Damn Good Sailfish Fishing Charters In Straits Of Florida

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

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5/5 Average Rating

Recently Booked Sailfish Fishing Charters In Straits Of Florida

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

6 Hour Offshore Extreme Fishing

100% (4)
35 ft 1 - 12 People From $1,600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Key Largo Reef And Offshore

100% (12)
34 ft 1 - 5 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 Key Largo

5 - 8 Hour Offshore Trip

100% (1)
36 ft 1 - 12 People From $1,150
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key Largo

Deep Sea, Wreck And Reef

100% (17)
34 ft 1 - 6 People From $900
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 Miami

3/4 Day Trip Miami

100% (17)
28 ft 1 - 6 People From $950
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 Miami

Full Day Miami Trip

100% (17)
28 ft 1 - 6 People From $1,100

Top Types of Sailfish Trips in Straits of Florida

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4.9 / 5 Average Rating

“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.”

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More Sailfish Fishing Charters In Straits Of Florida

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 Miami

Full Day Miami Trip

100% (17)
28 ft 1 - 6 People From $1,100
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 Miami

3/4 Day Trip Miami

100% (17)
28 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% (17)
34 ft 1 - 6 People From $900
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 Key Largo

5 - 8 Hour Offshore Trip

100% (1)
36 ft 1 - 12 People From $1,150
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key Largo

Key Largo Reef And Offshore

100% (12)
34 ft 1 - 5 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

6 Hour Offshore Extreme Fishing

100% (4)
35 ft 1 - 12 People From $1,600

Other Captain Experiences Trips in Straits of Florida

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, Nearshore Fishing in Key West

Reef Fishing Fun For Everyone

100% (16)
32 ft 1 - 4 People From $895
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

Inshore, Nearshore, Snorkeling in Key West

Lobstering & Snorkeling

100% (16)
32 ft 1 - 12 People From $1,095
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, Nearshore, Snorkeling in Key West

Snorkel & Fish Combo

100% (16)
32 ft 1 - 8 People From $1,195
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Stock Island

A Bucket Of Fishing Fun

100% (1)
24 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Key West

Full Day Exotic Reef Fishing

100% (4)
35 ft 1 - 12 People From $1,800
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 Miami

Full Day Mahi Trip

100% (17)
28 ft 1 - 6 People From $1,350

Didn't Find What You Were Looking For?

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:

Everything to Know About Booking a Straits of Florida sailfish fishing charter

What are the best sailfish fishing charters in Straits of Florida?

The best sailfish fishing charters in Straits of Florida are:

Why should I book a sailfish fishing charter in Straits of Florida with Captain Experiences?

Our Damn Good Guides currently offer 8 sailfish trips in Straits of Florida, and the most popular trips in the area are 6 Hour Offshore Extreme Fishing guided by Samuel, Key Largo Reef And Offshore guided by Jim, and 5 - 8 Hour Offshore Trip guided by Zoltan.

Our guides in Straits of Florida are rated a 5 out of 5 based on 9531 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 Straits of Florida? Check out our beginner and family friendly sailfish guides in Straits of Florida.

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

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

The most common fishing techniques in Straits of Florida are live bait fishing, trolling, and drift fishing but light tackle fishing and bottom fishing are popular as well.

How much do Straits of Florida sailfish fishing charters cost?

Prices for sailfish in Straits of Florida can range anywhere from about $1,140 to $3,200, but the average price for a half day trip for sailfish in Straits of Florida is $1,765. The average price for a full day trip for sailfish in Straits of Florida is $2,310.

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 Straits of Florida?

The most popular season for sailfish fishing in Straits of Florida is spring, and most anglers book their trips 24 days in advance.

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

See here for more information on sailfish fishing licenses in Straits of Florida, sailfish bag limits, and fishing season regulations for sailfish in Straits of Florida. When in doubt, your guide will always know all the relevant sailfish rules and regulations in Straits of Florida.

Recent Reviews

  • ★★★★★
    It was an awesome trip very good crew definitely recommend 👌

    Blake R. | June 8, 2026

    Trip: Key Largo Reef And Offshore

  • ★★★★★
    Awesome time with Jim plenty of snapper to go around

    Jonas P. | May 6, 2026

    Trip: Key Largo Reef And Offshore

  • ★★★★★
    We had a great experience caught a variety of fish! We would do it again!

    Jennifer W. | April 25, 2026

    Trip: 1/2 Day Deep Sea / Nearshore Trip

  • ★★★★★
    Had a great day with Captain Dan and first mate. We pomptly set off and had a fantastic time pulling in a Mahi and half a dozen tuna. The trip was as much as we hoped for…good weather, great crew, and some fish to be cooked at a local restaurant. Highly recommend this charter and will definitely be booking again for some other fishing if/when we make it back to the Keys. Thanks Dan and Pete!

    Adam M. | April 8, 2026

    Trip: Deep Sea, Wreck And Reef

  • ★★★★★
    On a slow day when it seemed no one was catching fish, Jorge worked hard and got us several hookups, including an outstanding sailfish that we'd never had boated without his expert boat jockying. I've fished with a lot of guide's, and he's among the best.

    Rick C. | February 21, 2026

    Trip: 1/2 Day Deep Sea / Nearshore Trip

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Last updated: October 13, 2026

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See All Sailfish Trips in Straits of Florida