Islamorada Classic Trip

Starting at $800 | 4 - 8 Hours | Flats, Inshore | 4 People | Trip #1959

About Your Trip

Fishing the Florida Keys is every fisherman's dream! Whether it's stalking the flats for sportfishing like Tarpon, Bonefish, and Permit, or exploring the backcountry up in the Everglades chasing down Redfish, Snook, and Snapper, sublime nature, and prolific trophy fish are literally everywhere down in the Florida Keys!

Be one ... Read More

About Your Boat

Boat Type
Center Console
Boat Manufacturer
Boat Length
Engine Manufacturer
Yamaha 4-stroke
Total Horsepower
Number of Engines
Additional Amenities
GPS, Fishfinder, Live Bait Well, Wireless Trolling Motor, Ice Box

About Your Guide

Captain Shawn is a second-generation charter fishing captain who has lived his life in the Florida Keys. He is always ready for a memorable charter fishing experience. Whether you are an experienced angler or beginner his goal is to make your charter experience a great time!

Start Location

81 Madeira Road, Islamorada, FL 33036, USA | Bodies of water fished: Florida Keys

Amenities and Information

Water Type

Inshore, Flats

Skill Levels

Advanced, Beginner, Intermediate


All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.


Feel free to enjoy responsibly, but please no glass.

Live Bait

Yes, Included


You will get a refund if the trip is canceled due to weather.

Boat Restroom

No, this boat does not have a bathroom on board.


Goliath Grouper, Permit, Redfish, Snook, Speckled Trout, Tarpon, Tripletail


Artificial Lure Fishing, Bottom Fishing, Light Tackle Fishing, Live Bait Fishing

Packing / Extras

Everything you'll need for your trip
Just pack any drinks and snacks. You'll need to buy an Everglades fishing permit 15$ per head if we fish in the park. We provide Fishing License, Ice Box, Rods, reels & tackle.
Where to Buy a Fishing License
No license needed for this trip.

Things to Keep in Mind

Payment & Tipping
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancellation/Refund Policy
Cancel for free up to 3 days before the trip.

Pricing & Availability

To check pricing, please select a trip date, duration, group size and start time.

Select a date to view pricing.

Cancel for free up to 3 days before the trip.


Evan O.


We had a blast! Caught a ton of fish, at least 6 different species. Got into some big Snook and a ton of Redfish. Would definitely recommend and book again.

David L.


Shawn was more than on time. He was early. Took us to his solid spot and we were not disappointed. Will be back next month to book again.. thanks Shawn

Brandy F.


We had a great half day with Captain Shawn on the morning of July 29th 2021. He was very patient and kind with our two boys, ages 9 &5. He took us to great spots and we literally started catching fish after fish upon our first cast. ...Read More

Danny W.


Very knowledgeable guide with the clients needs in mind, put us on the fish! Great job! Would go out with him again!

Patrick F.


Our half day trip with Shawn to the Everglades was one of the highlights of our trip. His boat was top notch and he knew exactly where to find the fish. He was kind and patient with our boys (ages 8 and 12) who had a ton of questions for ...Read More

Tim W.


First day Shawn Picked me up on time… his Boat is Clean as a whistle… everything in a place and spotless… We had rough weather but Shawn found the fish! Started on Trout, then snook then some Trippel tail, and finished with the Snook, and a nice Mangrove snapper YUM.. ...Read More

Brandon E.


My nephew and I had a blast trying for the back country slam on a full day trip with Captain Shawn. We only accomplished 2 out of 4 slam species but not for lack of chances. We caught a bunch of snook and a couple redfish, a Goliath grouper, and ...Read More

First Time Booking with Us?

Captain Experiences is the home of over 1000 Damn Good fishing and hunting guides. Our mission is to unlock the outdoors for everyone, and we want to help you get out there through our no-hassle online booking experience and our team of outdoors experts.
We vet our guides to make sure they are the best of the best. We want guides who not only put you on 'em, but show you a great time, keep you safe, and give you a memorable experience with your group.
Once you've paid your deposit at checkout, we'll send you a boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the case of inclement weather, our guides will make the call and we'll work with you to reschedule your trip or issue a full refund. Your safety is our top concern.
Once you book the trip, we will connect you directly with the guide to go over any additional details. In the meantime, our location specialists are always available to answer your questions via email, text, chat, or call!