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Trolling Charters In Florida Keys

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

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Recently Booked Trolling Charters Near Florida Keys

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Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Offshore Thrills

100% (12)
40 ft 1 - 6 People $$
Fishing in Stock Island

Deep Sea, Nearshore Fishing Charter in Stock Island

Key West Nearshore/Offshore Trip

100% (3)
63 ft 1 - 12 People $$$
Fishing in Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Premier Fishing

100% (8)
40 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, Nearshore Fishing Charter in Key West

Key West Fishing Slam

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

Deep Sea Fishing Charter in Key West

Key West Offshore Action

86% (7)
33 ft 1 - 6 People $$
Fishing in Tavernier

Flats, Inshore Fishing Charter in Tavernier

Tavernier Backcountry Fishing

100% (7)
18 ft 1 - 3 People $

Most Popular Types of Trolling Trips in Florida Keys

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More Trolling Charters Near Florida Keys

Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Legendary Fishing in Key West in Key West

Head out for a fun-filled action-packed charter with Captain Chuck aboard his Ocean Yacht for an epic Key West fishing experience! For most trips, you will be trolling the nearshore and close offshore waters for Bonito, Mackerel, Wahoo, Mahi Mahi, and whatever else emerges from the beautiful waters off the southernmost point of the United States! The longer the trip, the more species you can expect to catch (and the bigger the fish!) Captain Chuck fishes aboard a well-maintained 55 foot Ocean Sport Fisher. She is fully equipped to fish, outfitted with a Furuno electronics package and all the tackle you will need for your Key West Fishing Adventure. With dual 725 horse power Detroit Diesel engines powering this vessel, you can get from the dock to prime fishing spots quick to allow you to begin fishing faster! You're welcome to be as involved as you'd like as well, for those who just want to cool off and watch the action from inside the air-conditioned cabin, we have a luxurious space for them to relax until the next big fish gets on the hook. Read More

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 ft 1 - 6 People $$$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Wreck & Reef Fishing - 29’ Sea Vee in Key West

Captain Garrett is offering 3/4 day Key West fishing trips for up to 6 people. Hop around the endless reefs and wrecks in the crystal clear waters around Key West. Captain Garrett's 29' SeaVee center console with a 300 HP Volvo Penta outboard equipped with the latest navigation and fish-finding technology will ensure you spend time on the fish. The target species are endless in the bountiful waters surrounding Key West's reefs and wrecks. Battle monster Grouper hiding in the depths, schooling Snapper or even a Wahoo. Most spots are within 15 miles of the dock, so you'll waste no time speeding out there and getting on the fish. Perfect trip for a group that wants to catch many species and sizes of fish. Who knows what you'll catch in the reefs and wrecks around Key West! Read More

Deep Sea, Nearshore Fishing Charter in Key West

Wreck & Reef Fishing - 29’ Sea Vee

100% (1)
29 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 Fishing Adventure in Key West

Come experience the Florida Keys on this incredible fishing adventure with Captain Justin! The Keys are a world-renowned fishing destination, and there's no better way to enjoy all that they have to offer than a trip aboard his 24' Sailfish. Captain Justin specializes in calm water, light tackle, “good times” fishing. This is ideal for beginner to intermediate anglers who are looking to bend some rods and hear the drag scream. Target species include Snappers, Groupers, Barracuda, and Shark. These will vary by season and weather, but rest assured—Captain Justin will put you on some awesome fish! You'll be fishing aboard his 24' Sailfish center console, a fast and manueverable boat ideal for fishing nearshore areas. Features include an enclosed head (restroom), large live well, freshwater shower/saltwater rinse down, comfortable seating, T-top for shade, and a JL Audio stereo system with subwoofers. The Sailfish has a variable deadrise hull that offers an incredibly smooth and comfortable ride, powered by a Suzuki 300HP engine with a maximum speed of 45mph. This is the only boat in the fleet that is equipped with LED lighting and offers night fishing and star gazing trips. Being a 24' single mono-hulled center console makes for the perfect fishing & diving platform. The Sailfish is the biggest boat in the shallow back country, and is more than capable of getting to the reef and beyond. Captain Justin will provide everything you need for a successful day out on the water, from rods, reels, and tackle, to ice, water, and fishing licenses. All he recommends you bring are any snacks and drinks and he'll take care of the rest! Dont miss this amazing fishing experience. Read More

Inshore, Nearshore Fishing Charter in Key West

Key West Fishing Adventure

100% (2)
24 ft 1 - 4 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’ Boca Grande in Marathon

Join Captain Joel on his 30' Boca Grande sportfisher for an exciting offshore fishing charter out of Marathon, FL! n this epic trip, you'll be targeting some of the most prized gamefish in the area, including Blackfin Tuna, Mahi Mahi, and Wahoo! As you board the boat, you'll be greeted by Captain Joel and his experienced crew, who will provide you with a safety briefing and a rundown of the day's itinerary. Once everyone is ready, you'll set off from the dock and head out into the crystal-clear waters of the Florida Keys. As you make your way out to the fishing grounds, Captain Joel will share his knowledge of the area and give you some tips and techniques to maximize your chances of landing a big catch. You'll be fishing with top-of-the-line equipment, including high-quality reels and rods, and all bait and tackle will be provided. Once you arrive at the fishing grounds, the excitement will begin! Blackfin Tuna, Mahi Mahi, and Wahoo are all known for their fast and furious fighting style, and you'll need to be quick and agile to reel them in. With Captain Joel's expert guidance, you'll have the best chance of landing the catch of a lifetime. Throughout the day, you'll have the opportunity to relax and enjoy the beautiful scenery of the Florida Keys, soak up some sun, and spend some quality time with your fishing buddies! And, of course, you'll have plenty of opportunities to snap some photos of your impressive catches to share with your friends and family. At the end of the charter, Captain Joel and his crew will clean and fillet your fish, so you can take your catch home and enjoy it for dinner. Whether you're a seasoned angler or a first-time fisherman, this offshore fishing charter with Captain Joel is sure to be an unforgettable experience. Read More

Deep Sea Fishing Charter in Marathon

Marathon Offshore - 30’ Boca Grande

100% (6)
30 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 $$
See All Trolling Trips in Florida Keys

Everything to Know About Booking a Florida Keys trolling charter

What are the best trolling charters in Florida Keys?

Our Damn Good Guides currently offer 70 trolling trips in Florida Keys, and the most popular trips in the area are Offshore Thrills guided by Paul, Key West Nearshore/Offshore Trip guided by Mike, and Marathon Premier Fishing guided by Brad.

Our guides in Florida Keys are rated a 4.92 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.

The most popular cities to book a Trolling charter in are Islamorada, Key Largo and Tavernier.

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

What types of trolling charters are common in Florida Keys?

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

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

How much do Florida Keys trolling fishing charters cost?

for trolling in Florida Keys prices can range anywhere from about $800 to $2,200, but the average price for a half day trip for trolling in Florida Keys is $1,014. The average price for a full day trip for trolling in Florida Keys is $1,584.

What month is best for on a trolling charter in Florida Keys?

The most popular season to go on a trolling charter in Florida Keys is spring, and most anglers book their trips 39 days in advance.

Do I need a Florida Keys fishing license and what are the bag limits in Florida Keys?

See here for more information on fishing licenses in Florida Keys, bag limits for target species, and fishing season regulations in Florida Keys. When in doubt, your fishing guide will always know the right rules and regulations in Florida Keys.

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

  • ★★★★★
    Damn great time on the water with Ben. He was willing to quickly adjust to last minute changes (remember, when you are replying to messages from Captain Experiences they might not get to the guide you are using through them). Ben got us into multiple species of fish using various methods of angling. When our time was up, we had a few "keepers" that Ben filleted up for us. It was a perfect day on the water. Thanks for the great time Ben and, more importantly, thank you for your service to our country! DO NOT HESITATE to book a trip with Ben.

    Lapene M. with Ben T. of Tavernier, 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

  • ★★★★★
    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

  • ★★★★★
    Great time! Very nice guy, helpful, knowledgeable and friendly. Would definitely go out again.

    Jeff C. with Daniel P. of Key Largo, 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

  • ★★★★★
    We recently had the pleasure of embarking on a fishing charter with Captain Brad and his shipmate Miles, and I must say, it was an experience to remember! From start to finish, the trip was filled with excitement, laughter, and, of course, some great catches. First and foremost, Captain Brad's professionalism and expertise were evident from the moment we set foot on his well-equipped boat. The vessel itself was top-notch, complete with all the necessary fishing gear and even a bathroom—a luxury rarely found on fishing charters. This attention to detail immediately put us at ease and set the stage for an enjoyable day out on the water. Now, let's talk about Miles—what a gem! Not only was he incredibly friendly and personable, but his sense of humor added an extra layer of fun to the trip. Whether he was cracking jokes or teaching me the rules of fishing, Miles's presence truly enhanced the overall experience. It's clear that he's not just a shipmate but also a valuable member of Captain Brad's team. As for the fishing itself, we couldn't have asked for a better outing. Captain Brad navigated us to all the right spots, where we were able to reel in some impressive catches. His knowledge of the local waters and fishing techniques was evident, and it made for a successful day of angling. In summary, my fishing charter experience with Captain Brad and Miles was nothing short of exceptional. Whether you're a seasoned angler or a novice looking to try your hand at fishing, I highly recommend booking a trip with Captain Brad. You won't be disappointed! Happy fishing! Todd & Paige

    Todd M. with Brad P. of Marathon, Florida

  • ★★★★★
    Great day! Our captain Hunter was very knowledgeable, and on top of where the fish were and how to catch them. Highly recommend him.

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    Had a great time with captain Hunter on are charter, very professional and friendly. Caught some nice fish and enjoyed his company

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    We really enjoyed our fishing charter with captain Hunter, he knows where the fish are and is very knowledgeable of the industry. I would definitely recommend an excursion with him.

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    Brad and Miles were great! They had our kids reeling in yellowtail not long after anchoring. We were also lucky to reel in a big grouper and a nice size kingfish. They recommended having the yellowtail cooked at Lazy Days which was fantastic. I would say if you were going out of Marathon to ask for Brad and Miles.

    Jeremy M. with Brad P. of Marathon, Florida

  • ★★★★★
    Great fishing trip! Captain Mike and first mate Woody did a solid job of getting us into tuna, mahi, and our day was capped off when my son brought in a large sailfish. Lots of fun and recommend them for an awesome day on the water

    Jason M. with Justin F. of Key West, 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

Didn't Find What You Were Looking For?

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The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Trolling Trips in Florida Keys