Damn Good Topwater Fishing Charters In The Florida Keys

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

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Recently Booked Topwater Fishing Charters In The Florida Keys

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, Flats Fishing in Layton

Florida Keys Skinny Water

100% (5)
16 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, Flats Fishing in Islamorada

Flats Fury With Captain Eric

99% (68)
18 ft 1 - 2 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

Key West Nearshore/Offshore Trip

100% (34)
63 ft 1 - 12 People From $1,850
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, Flats in Islamorada

Epic Islamorada Inshore

100% (41)
25 ft 1 - 4 People From $650
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 Tavernier

Islamorada Inshore Fishing Fun!

100% (17)
17 ft 1 - 2 People From $650

Top Types of Topwater Fishing Trips in the Florida Keys

Top Species for Topwater Fishing 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 Topwater Fishing Charters In The Florida Keys

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% (4)
18 ft 1 - 2 People From $500
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Summerland Key

Unforgettable Florida Keys Fishing

NEW
32 ft 1 - 6 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Marathon

3/4 Day (6hr)

100% (4)
27 ft 1 - 8 People From $1,000
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Layton

Layton Fishing Adventure

100% (5)
27 ft 1 - 4 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Florida Keys Back Country Fishing

NEW
18 ft 1 - 4 People From $650
See All Topwater Fishing Trips in the Florida Keys

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Everything to Know About Booking a Florida Keys topwater fishing charter

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

Our Damn Good Guides currently offer 23 topwater fishing trips in the Florida Keys, and the most popular trips in the area are Flamingo Flats Fishing guided by Ken, Florida Keys Skinny Water guided by George, and Flats Fury With Captain Eric guided by Eric.

Our guides in the Florida Keys are rated a 4.98 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 the Florida Keys? Check out our beginner and family friendly topwater fishing guides in the Florida Keys.

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

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

The most commonly sought after species for topwater fishing in the Florida Keys are: 1. black drum, 2. bull shark, 3. goliath grouper, 4. jack crevalle, and 5. ladyfish.

How much do Florida Keys topwater fishing charters cost?

Prices for topwater fishing in the Florida Keys can range anywhere from about $725 to $3,300, but the average price for a half day trip for topwater fishing in the Florida Keys is $1,346. The average price for a full day trip for topwater fishing in the Florida Keys is $2,033.

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 the Florida Keys?

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

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

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

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

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    Took a 6 hour trip on August Holiday booking was very easy, for a group of 4 adults. We had a wonderful day trip fishing with one of the charter skippers, Captain Des Bot he and his Mate Jamie were extremely knowledgeable, friendly and helpful we really could not have wished for a more helpful experience especially as we are far from experienced at fishing especially in Florida. The results we managed to obtain targeting fish we could eat and have some fun with could not have been better delivered. For the table we caught plenty of Snapper all varieties more than enough to feed out family of 8. We also managed to have a lot of fun with Grouper both red and small Goliath. All was delivered over three or 4 locations on the Bay side due to rough conditions in the gulf, so it made for a very rewarding comfortable da. To cap it all off the catch was all expertly prepared and bagged ready for us to take to a superb recommendation location Sparky's Landing who prepared a beautiful variety of meals, blackend, tacos and crumbed the snapper was just beautiful. all in all I could not be happier with the service and value.

    Tony | August 18, 2025

    Trip: 3-8 Hour Reef And Wreck Trip

  • ★★★★★
    My wife and I had the pleasure of taking a trip with Captain George. He and his mate Kyle picked us up on time and took us out for a great day of fishing. Weather was definitely sporty but his boat handled it comfortably. They were very well prepared to for everything. Having a boat myself I asked a lot of questions on techniques and such. Captain George was very help and wasn't hesitant to share his knowledge. We had a great time. They were upbeat and personable. We ended up will a cooler full of yellow tail snapper, a nice mutton snapper, a nice fight on a good-sized bonito. They recommended a good place to cook it up for us. I would highly recommend taking a trip with Captain George.

    Andy T. | August 15, 2025

    Trip: Layton Fishing Adventure

Other Fishing Techniques in the Florida Keys

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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.

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See All Topwater Fishing Trips in the Florida Keys