Damn Good Sailfish Fishing Charters In Stock Island

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

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4.91/5 Average Rating

Recently Booked Sailfish Fishing Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Key West Offshore Experience

100% (4)
42 ft 1 - 6 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

Key West Fishing More Than 6 Paxs

100% (37)
63 ft 1 - 12 People From $2,150
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Offshore Fishing Trip

NEW
25 ft 1 - 6 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Offshore Fishing Trip

NEW
31 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Fishing Experience

100% (4)
32 ft 1 - 8 People From $1,100
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

Fishing-Private Full Day Charter

100% (8)
28 ft 1 - 4 People From $1,200

Top Types of Sailfish Trips in Stock Island

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

All Target Species in Stock Island

  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Sailfish Fishing Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Key West Offshore Excitement!

100% (86)
30 ft 1 - 4 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

Inshore, Deep Sea Fishing in Key West

Fishing-Private Half Day Charter

100% (8)
28 ft 1 - 4 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

Inshore, Deep Sea, Nearshore in Key West

Fishing - Private 3/4 Day Charter

100% (8)
28 ft 1 - 4 People From $1,050
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Dry Tortugas Multi-Day Trip

NEW
50 ft 1 - 12 People From $5,900
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, Nearshore Fishing in Key West

Key West Sportfish Trip

99% (122)
37 ft 1 - 6 People From $1,150
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

Key West Mixed Bag Trip

100% (37)
43 ft 1 - 6 People From $950

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 Stock Island sailfish fishing charter

What are the best sailfish fishing charters in Stock Island?

The best sailfish fishing charters in Stock Island are:

Why should I book a sailfish fishing charter in Stock Island with Captain Experiences?

Our Damn Good Guides currently offer 49 sailfish trips in Stock Island, and the most popular trips in the area are Key West Offshore Experience guided by Chris, Key West Fishing More Than 6 Paxs guided by Mike, and Offshore Fishing Trip guided by Tyler.

Our guides in Stock Island are rated a 4.91 out of 5 based on 8319 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 Stock Island? Check out our beginner and family friendly sailfish guides in Stock Island.

What types of sailfish fishing charters are common in Stock Island?

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

The most common fishing techniques in Stock Island are light tackle fishing, artificial lure fishing, and drift fishing but heavy tackle fishing and jigging are popular as well.

How much do Stock Island sailfish fishing charters cost?

Prices for sailfish in Stock Island can range anywhere from about $1,200 to $4,000, but the average price for a half day trip for sailfish in Stock Island is $1,617. The average price for a full day trip for sailfish in Stock Island is $3,323.

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 Stock Island?

The most popular season for sailfish fishing in Stock Island is summer, and most anglers book their trips 21 days in advance.

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

See here for more information on fishing licenses in Stock Island, bag limits for target species, and fishing season regulations in Stock Island. When in doubt, your guide will always know all the relevant rules and regulations in Stock Island.

Recent Reviews

  • ★★★★★
    We had a great time fishing. DJ was an excellent 1st Mate. He worked hard to make sure we caught a Mahi and he was a lot of fun!

    Holly H. | July 7, 2026

    Trip: Private Offshore Fishing

  • ★★★★★
    Mike and Cole were awesome! Even though it was a slow fishing day for everyone, we still caught some keepers and had a great time!

    Maggie M. | July 1, 2026

    Trip: Key West Fishing More Than 6 Paxs

  • ★★★★★
    Brad & James were terrific! They were helpful, patient, & professional during the entire trip. They receive our highest recommendation!

    Rudy G. | June 25, 2026

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    Great mate/captain. Very knowledgeable, works hard, knows the fishing spots and will make sure you will catch a lot. Boat is great/ would do again/highly recommend!

    Francesco A. | June 16, 2026

    Trip: Private Offshore Fishing

  • ★★★★★
    We booked a fishing charter for my husband 60th birthday, and it turned out to be one of the highlights of our trip! Kevin and Max were absolutely awesome! Friendly knowledgeable, professional and committed to making sure everyone had a great time. They put us on the fish and we wound up catching a barracuda and a tuna, which made the day that much more exciting. The best part was bringing our fresh tuna to Kaya restaurant where they prepared it three different ways. It was an incredible experience from start to finish. If you are considering a fishing charter, we highly recommend Captain Experiences and especially Kevin and Max. Thank you for making my husband 60th birthday so special. Looking forward to doing this again!

    Ellie G. | June 2, 2026

    Trip: Key West Fishing More Than 6 Paxs

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Last updated: July 16, 2026

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See All Sailfish Trips in Stock Island