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Trolling Charters In Key West

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

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Recently Booked Trolling Charters Near Key West

Fishing in Stock Island

Deep Sea, Nearshore Fishing Charter in Stock Island

Key West Nearshore/Offshore Trip

100% (3)
63 ft 1 - 12 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 Key West

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 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

Inshore, Nearshore Fishing Charter in Key West

Key West Fishing Adventure

100% (2)
24 ft 1 - 4 People $$

Most Popular Types of Trolling Trips in Key West

“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 Trolling Charters Near Key West

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 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 $$
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 Ultimate Action Fishing in Key West in Key West

Experience world-class action fishing on the beautiful reefs, wrecks, and offshore of Key West. Captain Nick is experienced, friendly, and attentive, ensuring you an unforgettable day out on the ocean. Book your charter today and get ready for the adventure of a lifetime! These 2 person trips are discounted because the owner of the boat (also a fishing captain) will likely first mate on the trip and fish along with you, which is fun. We can easily handle 6 people, but we much prefer these 2 person trips to keep everyone fishing and having fun. Read More

Deep Sea, Nearshore Fishing Charter in Key West

Ultimate Action Fishing In Key West

100% (1)
33 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 Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Sportfish Trip in Key West

Captain Mark will guide you on an action-packed adventure through the waters of Key West, Florida! You’ll be fishing aboard Captain Mark’s 37-foot Contender side console powered by two 250 HP Yamaha engines. She comes with outriggers, downriggers, and a live bait well. She also boasts air conditioning, a multimedia system, TV, refrigerator, and an ice-box. On this trip, you’ll be targeting a wide variety of species, including Black Grouper, Blackfin Tuna, Blue Marlin, Dorado (Mahi Mahi), Yellowtail, Wahoo, and many more. The longer you go, the farther out you can travel, and the farther out you travel, the bigger the fish get! Don’t forget to bring a cooler to take home your day’s catch, food and drinks for the day (no glass), sunscreen, and a hat. Captain Mark will provide all rods, reels, tackle, and fishing licenses. Let go of your daily responsibilities and have some fun fishing with Captain Mark! Read More

Deep Sea, Nearshore Fishing Charter in Key West

Key West Sportfish Trip

100% (1)
37 ft 1 - 6 People $$$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Edge of the Map Trip in Key West

Whether you're looking to hit the backcountry of the Gulf of Mexico, chase fish in Key West Harbor, or rip it out to the reef on the Atlantic side, a half day trip with Captain Spencer offers seemingly endless opportunities. And Captain Spencer is just the man to customize the perfect trip for you! There are tons of different species to target on these half day trips all depending on how you'd like to spend the day. Some of them are; cobia, permit, bonefish, mutton snapper, mangrove snapper, red grouper, black grouper, gag grouper, sharks, barracudas, and jacks but there are many more as well. Captain Spencer is all about customizing your experience, so if there is something specific you'd like to target, just let him know in the days leading up to the trip and he can make it happen! 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. The vessel also has a full tower which optimizes your fishing opportunities by sighting fish and bait easier. She 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, Inshore, Nearshore Fishing Charter in Key West

Edge Of The Map Trip

100% (1)
25 ft 1 - 4 People $$
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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 Key West Fishing Excursion in Key West

If you're looking for world-class sportfishing in one of America's most beautiful locations, then this trip just might be your ticket. This trip will allow you to chase a variety of prized nearshore species including topwater predators like Kingfish alongside reef fish such as Gag Grouper and Mangrove Snapper. You'll be in experienced and professional hands aboard Captain Hunter's 30' Seahunter Floridian. This boat is a perfect balance of speed, performance, and comfort that's ideal for offshore fishing. With twin 300HP Yamaha engines, you won't have to cruise for long before you reach the prime fishing grounds and start haulin' 'em in. On the way, watch the trolling lines for sudden bites! Your captain will be prepared with everything you need for a blue-ribbon day, including top-of-the line rods, reels, bait, tackle, and most importantly, his years of experience hunting champion pelagic predators. To make the most of your experience on the water, make sure to bring polarized sunglasses, proper clothing, hat, and sunscreen. Get ready to have a blast! Read More

Nearshore Fishing Charter in Key West

Key West Fishing Excursion

100% (5)
30 ft 1 - 6 People $$
See All Trolling Trips in Key West

Everything to Know About Booking a Key West trolling charter

What are the best trolling charters in Key West?

Our Damn Good Guides currently offer 47 trolling trips in Key West, and the most popular trips in the area are Key West Nearshore/Offshore Trip guided by Mike, Key West Fishing Slam guided by Mark, and Key West Offshore Action guided by John.

Our guides in Key West are rated a 4.83 out of 5 based on 2546 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 Key West, Naval Air Station Key West and Stock Island.

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

What types of trolling charters are common in Key West?

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

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

How much do Key West trolling fishing charters cost?

for trolling in Key West prices can range anywhere from about $850 to $2,170, but the average price for a half day trip for trolling in Key West is $1,046. The average price for a full day trip for trolling in Key West is $1,625.

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

The most popular season to go on a trolling charter in Key West is spring, and most anglers book their trips 20 days in advance.

Do I need a Key West fishing license and what are the bag limits in Key West?

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

Recent Reviews of Captain Experiences

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    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 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

  • ★★★★★
    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

  • ★★★★★
    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 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

  • ★★★★★
    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

  • ★★★★★
    Eric was the best! Very personable and fun. We will do this again.

    Teri H. with Eric G. of Key West, Florida

  • ★★★★★
    Fabulous fun and great experience with the crew!!!

    David H. with Chuck T. of Key West, 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 Key West