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

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% (10)
29 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, Nearshore, Jetty in Key West

Key West Offshore - '27 CC

100% (125)
27 ft 1 - 8 People From $700
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Dry Tortugas Fishing Trip

100% (11)
36 ft 1 - 6 People From $2,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

4 Hour Light Tackle Reef/Wreck

NEW
35 ft 1 - 12 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Half Day Offshore Fishing

NEW
35 ft 1 - 12 People From $1,200
Hot Trip
people are viewing this trip.
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

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.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All 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

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

Inshore, Nearshore, Jetty in Key West

Key West Inshore, Nearshore, Jetty

100% (125)
27 ft 1 - 8 People From $700
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore, Jetty in Key West

Ultimate Action Fishing In Key West

100% (18)
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

Inshore, Nearshore Fishing in Key West

Tarpon Fishing (seasonally)

100% (125)
27 ft 1 - 12 People From $350
Hot Trip
people are viewing this trip.
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
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Marquesas Key Fishing Adventure

100% (18)
33 ft 1 - 4 People From $1,600
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 22 topwater fishing trips in Key West, and the most popular trips in the area are Key West Sportfishing Adventure! guided by Craig, Key West Offshore - '27 CC guided by Antonio, and Dry Tortugas Fishing Trip guided by Rob.

Our guides in Key West are rated a 4.95 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 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 deep sea fishing, nearshore fishing, and jetty fishing.

The most commonly sought after species for topwater fishing in Key West are: 1. black grouper, 2. blackfin tuna, 3. bull shark, 4. cero mackerel, and 5. gag grouper.

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 $1,585. The average price for a full day trip for topwater fishing in Key West is $2,459.

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

  • ★★★★★
    Wonderful trip, they made it so easy to enjoy ourselves, crew was inviting and welcoming. will definitely be booking again

    Heather W. | November 27, 2025

    Trip: Key West Nearshore/Offshore Trip

  • ★★★★★
    We had an amazing time! Captain was friendly and very helpful. The captain recommended that we take our catch to Mac’s Place bar just steps from the marina and have it prepared. The staff and preparation were both amazing!! We will return to do it all again! Thanks Antonio!!

    Todd R. | November 5, 2025

    Trip: Key West Inshore, Nearshore, Jetty

  • ★★★★★
    Sean is the man!! We hopped out for an afternoon half day right on the tail end of some weird weather patterns and didn't have high hopes, but Sean relentlessly tried new techniques and locations to get us on some fish. I don't know that I've ever been out with a guide who has moved more or tried more techniques in a 4 hour fishing trip. He knew exactly when to say "this isn't working the fish aren't here, lets move on" which is an underrated skill in a guide. We found the flats empty of the usual suspects (tarpon permit bonefish), but we pivoted and hooked into cero mackerel, mutton snapper, and some barracuda. Sean has been fishing in Key West for 30+ years and won't steer you wrong!

    Jonathan N. | November 5, 2025

    Trip: Keys Flats And Back Country Trip

  • ★★★★★
    The best

    Jodie R. | October 9, 2025

    Trip: Dry Tortugas Fishing Trip

  • ★★★★★
    Not in Brody were definitely awesome. We had a fun experience! Thank you so much for hosting us!

    Rheannon V. | September 24, 2025

    Trip: Key West Offshore Fishing

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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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 Topwater Fishing Trips in Key West