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Sailfish Fishing 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 Sailfish Fishing 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

Deep Sea, Nearshore Fishing Charter in Key West

Key West Mixed Bag Trip

100% (3)
43 ft 1 - 6 People $$

Most Popular Types of Sailfish 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 Sailfish Fishing Charters Near Key West

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 $$$
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 Morning 1/2 Day Fishing Charter in Key West

Wake up and 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 7:30 a.m. and return around 11:30 a.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

Morning 1/2 Day Fishing Charter

67% (3)
25 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 Naval Air Station Key West
Fishing in Naval Air Station Key West
Fishing in Naval Air Station Key West
trip description for 1/2 Day Key West Sportfishing in Naval Air Station Key West

Get a taste of offshore Key West during this private 4-hour trip. We can take up to 6 passengers for the chance to target multiple species, such as Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, and Sailfish. Various fishing techniques may be utilized to maximize the bite, like trolling or bottom fishing. Whether it be your first time fishing or you are an avid angler, the Captain and first mate will be happy to accommodate you. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. We look forward to making your fishing trip a memorable experience! Read More

Deep Sea Fishing Charter in Naval Air Station Key West

1/2 Day Key West Sportfishing

100% (2)
42 ft 1 - 6 People $$
Fishing in Key West
Fishing in Key West
Fishing in Key West

Deep Sea, Inshore, Jetty, Nearshore Fishing Charter in Key West

Offshore, Inshore , Sandbar, And Sunset

100% (1)
27 ft 1 - 6 People $$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Sportfishing Adventure 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 sportfish species, from the ultimate heavyweight, the Goliath Grouper, to lightning-fast fish such as Mahi Mahi, King Mackerel, Yellowfin Tuna, Wahoo, Sailfish and others. The species will vary depending on the length of your trip; if you're interested in Sailfish and Wahoo, opt for the longer trip so that you can get out into deeper waters. Nearshore, there's also opportunities to hook up Blacktip Sharks! When these aggressive fish grab the hook, get ready for the fight of your life! You'll be in experienced and professional hands aboard Captain Gil's 34' Crusader sportfisher. This boat is a perfect balance of speed, performance, and comfort that's ideal for offshore fishing. With a 375 HP Caterpillar engine, 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 bites from Mahi. 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 Sportfishing Adventure

NEW
34 ft 1 - 6 People $$
See All Sailfish Trips in Key West

Everything to Know About Booking a Key West sailfish fishing charter

What are the best sailfish fishing charters in Key West?

Our Damn Good Guides currently offer 31 sailfish 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 4.77 out of 5 based on 2539 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 Sailfish charter in are Key West, Naval Air Station Key West and Stock Island.

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

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

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

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

How much do Key West sailfish fishing charters cost?

for sailfish in Key West prices can range anywhere from about $900 to $2,280, but the average price for a half day trip for sailfish in Key West is $1,161. The average price for a full day trip for sailfish in Key West is $1,657.

What month is best for sailfish fishing in Key West?

The most popular season for sailfish fishing in Key West is spring, and most anglers book their trips 21 days in advance.

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

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

  • ★★★★★
    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

  • ★★★★★
    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

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

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

  • ★★★★★
    Our charter with Captain John was fantastic! Despite the windy conditions, he managed to get us on fish in many different spots. John is very knowledgeable and a super fun guy! We will definitely be booking with Captain John again. Shannon & Greg Johnson

    Greg J. with John D. of Key West, Florida

  • ★★★★★
    Fantastic!! Even though the rain got us

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

  • ★★★★★
    Great trip !! Capt and Mate both great boat and equipment well maintained. We landed 2 sails 4 of 5 tuna and a variety of other fish including grouper and snapper.

    Jeremiah W. with Brad S. of Key West, Florida

  • ★★★★★
    Great time on the water! Very nice boat with plenty of room. Captain and deck hand were great!

    Jason M. with Brad S. of Key West, Florida

  • ★★★★★
    Capt. Craig and first mate Brett were awesome. Very knowledgeable. Planned our day just the way we wanted.

    David E. with Craig H. of Naval Air Station Key West, Florida

  • ★★★★★
    Great crew, they worked very hard, but the fish just wasn’t there, we’ll book with them again

    Ted M. with Chuck T. of Key West, Florida

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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 Sailfish Trips in Key West