Key West Sea Fishing with Captain Experiences

About Your Guide

A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.

Chuck Tenney

Certified Damn Good Guide

Independent Guide 29 years of exp.

Instructional

Laid-back

Comfortable

Quality

Talkative

Beginner Oriented

A true veteran of the charter industry, Captain Chuck has been captaining boats for over 25 years, earning a reputation as one of the most knowledgeable and reliable guides in the Florida Keys. Over the decades, he’s honed his expertise on the waters, learning the habits and patterns of the many species that call these beautiful islands home. From battling trophy tarpon to reeling in snapper, grouper, and offshore pelagics, Captain Chuck knows where to go and how to put you on the fish.

His dedication to customer service runs deep, shaped by more than 30 years in the transportation industry where professionalism, punctuality, and guest satisfaction were key. Whether you're an experienced angler or a first-timer, Captain Chuck has a warm, patient, and personable approach that makes every trip enjoyable and memorable.

With top-of-the-line equipment, a well-maintained vessel, and a genuine passion for sharing the thrill of fishing, Captain Chuck is committed to making sure every guest leaves with not only a cooler full of fish but also lasting memories of an incredible day on the water. When you...

About Your Guide

Chuck Tenney

Certified Damn Good Guide

Independent Guide 29 years of exp.

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Legendary Fishing In Key West

100% (25) Key West, FL 1 - 6 People 4 - 8 Hours From $1,100

Reserve Your Trip

Legendary Fishing in Key West

Deep Sea, Nearshore Fishing in Key West

100% (25) Guided by Chuck

Total

100% (25)

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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.

Pricing Matrix

	8 hours	6 hours	4 hours
1 Person	$1,100.00	$1,300.00	$1,600.00
2 People	$1,100.00	$1,300.00	$1,600.00
3 People	$1,100.00	$1,300.00	$1,600.00
4 People	$1,100.00	$1,300.00	$1,600.00
5 People	$1,100.00	$1,300.00	$1,600.00
6 People	$1,100.00	$1,300.00	$1,600.00

Pay 25% of the price as a deposit today, with the balance due on the day of the trip.

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About Your Trip

Water Type

Deep Sea, Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

About Your Trip

Head out for a fun-filled action-packed charter with Captain Chuck aboard his Ocean Yacht for an epic Key West fishing experience!

For most trips, you will be trolling the nearshore and close offshore waters for Bonito, Mackerel, Wahoo, Mahi Mahi, and whatever else emerges from the beautiful waters off the southernmost point of the United States! The longer the trip, the more species you can expect to catch (and the bigger the fish!)

Captain Chuck fishes aboard a well-maintained 55 foot Ocean Sport Fisher. She is fully equipped to fish, outfitted with a Furuno electronics package and all the tackle you will need for your Key West Fishing Adventure. With dual 725 horse power Detroit Diesel engines powering this vessel, you can get from the dock to prime fishing spots quick to allow you to begin fishing faster!

You're welcome to be as involved as you'd like as well, for those who just want to cool off and watch the action from inside the air-conditioned cabin, we have a luxurious space for them to relax until the next big fish gets on the hook.

Amenities

Water Type

Deep Sea, Nearshore

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.

Boat Restroom

This boat has a restroom.

Air Conditioning

This boat has air conditioning.

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 small children.

Flexible Cancelation

This trip can be canceled up to 7 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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About Your Boat

Boat photo for Legendary Fishing in Key West

Boat Type: Sportfisher
Boat Manufacturer: Ocean Yachts
Boat Length: 55'
Boat Restroom: Yes

About Your Boat

Boat Type: Sportfisher
Boat Manufacturer: Ocean Yachts
Boat Length: 55'
Boat Restroom: Yes
Engine Manufacturer: Detroit
Total Horsepower: 735
Additional Amenities: Air Conditioning, Fighting Chair, GPS, Fishfinder, Flybridge, Live Bait Well, Kitchen, Refrigerator, Outriggers, Ice Box

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Recent Reviews of Key West Sea Fishing

5.0

based on 8 reviews

Yohannes

Verified Review

We had a blast with Joe and Captain Chuck. Will definitely return!

Yohannes

Verified Review

We had a blast with Joe and Captain Chuck. Will definitely return!

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Stephen

Verified Review

Awesome experience. Captain chuck and Joe Joe were great. Nice boat, good times

Stephen

Verified Review

Awesome experience. Captain chuck and Joe Joe were great. Nice boat, good times

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Jorge

Verified Review

Had a great time today
Caught a lot of fish. Thoroughly enjoyed our charter. Will return.

Jorge

Verified Review

Had a great time today
Caught a lot of fish. Thoroughly enjoyed our charter. Will return.

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Linda

Verified Review

Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

Linda

Verified Review

Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

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David

Verified Review

Fabulous fun and great experience with the crew!!!

David

Verified Review

Fabulous fun and great experience with the crew!!!

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Ted

Verified Review

Great crew, they worked very hard, but the fish just wasn’t there, we’ll book with them again

Ted

Verified Review

Great crew, they worked very hard, but the fish just wasn’t there, we’ll book with them again

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Karen

Verified Review

Great day on the water. We all caught fish. Joe was a great guide.

Karen

Verified Review

Great day on the water. We all caught fish. Joe was a great guide.

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Kelly

Verified Review

Kelly

Verified Review

This trip was definitely our highlight of the whole vacation. The captain was knowledgeable, experienced, friendly and highly accommodating. This made the trip so enjoyable. His first mate, Josh, was so efficient and explained everything he was doing so we could learn and stay safe. Both of them were so easy to have conversations with and really made for the best time at sea. We ended up reeling in 16 fish and throwing back 7 due to size. Fun-ish little story, one of the Mahi Mahi we reeled in came into the boat as half a fish because a shark bit at it as we were fighting it in. It was clear to see the bite marks. So we finished the day with 8 Mahi and 1 Wahoo, but even without the incredible luck we had on the sea, this trip would have been amazing. Josh filleted everything we caught and we gave away a bunch, and even the local restaurants will prepared it for you if needed. I highly recommend this excursion.

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