About Your Trip

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

About Your Trip

If you’re looking for a memorable inshore fishing adventure in the Cayman Islands, Captain Dylan has you covered! Set out from George Town and explore the calm, pristine waters of the North Sound, where you’ll have the chance to target iconic species like Tarpon, Snook, Bonefish, and Snapper. Whether you’re an avid angler or just testing the waters for the first time, Captain Dylan will make sure you have an incredible experience on this tropical fishing trip.

With Captain Dylan’s expertise, you’ll be able to try your hand at a variety of fishing techniques. From spinning and popping to trolling, drifting, jigging, and bottom fishing, the possibilities are endless. If you’re a fly fishing enthusiast, Captain Dylan has you covered there too!

Your fishing adventure will take place aboard a well-equipped 27’ center console boat that comfortably accommodates up to six passengers. Outfitted with outriggers, downriggers, and all the must-have fishing gear, this boat is a true fishing machine. Captain Dylan provides top-quality rods, reels, and tackle, and live bait is available (just check ahead to see if you’ll be catching it during your trip). Whether you’re chasing tailing Bonefish on the flats or casting for Snook near the mangroves, this vessel is designed to handle it all.

For an added bonus, Captain Dylan offers the use of snorkeling gear. Between fishing spots, you can cool off and explore the vibrant underwater world of the Cayman Islands – a perfect way to mix fishing with fun in the sun.

If you’re bringing the family along, rest assured that kids are more than welcome! Captain Dylan loves getting young anglers hooked on fishing, and if you need a child-sized life vest, just ask in advance. Drinks, bottled water, and ice are all included, so you’ll stay refreshed throughout the day. Feel free to bring snacks, sunscreen, sunglasses, and even a few beers (in moderation) to keep the good vibes going.

To make your trip seamless, you won’t need to worry about purchasing a fishing license. Captain Dylan and his First Mate handle all the details, from navigating the waters to helping you land your catch. The mate works hard to ensure your day is smooth and productive, so don’t forget to show your appreciation with a customary 10–20% tip. At the end of the trip, the crew will clean and filet your catch, letting you bring home a taste of the Caymans.

Whether you’re looking to tangle with Tarpon, sight-fish for Bonefish on the flats, or just enjoy a day out on the beautiful Caribbean waters, Captain Dylan is ready to make it happen. Book your trip today and create lifelong memories in one of the world’s most picturesque fishing destinations!

Amenities

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Live Bait

Live bait is provided for an additional fee.

Location

This guide can be flexible with the departure location.

Weather

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

Federal Permit

This boat is federally permitted to go deep offshore.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Lunch

Lunch / light snacks are included.

Boat Restroom

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

Disability Friendly

This trip is not suited for those with disabilities.

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Pricing Matrix

	3 hours	4 hours
1 Person	$600.00	$800.00
2 People	$600.00	$800.00
3 People	$600.00	$800.00
4 People	$600.00	$800.00
5 People	$600.00	$800.00
6 People	$600.00	$800.00
7 People (two boats)	$1,200.00	$1,600.00
8 People (two boats)	$1,200.00	$1,600.00
9 People (two boats)	$1,200.00	$1,600.00
10 People (two boats)	$1,200.00	$1,600.00
11 People (two boats)	$1,200.00	$1,600.00
12 People (two boats)	$1,200.00	$1,600.00

Pay 15% of the price as a deposit today, with the balance due on the day of the trip.

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.

Reserve Your 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

Dylan G.

Outfitter

Explore the stunning waters of the Cayman Islands with Dylan and his crew. Whether you're chasing game fish offshore, relaxing on a private cruise, or snorkeling over vibrant reefs, they offer custom charters built around your perfect day.

From deep sea and reef fishing to iconic stops like Stingray City, Starfish Point, Rum Point, and the glowing bioluminescent bay, this team pairs local expertise with top-notch service to deliver a one-of-a-kind experience on the water.

About Your Guide

Dylan G.

Outfitter

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Start Location & Lodging Options

Your guide can be flexible with your start location.

You can work with your guide after booking to set a more specific start location in the area.

George Town, George Town, Cayman Islands

About Your Boat

Boat photo for Cayman Inshore Fishing Experience

Boat Type: Center Console
Boat Manufacturer: Donzi
Year Built: 2000
Boat Length: 35'

About Your Boat

Boat Type: Center Console
Boat Manufacturer: Donzi
Year Built: 2000
Boat Length: 35'
Boat Restroom: No
Engine Manufacturer: Suzuki
Total Horsepower: 600
Number of Engines: 2

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Trip Details & Amenities

Water Type

Inshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Live Bait

Live bait is provided for an additional fee.

Location

This guide can be flexible with the departure location.

Weather

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

Federal Permit

This boat is federally permitted to go deep offshore.

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Lunch

Lunch / light snacks are included.

Boat Restroom

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

Disability Friendly

This trip is not suited for those with disabilities.

Target Species

Color-coded seasonality below is based on .

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
Bottom Fishing
Drift Fishing
Fly Fishing
Heavy Tackle Fishing
Jigging
Trolling

Everything Else to Know

GPS
Fishfinder
Snorkeling Equipment
Live Bait Well
Outriggers
Ice Box
Radar

You'll need to buy a fishing license before getting out there. Find out more about licenses here.

This trip is managed by an outfitter. Dylan will be your point of contact and you will go out with one of their guides.

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%).

Cancel for free up to 3 days before the trip and receive credit back to your account. Cancelling within 3 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.

In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.

We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.

Once you've paid your deposit at checkout, we'll send you a QR Code 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 event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.

Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.

After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.

Cayman Inshore Fishing Experience

About Your Trip

About Your Trip

Pricing Matrix

You're in good hands

Reserve Your Trip

You're in good hands

About Your Guide

About Your Guide

Start Location & Lodging Options

About Your Boat

About Your Boat

Trip Details & Amenities

Target Species

Techniques

Everything Else to Know

Recent Reviews of Captain Experiences

First Time Booking with Us?