Damn Good Tripletail Fishing Charters In Key West

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

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Recently Booked Tripletail Fishing Charters In Key West

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Inshore Trip - 18’ Xplor Flats Boat

100% (3)
18 ft 1 - 3 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

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

Inshore Fishing in Key West

Dusk Till Dawn - 18’ Xplor

100% (3)
18 ft 1 - 3 People From $1,500

“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 Trips in Key West

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Key West

Key West Sportfishing Adventure

100% (2)
34 ft 1 - 6 People From $1,050
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 Fishing Slam

94% (18)
36 ft 1 - 6 People From $1,050
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

Key West Deep Sea Run - 40' Luhrs

94% (18)
40 ft 1 - 6 People From $1,400
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, Jetty in Key West

Ultimate Action Fishing In Key West

100% (3)
33 ft 1 - 12 People From $800
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 Party Boat Fishing

NEW
56 ft 1 - 45 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1)
34 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Evening Tarpon Slam

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

Deep Sea Fishing in Naval Air Station Key West

Key West Sportfishing Adventure!

100% (3)
42 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Key West

Key West Backcountry Fishing

100% (5)
25 ft 1 - 4 People From $700
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

Offshore Fishing,Reef & Wreck And Sunset

100% (22)
35 ft 1 - 12 People From $900
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, Nearshore, Flats in Key West

Marquesas Key "Hidden Gem" Trip

100% (12)
24 ft 1 - 5 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Half-Day Tarpon Trip (Seasonal)

100% (12)
24 ft 1 - 4 People From $650

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Everything to Know About Booking a Key West tripletail fishing charter

What are the best tripletail fishing charters in Key West?

The best tripletail fishing charters in Key West are:

Why should I book a tripletail fishing charter in Key West with Captain Experiences?

Our Damn Good Guides currently offer 3 tripletail trips in Key West, and the most popular trips in the area are Inshore Trip - 18’ Xplor Flats Boat guided by Chandler, Key West on Light Tackle & Flies guided by Jamie, and Dusk till Dawn - 18’ Xplor guided by Chandler.

Our guides in Key West are rated a 5 out of 5 based on 3807 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 Key West? Check out our beginner and family friendly tripletail guides in Key West.

What types of tripletail fishing charters are common in Key West?

Inshore fishing is the most popular type of fishing for tripletail in Key West as well as flats fishing.

The most common fishing techniques in Key West are light tackle fishing, artificial lure fishing, and fly fishing but live bait fishing is popular as well.

How much do Key West tripletail fishing charters cost?

Prices for tripletail in Key West can range anywhere from about $580 to $1,140, but the average price for a half day trip for tripletail in Key West is $575. The average price for a full day trip for tripletail in Key West is $920.

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 Key West?

The most popular season for tripletail fishing in Key West is summer, and most anglers book their trips 21 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Capt Jamie explained how, then coached me thru how to target Tarpon quite well. Followed by using his knowledge to get me on fish right away. Thank you for teaching this old dog new tricks!

    Scott N. | October 3, 2024

    Trip: Key West on Light Tackle & Flies

  • ★★★★★
    Tough day lots if wind. Still found fish, had a blast Chandler is an excellent guide coming back for more Tarpon

    Paul G. | April 18, 2024

    Trip: Inshore Trip - 18’ Xplor Flats Boat

  • ★★★★★
    It was more than I expected and seamless. I would highly recommend Captain Experiences.

    Lucinda C. | December 20, 2021

    Trip: Key West on Light Tackle & Flies

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:

See All Tripletail Trips in Key West