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

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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 Trip

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

About Your Trip

Built for Pulley Ridge.

38FT Freeman Catamaran — the baddest offshore machine on the water. Dual row seating, quad power, 75+ MPH, bathroom onboard, Starlink equipped, and the smoothest ride money can buy. This boat was built for hardcore offshore fishing while keeping you safe and comfortable on the longest runs.

Top-of-the-line electronics, premium rods and reels, massive deck space, unmatched stability, and the confidence to run when others stay at the dock. Deep drops, grouper, snapper, and trophy fish — this machine is designed to put clients on fish fast and get home safe.

When the weather gets rough, the Freeman shines. Fast. Stable. Relentless.

PULLEY RIDGE DEEP DROP CHARTERS

Serious Boat. Serious Fishing.

Book your trip and experience the best offshore platform on the market.

The 38FT Freeman Catamaran isn’t just one of the fastest offshore boats on the water — it’s one of the safest boats on the market. Built to handle rough conditions with unmatched stability, comfort, and reliability, this boat was designed for serious offshore fishing.

Whether you’re a hardcore fisherman chasing trophy fish or a complete beginner wanting to learn, Pulley Ridge Deep Drop Charters is built for you. We welcome everyone from first-timers to experienced anglers, and we’ll teach you everything you need to know while you fish with us — from deep drop techniques and tackle setup to reading the bite like a pro.

Top-of-the-line electronics, premium rods and reels, bathroom onboard, Starlink available, dual-row seating, and a 75+ MPH ride that gets you to the fish fast and home safe.

This isn’t your average charter boat.

This is the offshore experience serious fishermen dream about The 38FT Freeman Catamaran isn’t just one of the fastest offshore boats on the water — it’s one of the safest, most capable offshore platforms on the market. Built for serious fishermen and perfect for beginners too, this boat delivers unmatched stability, comfort, and confidence in all conditions.

Whether you’re experienced or stepping offshore for the first time, Pulley Ridge Deep Drop Charters will put you on fish and teach you everything you need to know to fish like a pro — from deep drop techniques and rigging to reading the water and working a bite.

Out here, anything is possible. We target some of the deepest and most sought-after species in the Gulf — giant Warsaw grouper, snowy grouper, and on select trips even swordfish. With plenty of quality fishing time and proven spots, these trips are built for action. Most days, it’s a straight-up meat haul.

Amenities

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

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.

Physicality

This trip requires an average level of physical activity.

Fish Cleaning

No cleaning service provided.

Live Bait

Live bait is not used on this trip.

Kid Friendly

This trip is not suited for small children.

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.

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Pricing Matrix

	18 hours
1 Person	$6,500.00
2 People	$6,500.00
3 People	$6,500.00
4 People	$6,500.00
5 People	$6,500.00
6 People	$6,500.00
7 People (two boats)	$13,000.00
8 People (two boats)	$13,000.00
9 People (two boats)	$13,000.00
10 People (two boats)	$13,000.00
11 People (two boats)	$13,000.00
12 People (two boats)	$13,000.00

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

About Your Guide

Matt S.

Independent Guide

Talkative

Hands-off

About Your Guide

Matt S.

Independent Guide

Hey, born and raised in beautiful Naples, Florida. As a lifelong native of the Gulf Coast, the ocean has always been my backyard. I’ve been fishing these waters for as long as I can remember, and I’ve held my U.S. Coast Guard Captain’s License since I was 18. Now at 27, I proudly hold a 100-Ton Master License and run one of the most unique charter experiences you’ll find in Southwest Florida.

We don’t just take you fishing — we deliver an unforgettable day on the water. Our charter is powered by one of the top catamarans on the market, built for comfort, speed, and stability. We use only the best rods, reels, and tackle — no shortcuts here — and we even offer onboard Starlink internet so you can stay connected while you disconnect.

What sets us apart? It’s the passion. I make it my mission to ensure every guest has a great time, catches plenty of fish, and walks away with memories that’ll last a lifetime — and maybe even dinner too!

Whether you’re looking for a fun family outing, a serious angling adventure, or just a great day under the Florida sun, this is the experience you’ve been looking for.

Book your trip today — let’s make it a once-in-a-lifetime day on the water

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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.

Marco Island, Florida

About Your Boat

Boat photo for EXTENDED RANGE PULLY RIDGE

1/15

Boat Type: Catamaran
Boat Manufacturer: FREEMAN
Year Built: 2026
Boat Length: 38'

About Your Boat

Boat Type: Catamaran
Boat Manufacturer: FREEMAN
Year Built: 2026
Boat Length: 38'
Boat Restroom: Yes
Engine Manufacturer: Yamaha
Total Horsepower: 1400
Number of Engines: 4

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Trip Details & Amenities

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

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.

Physicality

This trip requires an average level of physical activity.

Fish Cleaning

No cleaning service provided.

Live Bait

Live bait is not used on this trip.

Kid Friendly

This trip is not suited for small children.

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 .

View Full Species Seasonality Chart » View Recent Marco Island Fishing Reports »

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

Everything Else to Know

Everything is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.

You're all set! You don't need to buy a license for this trip.

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 up to 1 day before the trip and receive credit back to your account. 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.

Reviews

5.0

based on 1 review

Joseph

Verified Review

March 12

Awesome captain, beautiful boat and lots of fish. We had a great time and so did the kids. Thanks Matt!!!

Joseph

Verified Review

March 12

Awesome captain, beautiful boat and lots of fish. We had a great time and so did the kids. Thanks Matt!!!

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Trip: 4-8 Hour Offshore Trip

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.