About Your Trip

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

About Your Trip

When you get out there with Captain Randy on the flats, you're in for the ultimate hunt. Whether that's chasing cruising Permit, lurking Snook, or going after Lemon Shark on the bottom, you'll be out in it, casting to some of the top saltwater gamefish species in America!

Islamorada is one of the fishing capitals of the world, and for good reason! The sportfishing here is absolutely legendary, and there's no better guide to the flats and inshore waters here than Captain Randy. He's a lifetime angler, a real pro, and he knows the water as well as anyone.

On a typical day, Captain Randy will meet you at the dock behind the famed Lorelei Restaurant in the heart of Islamorada. (Note: Randy keeps his boat trailered, so he can accommodate other pickup locations as well). After you hop aboard his 18' Hells Bay poling skiff, you'll head out to either the Gulf side, or stay inland to scout out the flats and back bays.
On the flats, Captain Randy will either pole you up a flat, or anchor his skiff with his pole to wait for fish to push through. Keep your eyes peeled for the shadow of a cruising fish!

Captain Randy can provide all of the gear for your trip—if you need it—and he'll have a cooler with ice, water, and soft drinks ready to rock and roll. Feel free to bring a snack or pick up a sandwich from the Trading Post down the street on your way to the dock. You can also bring any other drinks of your choice as well to be stored in the cooler on board.

Don't forget your polarized sunglasses. These are essential out on the flats to help eliminate glare and see the fish as quickly as possible!

Amenities

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to kids.

Fish Cleaning

No cleaning service provided.

Boat Restroom

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

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

Pricing Matrix

	4 Hours	8 Hours
1 Person	$600.00	$900.00
2 People	$600.00	$900.00

Pay 20% of the price as a deposit today, with the balance due on the day of the trip.

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You're in good hands

Book your trip with confidence — We only work with the best local guides that know where to put you on fish.

About Your Guide

Randy S.

Independent Guide

Captain Randy has been fishing nearly his whole life. For the last 14 year or so he's been guiding trips in the Florida Keys. He's a passionate fan of the sports aspect fishing provides and loves helping people make the catch of their dreams become reality. Over the years, he's become a proficient in both conventional and fly fishing.

Start Location & Lodging Options

Islamorada, Florida

Areas Fished

About Your Boat

Boat Type: Skiff
Boat Manufacturer: Hells Bay Boatworks
Year Built: 2024
Boat Length: 18'

Trip Details & Amenities

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to kids.

Fish Cleaning

No cleaning service provided.

Boat Restroom

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

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on the current month (April).

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)

Techniques

Artificial Lure Fishing
Fly Fishing
Light Tackle Fishing
Sight Casting

Everything Else to Know

Reviews

5.0

based on 6 reviews

Dave

Verified Review

May 26

Captain Randy comes highly recommended. This was a retirement trip for my brother and it was truly amazing!! Captain Randy went above and beyond to make sure our 2 day trip was full of action, and adventure. His love for The Florida Keys is contagious. He will put you on the fish! If you seriously love fishing, he’s your guy! Captan Experiences made booking and paying our Captain so much easier...

Dave

Verified Review

May 26

Dave

Verified Review

May 24

Captain Randy was kind, very knowledgeable of the area as well as where to find the giant Tarpon. We had a wonderful time talking about everything, getting to know one another and We appreciated his extensive knowledge of fishing the Islamorada waters. His equipment is new and tackle is spot on and we enjoyed every moment of our trip.

Dave

Verified Review

May 24

Trip: Islamorada Tarpon on the Fly

Rick

Verified Review

April 10

Fishing with Captain Randy was a blast caught plenty of bonefish and some sharks Randy is a cool dude really enjoyed my trip

Louis

Verified Review

April 5

Randy was great. Super helpful guide that will work hard to get you on the fish. He keeps a good clean boat as well.

Trip: Islamorada Tarpon on the Fly

Lee

Verified Review

November 6

Randy was great! Highly recommend.

Bailey

Verified Review

May 3

A group of fisherman with whom I have fly fished in the Keys for 25 years was short a guide during peak of Tarpon season. Captain Experiences "hooked" us up with Randy, who, as luck would have it, captained out of the Lorelai, which is the launch all our favorite guides use. Randy is a seasoned professional. He located fish in all light conditions, busted his butt to position boat for good angle...

Bailey

Verified Review

May 3