

  • ★★★★★
    What an enjoyable trip with Captain Craig and Brett. We started off with two King fish right away. The day took off from there catching Mahi Mahi, tuna, and a jumbo Bonita. All along the way they were sharing stories and teaching us about fishing. It is evident that they both love fishing and sharing what they know to their patrons. I am already planning my next adventure on this boat!

    Robert W. with Craig H. of Naval Air Station Key West, Florida

  • ★★★★★
    Captain Bill was outstanding. He found the fish for us and we caught yellow tail snappers, strawberry grouper, and blue bonnets. Will definitely use him again.

    Kathy S. with Bill G. of Marathon, Florida

  • ★★★★★
    Captain Chris and will were so much fun, they made it fun, comfortable and plain amazing let us catch live bait, and they let us reeel in the fish. The best fishing charter I have been on.

    Jerry H. with Mark B. of Key West, Florida

  • ★★★★★
    Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

    Linda F. with Chuck T. of Key West, Florida

  • ★★★★★
    Had a great time. They put us on lots of fish, with multiple species caught. Got to move around, very attentive baiting and removing fish. Lots of stories and fun atmosphere. Highly recommend them. Very relaxing day on the water. Book it!

    Dale G. with Steve S. of Marathon, Florida

  • ★★★★★
    We had the best time ever! It was my first time to go deep sea fishing and my husband and I both caught a Wahoo and plenty of other fish! mark and Nell’s were amazing! We had a local restaurant cook our fish for us that evening. Great trip!!

    Lynda B. with Mark B. of Key West, Florida

  • ★★★★★
    We had a great time out , Mark and crew did all they could to get on the fish.Thanks

    Dan C. with Mark B. of Key West, Florida

  • ★★★★★
    Awesome day. Great Capt. and 1st mate.

    Thomas E. with Ben Z. of Marathon, Florida

  • ★★★★★
    Captain Bill was awesome with our kids, and we caught a ton of fish, would definitely do this again.

    Mike S. with Bill G. of Marathon, Florida

What's biting in Cudjoe Key?

View Sailfish Fishing Reports from our damn good guides.

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