Damn Good Tripletail Fishing Charters In The Florida Keys

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

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Recently Booked Tripletail Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Backcountry / Flats Fishing Trip

NEW
24 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Homestead

Flamingo Flats Fishing

100% (7)
17 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Homestead

Sportfishing The Everglades

100% (14)
25 ft 1 - 4 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Dusk Till Dawn - 18’ Xplor

100% (17)
18 ft 1 - 3 People From $1,500
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Marquesas Atoll Light Tackle

100% (17)
18 ft 1 - 3 People From $950
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 47 Ft Hatteras

99% (106)
47 ft 1 - 6 People From $1,300

Top Types of Tripletail Trips in the Florida Keys

“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 Tripletail Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Adventure

100% (84)
24 ft 1 - 6 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Flats Fishing

100% (18)
24 ft 1 - 3 People From $575
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
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Tavernier Backcountry Fishing

100% (27)
18 ft 1 - 3 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

100% (11)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Inshore Trip - 18’ Xplor Flats Boat

100% (17)
18 ft 1 - 3 People From $550
See All Tripletail Trips in the Florida Keys

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Everything to Know About Booking a Florida Keys tripletail fishing charter

Why should I book a tripletail fishing charter in the Florida Keys with Captain Experiences?

Our Damn Good Guides currently offer 15 tripletail trips in the Florida Keys, and the most popular trips in the area are Backcountry / Flats Fishing Trip guided by Brian, Flamingo Flats Fishing guided by Ken, and Sportfishing The Everglades guided by Ariel.

Our guides in the Florida Keys are rated a 5 out of 5 based on 5945 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 tripletail guides / fishing lessons in the Florida Keys? Check out our beginner and family friendly tripletail guides in the Florida Keys.

What types of tripletail fishing charters are common in the Florida Keys?

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

The most common fishing techniques in the Florida Keys are light tackle fishing, live bait fishing, and artificial lure fishing but fly fishing and sight casting are popular as well.

How much do Florida Keys tripletail fishing charters cost?

Prices for tripletail in the Florida Keys can range anywhere from about $650 to $1,768, but the average price for a half day trip for tripletail in the Florida Keys is $785. The average price for a full day trip for tripletail in the Florida Keys is $1,174.

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 tripletail fishing in the Florida Keys?

The most popular season for tripletail fishing in the Florida Keys is summer, and most anglers book their trips 31 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Captain Jamie took us out in the early afternoon, and even though we knew the bite was a little slow at this time, we just wanted to get out and enjoy the water around beautiful Key West. He made the most of our four hours; we hit around four spots and even cruised over to the ocean side to try and find the bite that way. In this 4-hour trip, I got a crash course in fly fishing from one of the best. Jamie’s super laid-back, easy to talk to, and knows the area like the back of his hand. We wrapped up the trip with a gorgeous sunset; it was a 10/10 day all around. Even with the slow bite, it was one of the most scenic, educational, and unforgettable trips I’ve ever been on!

    Jonathan N. | November 6, 2025

    Trip: Key West On Light Tackle & Flies

  • ★★★★★
    He was a great captain. We had an awesome time. Would absolutely recommend him to everyone. If we make it down again we would book with him again.

    Melanie R. | June 16, 2025

    Trip: Everglades Inshore Trip

  • ★★★★★
    We had a great time. Mark went above and beyond to put us on fish (which he did). lots of fish and lots of laughs. more importantly than Mark being the best guide I ever had, hes a great person. Top notch human being. He gets just as excited when you hook up as you do. Geat sportsman and you can tell he truly loves what he does.

    Bill W. | June 14, 2025

    Trip: Everglades Inshore Trip

  • ★★★★★
    Capt. Mark did an awesome job finding the fish today! He was willing to go wherever it was needed to find Tarpon, which we definitely able to do. Even when the wind came up, he worked to make the ride back comfortable. My grandson and I both appreciated all of Capt. Marks expertise and hard work to make for an excellent fishing trip!

    Louis F. | May 26, 2025

    Trip: Everglades Inshore Trip

  • ★★★★★
    Believe all the good reviews Andrew has. We had such a great time in the Everglades catching sea trout, jacks, snapper, snook, a bull shark and a nurse shark. Couldn’t have been more pleased with this captain and deckhand. Very polite and prompt on getting you baited up and back in the water. If you are reading this review and wondering who to book a trip with, do not hesitate to book with Andrew.

    Kevin W. | May 6, 2025

    Trip: Key Largo Adventure

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See All Tripletail Trips in the Florida Keys