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Trolling Charters In Cudjoe Key

Check real-time availability on 78 Cudjoe Key trolling fishing trips. Online booking | 4.89 / 5 stars | Guides from $888

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Recently Booked Trolling 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 From $1,000
Fishing in Marathon

Inshore, Nearshore Fishing Charter in Marathon

FL Keys Reefs And Wrecks

NEW
31 ft 1 - 6 People From $850
Fishing in Key West

Deep Sea Fishing Charter in Key West

Offshore Mahi/tuna/wahoo

NEW
30 ft 1 - 5 People From $1,300
Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Full Day Fishing

100% (1)
42 ft 1 - 6 People From $1,200
Fishing in Key West

Deep Sea Fishing Charter in Key West

Southernmost Mahi Offshore Fishing

100% (1)
29 ft 1 - 6 People From $1,200
Fishing in Key West

Deep Sea, Inshore Fishing Charter in Key West

Laid Back Key West

100% (3)
33 ft 1 - 6 People From $900

Most Popular Types of Trolling Trips in Cudjoe Key

Top Species for Trolling 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.”

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More Trolling Charters Near Cudjoe Key, Fl

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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 From $950
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Afternoon 1/2 day fishing in Key West

Sleep in, then go fishing. A 4-hour fishing trip is a great way to fish and explore the local waters surrounding Key West. Our half-day trips usually leave the dock around 1:30 p.m. and return around 5:30 p.m. However, this may change depending on the conditions, time of year, and customer preference. Captain John's mission is always to provide the best fishing experience possible with the conditions at hand. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water with Captain John! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Afternoon 1/2 Day Fishing

NEW
25 ft 1 - 4 People From $800
Fishing in Big Pine Key
Fishing in Big Pine Key
Fishing in Big Pine Key
trip description for Offshore Bottomfishing and Trolling in Big Pine Key

If you really want to see what the waters of the Florida Keys have to offer, this trip is your ticket. On this trip, you'll go after a bunch of species, including heavyweights like Amberjack (known as "reef donkeys" for their stubborn fighting), Grouper, and Barracuda, as well as classic topwater gamefish such as Mahi Mahi, Kingfish, Wahoo, and Blackfin Tuna. There's no better trip if you're looking for variety—if it swims, Captain Chris will help you hook it! You'll be spending the day aboard a fast, comfortable center console. This versatile boat is perfect for fishing the different conditions around the Keys, including the rich offshore waters. On board, Captain Chris has a fishfinder, GPS, a live well, tons of amenities to improve your fishing experience! He'll also provide everything you need for a perfect day on the water, including rods, reels, bait, and tackle. His goal is for everyone to have a blast and to catch a bunch of fish! Remember to bring proper clothing, a hat, and sunscreen. Read More

Deep Sea, Nearshore Fishing Charter in Big Pine Key

Offshore Bottomfishing And Trolling

NEW
1 - 6 People From $750
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Key Offshore - 32’ Morgan 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 4 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 32’ Morgan sportfisher with a capacity for 6 people. Powered by a powerful inboard 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, Nearshore Fishing Charter in Marathon

Marathon Key Offshore - 32’ Morgan

100% (1)
32 ft 1 - 6 People From $1,300
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Reefs, Bays, or Backcountry in Key West

This fishing adventure with Captain Spencer out of Key West provides you with endless opportunities! Whether it's fishing the backcountry of the Gulf of Mexico, chasing fish in Key West Harbor, or fishing the reefs on the Atlantic side, Captain Spencer is ready to do it all. Captain Spencer prides himself on customizing his trips to his client's goals so let him know what your ideal day looks like in the days leading up to the trip and he will plan it out! The beauty of the Florida Keys, and especially Key West, is that there is such a variety of fish to catch. You can explore the backcountry for Redfish, Snook, Bonefish, and Mangrove Snapper; anchor-up on a channel in Key West Harbor to target Sharks, Cudas, Jacks, and Tarpon; or hit it out to the reefs for a myriad of grouper and snapper species, permit and even target Sails under the right conditions! Captain Spencers 25' Pathfinder is extremely versatile in this regard shallow enough to maneuver the backcountry and local grass flats, and sturdy enough to handle the light chop of the open ocean. This vessel can accommodate 6 guests, however, Captain Spencer prefers to fish with 4 or less. Captain Spencer can also make accommodations to pick you up from many places around Key West. If you are staying somewhere with water access let us know and Captain Spencer will try to accommodate picking you up from your location. Read More

Flats, Nearshore Fishing Charter in Key West

Reefs, Bays, Or Backcountry

NEW
25 ft 1 - 4 People From $800
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Shark Fishing in Marathon

Battle the fiercest predator that swims the oceans!! We make a short run to shallow waters of Florida Bay to take on Natures toughest battlers. Catch and Release style. Catch Black Tip, Black Nose, Lemon, Bull, Hammerhead and More!! There are always a few surprises on Shark trips. Our most popular trip with teenage anglers!! You can do it all in a half day morning or evening. Read More

Nearshore Fishing Charter in Marathon

Shark Fishing

NEW
35 ft 1 - 6 People From $950
See All Trolling Trips in Cudjoe Key

Everything to Know About Booking a Cudjoe Key trolling charter

What are the best trolling charters in Cudjoe Key?

Our Damn Good Guides currently offer 78 trolling trip in Cudjoe Key: All-Inclusive Fishing Adventure guided by Jose.

Our guides in Cudjoe Key are rated a 4.89 out of 5 based on 2694 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 Trolling charter include Key West, Marathon and Naval Air Station Key West.

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

What types of trolling charters are common in Cudjoe Key?

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

The most commonly sought after species for trolling in Cudjoe Key are: 1. mahi mahi, 2. blackfin tuna, 3. sailfish, and 4. wahoo.

How much do Cudjoe Key trolling fishing charters cost?

for trolling in Cudjoe Key prices can range anywhere from about $888 to $2,200, but the average price for a half day trip for trolling in Cudjoe Key is $1,046. The average price for a full day trip for trolling in Cudjoe Key is $1,658.

What month is best for on a trolling charter in Cudjoe Key?

The most popular season to go on a trolling charter in Cudjoe Key is spring, and most anglers book their trips 23 days in advance.

Do I need a Cudjoe Key fishing license and what are the bag limits 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 great time. Would definitely go out with them again

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

  • ★★★★★
    Had an excellent tarpon trip with Capt Bob! We were in and amongst the fish all day, my arms are sore.. Epic day on the water!

    Sean T. with Bobby B. of Marathon, Florida

  • ★★★★★
    Captain Nels always knows how to find the fish, and not just your average sizes but mammoths and giants. Great crew and a great boat too, we loved the couches inside to catch a quick break from the sun.

    Bosko S. with Mark B. of Key West, Florida

  • ★★★★★
    Great Trip. Would schedule another.

    David T. with Allen P. of Little Torch Key, Florida

  • ★★★★★
    Had a great time today Caught a lot of fish. Thoroughly enjoyed our charter. Will return.

    Jorge E. with Chuck T. of Key West, Florida

  • ★★★★★
    We had a rough weather day but Capt Joe Joe put us on a lot of Mahi off shore and Yellowtail closer in. Outstanding day for our group and great boat handling skills from our captain and first mate. Will definitely book with them again.

    Arthur D. with Joel B. of Marathon, Florida

  • ★★★★★
    The best charter captain we have found and we have been on charters all over Fl.

    Theresa L. with Allen P. of Little Torch Key, Florida

  • ★★★★★
    Has a great time. We all enjoyed

    Clayton S. with Paul H. of Key West, Florida

  • ★★★★★
    Spencer picked us up as scheduled. Boat was extremely clean and well prepared. We were fishing for tarpon and had a wonderful time. Hooked into multiple fish and had one giant. Spencer was amazing overall and would absolutely do it again. Couldn’t recommend him more.

    Patrick H. with Spencer C. of Key West, Florida

  • ★★★★★
    Very good inshore trip - caught plenty of fish and numerous species. Planning to book again next year,

    David S. with Joel B. of Marathon, Florida

  • ★★★★★
    Captain Allen was absolutely amazing! We have 3 children and he was so awesome with them and very accommodating! He took us out and showed us a wonderful time and we came back with a ton of fish!

    Sarah L. with Allen P. of Little Torch Key, Florida

  • ★★★★★
    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

  • ★★★★★
    Captain Hunter was great , knowledgeable, and well disciplined. Weather did not permit a full day so we will plan another trip with Captain Hunter. Thanks John

    John G. with Hunter L. 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

How are fishing conditions in Cudjoe Key?

View Cudjoe Key Fishing Reports from our damn good guides.

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