Damn Good Topwater Fishing Charters In Key West

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

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Recently Booked Topwater Fishing Charters In Key West, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Key West

8 Hour Private Fishing

100% (2)
28 ft 1 - 6 People From $1,350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Key West

6 Hour Private Fishing

100% (2)
28 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

Inshore, Flats Fishing in Key West

Keys Flats And Back Country Trip

100% (3)
18 ft 1 - 2 People From $500
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 Key West

Tarpon Fishing (seasonally)

100% (97)
27 ft 1 - 12 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Full Day Private Fishing Charter

94% (17)
25 ft 1 - 4 People From $1,200
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 Trip

100% (10)
36 ft 1 - 6 People From $2,400

Top Types of Topwater Fishing Trips in Key West

Top Species for Topwater Fishing in Key West

“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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Target Species in Key West

View Full Species Seasonality Chart »
  • 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 Topwater Fishing Charters In Key West, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Private Patch Reef & Flats Fishing

100% (2)
30 ft 1 - 12 People From $1,195
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 $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, Nearshore Fishing in Key West

Second Generation Bay Boat

100% (10)
25 ft 1 - 8 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

Deep Sea Fishing in Key West

Key West Sportfishing Adventure!

100% (8)
42 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Ultimate Action Fishing

100% (2)
30 ft 1 - 12 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, Nearshore Fishing in Key West

Dry Tortugas Fishing Trip

100% (10)
36 ft 1 - 6 People From $2,800
See All Topwater Fishing Trips in Key West

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Everything to Know About Booking a Key West topwater fishing charter

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

Our Damn Good Guides currently offer 23 topwater fishing trips in Key West, and the most popular trips in the area are Key West Offshore - '27 CC guided by Antonio, 6 Hour Private Fishing guided by Noah, and Tarpon Fishing (seasonally) guided by Antonio.

Our guides in Key West are rated a 4.94 out of 5 based on 5100 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 topwater fishing guides / fishing lessons in Key West? Check out our beginner and family friendly topwater fishing guides in Key West.

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

Deep Sea fishing is the most popular type of fishing for topwater fishing in Key West as well as nearshore fishing, inshore fishing, and flats fishing.

The most commonly sought after species for topwater fishing in Key West are: 1. mutton snapper, 2. yellowtail snapper, 3. black grouper, 4. mangrove snapper, and 5. blackfin tuna.

How much do Key West topwater fishing charters cost?

Prices for topwater fishing in Key West can range anywhere from about $900 to $3,200, but the average price for a half day trip for topwater fishing in Key West is $1,548. The average price for a full day trip for topwater fishing in Key West is $2,414.

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 on a topwater fishing charter in Key West?

The most popular season to go on a topwater fishing charter in Key West is summer, and most anglers book their trips 55 days in advance.

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

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

Recent Reviews

  • ★★★★★
    We had an absolutely unforgettable day on the water with Captain Mason! Our family of six—ranging from more "seasoned" to children—was treated to a private fishing excursion that truly exceeded all expectations. From the moment we stepped on the boat, the Mason made us feel completely at ease. He was incredibly accommodating, making sure each of us was comfortable, engaged, and having a great time. Whether it was adjusting for the kids' needs, helping with baiting hooks, or offering fishing tips to the beginners among us, his patience and positive energy never wavered. What stood out the most was how safe and inclusive he made the entire experience. Every member of the family felt like part of the crew. He kept a watchful eye on everything while still creating a laid-back, fun atmosphere. We never once felt rushed or out of place—just fully present and enjoying every moment. He also went above and beyond in every possible way—from extending our time a bit when the fish were biting to showing us local wildlife and secret spots only a seasoned pro would know. It truly felt like a one-of-a-kind adventure curated just for us. Highly recommend this charter to anyone looking for a fun, family-friendly, and expertly guided day on the water. Can’t wait to book again next time we’re in town!

    Lee D. | July 10, 2025

    Trip: Dry Tortugas fishing Trip

  • ★★★★★
    Awesome day with captain Tony, very experienced and patient. Let’s you fish and keeps the hits coming. I charter trips all the time and I would highly recommend him.

    Dadosky A. | June 8, 2025

    Trip: Tarpon Fishing (seasonally)

  • ★★★★★
    This adventure was absolutely fantastic! Antonio was a great captain and he made the trip to extra fun! Highly recommend him!

    Marianne K. | June 8, 2025

    Trip: Key West Offshore - '27 CC

  • ★★★★★
    Good experience

    Jeff L. | June 7, 2025

    Trip: Tarpon Fishing (seasonally)

  • ★★★★★
    Everything about our trip was outstanding! The boat, the Captian, Captain Carlson was fantastic. He wanted fish for every one of us on the boat even more than we wanted to catch! He worked so hard to load the boat and that we did!!! One of the best charters I have even been one. We all can’t wait to come back again and do it all over again!

    Kip J. | June 1, 2025

    Trip: Dry Tortugas fishing Trip

Other Fishing Techniques in Key West

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How are fishing conditions in Key West?

View Key West Fishing Reports from our damn good guides.

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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 Topwater Fishing Trips in Key West