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Sailfish Fishing Charters In Florida Keys

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Recently Booked Sailfish Fishing 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 $$$
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 $$$
Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Marathon Key Nearshore Run

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

Most Popular Types of Sailfish Trips in Florida Keys

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More Sailfish Fishing Charters Near Florida Keys

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 $$
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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 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 $$$
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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 Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Ultimate Offshore Thrills in Islamorada

Make the most of the productive waters of the Florida Keys, as you step aboard Captain Paul's 40' Key West for a full-day adventure! On a full-day charter, you can head up to 25 miles out to target some of the biggest fish out there like Blue and White Marlin, Wahoo, Tuna, Mahi Mahi, and more. Or you can hang closer to shore to target Snapper, King Mackerel, and Cobia to head home with enough fish to fill the freezer. You'll head out from the dock and cast for some bait on your way to the offshore waters. Once you've caught your bait, Captain Paul will haul further out to the deep water. There you'll troll and jig for the monsters of the deep! Captain Paul is a pleasure to fish with and has over 30 years of experience so he can provide you with all the advice, techniques, and fishing stories to ensure you have a blast out on the water! Everything is provided for this adventure so all you need to bring are your favorite snacks and drinks and maybe some lunch, and Captain Paul will show you the wonders of an offshore Florida Keys adventure! Read More

Deep Sea Fishing Charter in Islamorada

Ultimate Offshore Thrills

100% (1)
40 ft 1 - 6 People $$$
Fishing in Key Largo
Fishing in Key Largo
Fishing in Key Largo
trip description for Key Largo Reef and Offshore in Key Largo

Join Captain Jim and experience the thrill of reef and offshore fishing on board his 34' Sea Vee center console! Captain Jim and his crew specialize in live bait kite fishing, deep sea, and wreck fishing, and have been catering to the needs of avid anglers for over 30 years. Captain Jim's crew offers a variety of fishing techniques, depending on the time of year, to ensure that customers have the best chance of catching Sailfish, Mahi, Tuna, Wahoo, Amberjack, Grouper and Snapper. Their live bait kite fishing technique is especially effective and will give customers the thrill of a lifetime as they watch Sailfish hammer live bait on topwater! The crew at Captain Jim's has a deep passion for fishing and the ocean, and they take pride in sharing their knowledge and expertise with customers. They'll guide you to the best fishing spots based on the conditions and tides, and they'll be happy to show you the proper techniques to reel in that trophy catch. All of Captain Jim's fishing trips include all necessary tackle and fishing licenses, so customers don't have to worry about a thing. Customers are entitled to keep what they catch, or if they prefer, they can release it back into the ocean. And there's no need to worry about cleaning fish—Jim's first mate has it covered! All you need to do is show up ready to have a blast,. Read More

Deep Sea Fishing Charter in Key Largo

Key Largo Reef And Offshore

100% (1)
34 ft 1 - 5 People $$
Fishing in Key Largo
Fishing in Key Largo
Fishing in Key Largo
trip description for Blue Water Trip in Key Largo

Offshore fishing off the beautiful coast Key Largo, FL doesn't get better than a trip with Captain Bryon. Bryon has over 40 years of experience on the water and has been fishing his whole life. With his experience and supplied Penn equipment Captain Bryon can put you on the fish in no time at all. You can expect to be trolling the waters of the Caribbean targeting Mahi-Mahi and Blackfin Tuna. If bottom fishing is more your speed, Captain Bryon is more than willing to take you to the reefs where you can expect to hook into various species of Snapper and Grouper as well as Amberjack. Bryon captains a 30' Sea Hunt center console equipped with state-of-the-art Garmin GPS, a fishfinder, outriggers, a live bait well, and an ice chest to satisfy any fishing needs out on the water. Perfect for this environment, the boat is powered by two 300HP Yamaha engines. The boat also has a restroom on board. The only thing you'll need to bring with you is any food or beverages you might want while out as well as any sun protection you may need. Read More

Deep Sea, Nearshore Fishing Charter in Key Largo

Blue Water Trip

NEW
30 ft 1 - 6 People $$
Fishing in Tavernier
Fishing in Tavernier
Fishing in Tavernier
trip description for Keys Fishing Adventure in Tavernier

Ready for the Florida Keys fishing trip of a lifetime? Look no further—Captain Casey is an expert fisherman and experienced guide who knows how to put you on record fish and show you everything that the Keys have to offer! 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! You'll be aboard Captain Casey's 30' SeaVee center console, powered by a 220 HP Cummins diesel engine. She's perfect for these waters, and Captain Casey is a pro. The boat has all the amenities you want for a successful and comfortable fishing trip, including GPS, a fish-finder, a live well for your bait, a ice box for your catch, and more! Captain Casey will bring along everything else you need, including top-quality rods, reels, bait, and tackle; all you need is proper clothing, a hat, sunscreen and a smile! Read More

Deep Sea, Nearshore Fishing Charter in Tavernier

Keys Fishing Adventure

100% (2)
30 ft 1 - 4 People $$
See All Sailfish Trips in Florida Keys

Everything to Know About Booking a Florida Keys sailfish fishing charter

What are the best sailfish fishing charters in Florida Keys?

Our Damn Good Guides currently offer 45 sailfish 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 Key West Fishing Slam guided by Mark.

Our guides in Florida Keys are rated a 4.9 out of 5 based on 2575 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 Islamorada, Key Largo and Tavernier.

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

What types of sailfish fishing charters are common in Florida Keys?

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

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

How much do Florida Keys sailfish fishing charters cost?

for sailfish in Florida Keys prices can range anywhere from about $920 to $2,257, but the average price for a half day trip for sailfish in Florida Keys is $1,186. The average price for a full day trip for sailfish in Florida Keys is $1,661.

What month is best for sailfish fishing in Florida Keys?

The most popular season for sailfish fishing in Florida Keys is spring, and most anglers book their trips 19 days in advance.

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

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

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    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 a great time! Captain Paul was great and John worked his butt off to get is on fish. Highly recommend.

    Mike H. with Paul J. of Islamorada, Florida

  • ★★★★★
    Hands down…….this was the best experience for all of us! Steve and Billy were awesome! My husband and I were celebrating with our son and daughter in law on their 25th wedding anniversary and a fishing adventure was on our list…… Steve and Billy were very knowledgeable, explanatory, and patient and would help depending on our fishing skills. We all caught fish and had a fabulous day! We will come back ! Thanks Steve and Billy

    Pamela W. with Steve S. of Marathon, Florida

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

    David H. with Chuck T. 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

  • ★★★★★
    I went on my 1st trip out of Islemorada with my son. The action was unbelievable! Capt Paul and his mate John put us on the fish early and often. It was our best fishing trip ever! It definitely won’t be our last. Thanks again Capt. Paul!

    Joe H. with Paul J. of Islamorada, 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

  • ★★★★★
    It was a great fishing trip with Capt Alex and Jason. They knew where to go and showed us the best way.to catch Yellow Tail snapper. We caught over 20 among the three if us. I would use them again and I would highly recommend them to anyone interested Keys fishimg.

    Richard M. with Steve S. of Marathon, Florida

  • ★★★★★
    Fisherman's charter...great boat, knowledgeable, love fishing, and the waters of Marathon. Captain Alex and his brother, gentlemen, and personable. Highly recommended for multi species and for a great day. 5 STARS, WILL RETURN

    Shea T. with Steve S. of Marathon, 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

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 Sailfish Trips in Florida Keys