Damn Good Sailfish Fishing Charters In Florida Bay (Fl)

Check real-time availability and compare rates on Florida Bay (FL) 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 Florida Bay (Fl)

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Offshore Fishing Experience

100% (1)
36 ft 1 - 6 People From $1,000
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 Marathon

Sportfishing Half Day

100% (16)
31 ft 1 - 6 People From $975
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 Marathon

Top Notch Offshore Pelagics

100% (16)
31 ft 1 - 6 People From $1,600

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

100% Weather Guarantee

We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

100% Weather Guarantee

4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

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.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Other Captain Experiences Trips in Florida Bay (FL)

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, Flats Fishing in Tavernier

Islamorada Flats And Backcountry

100% (19)
17 ft 1 - 2 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Bank And Bight Backcountry

100% (7)
18 ft 1 - 2 People From $650
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, Flats in Islamorada

Back Country Bonanza

100% (28)
17 ft 1 - 2 People From $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

Inshore, Nearshore, Flats in Islamorada

Everglades Inshore Trip

100% (33)
24 ft 1 - 6 People From $650
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, Flats in Islamorada

Big Shark Trip

100% (33)
24 ft 1 - 12 People From $650
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 Fishing in Marathon

Top Notch Tarpon Trips

100% (16)
31 ft 1 - 6 People From $900
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 Marathon

Top Notch Swordfish Seeking

100% (16)
31 ft 1 - 6 People From $2,200
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Islamorada Fishing Experience

100% (4)
25 ft 1 - 4 People From $675
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, Flats in Tavernier

Islamorada Inshore Fishing Fun!

100% (19)
17 ft 1 - 4 People From $650
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, Flats in Islamorada

Islamorada Backcountry Or Nearshore

100% (3)
24 ft 1 - 4 People From $800
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Keys Flats & Backcountry Trip

100% (2)
18 ft 1 - 3 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Marathon

Marathon Tarpon Trip - 25'

100% (3)
25 ft 1 - 4 People From $900

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 Florida Bay (FL) sailfish fishing charter

What are the best sailfish fishing charters in Florida Bay (FL)?

The best sailfish fishing charters in Florida Bay (FL) are:

Why should I book a sailfish fishing charter in Florida Bay (FL) with Captain Experiences?

Our Damn Good Guides currently offer 3 sailfish trips in Florida Bay (FL), and the most popular trips in the area are Offshore Fishing Experience guided by Thomas, Sportfishing Half Day guided by Bill, and Top Notch Offshore Pelagics guided by Bill.

Our guides in Florida Bay (FL) are rated a 5 out of 5 based on 8333 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 Florida Bay (FL)? Check out our beginner and family friendly sailfish guides in Florida Bay (FL).

What types of sailfish fishing charters are common in Florida Bay (FL)?

Deep Sea fishing is the most popular type of fishing for sailfish in Florida Bay (FL) as well as nearshore fishing.

The most common fishing techniques in Florida Bay (FL) are bottom fishing, cut bait fishing, and heavy tackle fishing but kite fishing and light tackle fishing are popular as well.

How much do Florida Bay (FL) sailfish fishing charters cost?

Prices for sailfish in Florida Bay (FL) can range anywhere from about $988 to $1,800, but the average price for a half day trip for sailfish in Florida Bay (FL) is $988. The average price for a full day trip for sailfish in Florida Bay (FL) is $1,650.

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 Florida Bay (FL)?

The most popular season for sailfish fishing in Florida Bay (FL) is winter, and most anglers book their trips 11 days in advance.

Do I need a Florida Bay (FL) fishing license for sailfish and what are the bag limits for sailfish in Florida Bay (FL)?

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

Recent Reviews

  • ★★★★★
    Great day with Captain Bill on the water! We did a half day trip with my family and had a blast. My girls didn’t want rough seas so Bill took us out in the bay and we caught our limit of snapper with a couple of bonus trout. The highlight was the shark that tried to eat our snapper boat side! I would highly recommend Captain Bill and we will be giving him a call our next trip back to the Keys!

    Brian B. | March 19, 2026

    Trip: Sportfishing Half Day

  • ★★★★★
    If I could give Capt. Bill more than 5 stars I would. He is an exceptional professional and master of his trade. I booked a 1/2 day on Capt Bill’s boat with my two sons 15 and 12. Bill was an exceptional instructor taking the extra time to teach the nuance of how to be successful catching fish. Book a trip with Bill you will not be disappointed.

    Rick T. | December 21, 2025

    Trip: Sportfishing Half Day

  • ★★★★★
    Bill was great with our 12 and 13 year olds. He is very knowledgeable and helped us have a great morning. Would definitely book again.

    Robert K. | August 11, 2025

    Trip: Sportfishing Half Day

  • ★★★★★
    Captain Bill was outstanding. He found the fish for us and we caught yellow tail snappers, strawberry grouper, and blue bonnets. Will definitely use him again.

    Kathy S. | February 23, 2024

    Trip: Sportfishing Half Day

  • ★★★★★
    Captain Bill was awesome with our kids, and we caught a ton of fish, would definitely do this again.

    Mike S. | December 30, 2023

    Trip: Sportfishing Half Day

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Last updated: July 16, 2026

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