Damn Good Sailfish Fishing Charters In Key Largo

Check real-time availability and compare rates on Key Largo sailfish fishing trips. Confidently book your next day on the water.

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Recently Booked Sailfish Fishing Charters In Key Largo

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Offshore Thrills

94% (16)
40 ft 1 - 12 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Deep Sea Trophy Hunt

NEW
45 ft 1 - 6 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key Largo

Deep Sea, Wreck And Reef

100% (2)
34 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Live Bait Sailfishing

NEW
23 ft 1 - 3 People From $1,000
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Hot Pursuit In The Gulf Stream

NEW
1 - 6 People From $1,600
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Reef Thrill

94% (16)
40 ft 1 - 6 People From $950

Top Types of Sailfish Trips in Key Largo

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Sailfish Fishing Charters In Key Largo

Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Best Islamorada Sportfishing

NEW
43 ft 1 - 6 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Key Largo Offshore Mixed Bag

100% (3)
35 ft 1 - 6 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Duck Key

Keys Fishing Adventure

100% (1)
36 ft 1 - 6 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key Largo

Key Largo Fishing Fiesta

NEW
38 ft 1 - 6 People From $1,450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key Largo

Keys Fishing Extravaganza

NEW
38 ft 1 - 6 People From $1,880
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Offshore Fishing Key Largo

NEW
28 ft 1 - 4 People From $850
See All Sailfish Trips in Key Largo

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Everything to Know About Booking a Key Largo sailfish fishing charter

What are the best sailfish fishing charters in Key Largo?

Why should I book a sailfish fishing charter in Key Largo with Captain Experiences?

Our Damn Good Guides currently offer 30 sailfish trips in Key Largo, and the most popular trips in the area are Offshore Thrills guided by Paul, Deep Sea Trophy Hunt guided by Ken, and Deep Sea, Wreck and Reef guided by Dan.

Our guides in Key Largo are rated a 4.69 out of 5 based on 3820 verified reviews on Captain Experiences.

All guides on Captain Experiences are 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.

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

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

Deep Sea fishing is the most popular type of fishing for sailfish in Key Largo as well as nearshore fishing.

The most common fishing techniques in Key Largo are trolling, heavy tackle fishing, and live bait fishing but bottom fishing and artificial lure fishing are popular as well.

How much do Key Largo sailfish fishing charters cost?

Prices for sailfish in Key Largo can range anywhere from about $900 to $2,200, but the average price for a half day trip for sailfish in Key Largo is $1,024. The average price for a full day trip for sailfish in Key Largo is $1,549.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for sailfish fishing in Key Largo?

The most popular season for sailfish fishing in Key Largo is spring, and most anglers book their trips 33 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Captain Dan and Ryan were fantastic. The ocean was pretty rough that day but they helped us have a great time and pull in quite a few fish. We’ll be back again next year and will definitely look to hire them again!

    Moira V. | November 8, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    Great time with Capt. Daniel . Over 25 years of experience and it shows. Good guy that went the extra mile to make us feel welcomed.

    Brandon &. | September 13, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    We had a great time! They catered to all the fishing levels and interest! As one of my bridesmaid’s said… what a perfect activity we fished, we chilled on the boat, we talked, drank, napped, and sunned at our own liking.

    Madison T. | July 30, 2024

    Trip: Full Day Trip

  • ★★★★★
    We had an amazing time on a tough fishing day, would definitely book again when I am in the area. Andrew is great with the kids, and super patient with the beginners. He did everything he could to put us on fish. He also pointed out the abundance of wildlife, including sea turtles, hammerhead sharks, and a manatee. Everything we could hope for with my son's first saltwater fishing adventure.

    William S. | May 21, 2024

    Trip: Key Largo Offshore

  • ★★★★★
    We booked a 3/4 day after speaking with the captain the (plan) was made to shoot out deep and if we were not hitting them we would come in on the 3/4 day booking rather than a full day. Captain troy and his first mate worked as hard as I have ever seen to get fish on the boat. Not sure but at one time I think he had a deep running plug in one marlin plug and 4 top water trolling plugs so it looked like they were shooting for many different depths. We finally got into the mahi-mahi it was on. The first mate and captain maneuvered through 4 men as quick as humanly possible pulling fish off the lines and baiting hooks and handing them back. The only true way to explain it would be controlled chaos. These guys are GREAT at what they do and both the first mate and the captain seem to be fantastic people in there own right. So if your looking for a hard working boat stop here at Miller Time....

    Vance T. | May 21, 2024

    Trip: 3/4 Day Trip

  • ★★★★★
    Great fishing. Captain Paul delivered and put us on plenty of Mahi-Mahi. 5 star experience.

    Gary A. | May 19, 2024

    Trip: Offshore Thrills

  • ★★★★★
    I have been fishing the keys for 10 years but learned a ton fishing with Captain Troy and first mate James. We caught a 2 man limit of nice sized yellow tail in 1.5 h. Very friendly folks made for a great day ! Highly recommend!

    Thomas J. | March 20, 2024

    Trip: Morning Half

  • ★★★★★
    We had a blast fishing with Captain Troy and his crew! They did everything possible to provide us an exciting adventure during our vacation. We caught a variety of fish and enjoyed grilling them up that evening. We highly recommend Captain Troy for your Florida Keys fishing adventure.

    Patrick G. | March 13, 2024

    Trip: Afternoon Half

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

    Mike H. | December 23, 2023

    Trip: Offshore Thrills

  • ★★★★★
    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. | November 24, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Captain Paul and John were excellent today. We had so much fun and were treated very well. Highly recommend him to anyone.

    Robert S. | October 10, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Had an amazing trip with Captain Paul and excellent deck hand John. We would recommend Paul and John to all looking to book an offshore trip.

    Scott B. | September 15, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Captain Paul and First Mate John were awesome. Captain Paul found fish quickly and after a school of Mahi would pass, he was able to find another quickly. John worked his butt off hooking up bait for the next school and changing lines as needed. Definitely a great time with knowledgeable fishermen. Wouldn’t hesitate to book another trip.

    Dan H. | September 10, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Awesome fishing trip with captain Paul and John! Knowledgeable and very helpful! Got a lot of fish on and came back with some mahi! Cleaned out fish and filleted. Got recommendations on where to take our fish to eat and who to see to send our fish back home!

    Ashley B. | September 9, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Capt. Paul and his mate John make the perfect team. The expertise and knowledge in which they performed their job made for an extremely successful and pleasant experience. We will definitely book a trip with Capt. Paul and John the next time we are in the keys.

    Paul P. | September 8, 2023

    Trip: Offshore Thrills

  • ★★★★★
    Captain Casey went above and beyond today to put us on the fish, as well as being very accommodating! His boat is top of the line, and he has all nice new poles and reels, as well as everything on his boat is impeccably clean. You will have a relaxing experience with a captain who is extremely knowledgeable of all aspects of fishing and keeps you moving and busy for your time on the water. We knew right away once we met captain Casey at the marina we booked with the right captain because he is extremely professional, courteous, and as I stated earlier, extremely accommodating. For me personally, I ended landing the largest fish I have ever caught before which was really exciting. At the end of our trip, he did filet all of our fish and did a very good professional job, which was very nice so we did not have to do that. His first mate today was his cousin Luke, and he was very attentive to us, the rods, fish, upkeep with the boat, and anything you could imagine. Overall, we have found our main “guy” for fishing when we visit down here, which is fairly often because we only live 3 hours away. We are excited to go back out with Captain Casey again! If you want a true Florida keys fishing experience, Captain Casey is your guy!

    Jessica C. | August 10, 2023

    Trip: Keys Fishing Adventure

  • ★★★★★
    Had an amazing boating and fishing experience, Casey is very knowledgeable captain and we highly recommend him! We’ll definitely be back next time we’re in town!

    Sami H. | July 31, 2023

    Trip: Keys Fishing Adventure

  • ★★★★★
    Captain Paul and team were awesome. I’ve fished a lot of places and personality/attitude can make or break a trip. After all, it’s fishing and not catching so having a captain and crew with a good personality goes a long way to set the day. We enjoyed both the crew and a good fishing day. We pulled in 10 or 12 Mahi and then a large Wahoo trolling back in. Captain Paul even offered me some glasses when he thought I’d left mine. Highly recommend going out with them!

    Chris R. | July 15, 2023

    Trip: Offshore Thrills

  • ★★★★★
    My family and I here in Tavernier for vacation, this fishing trip was the main reason to vacation in the Keys. Our outing did not disappoint. Captain Paul and John were a pleasure to spend the day with. We all caught plenty of Mahi Mahi and Tuna. I highly recommend.

    Matthew S. | July 12, 2023

    Trip: Offshore Thrills

  • ★★★★★
    The crew was wonderful. They were helpful and accommodating for my 90 year old father. This was definitely the highlight of our Keys vacation. Would definitely recommend!

    Patricia H. | June 2, 2023

    Trip: Offshore Thrills

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Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

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 Largo