Hemingway's Whiskey - 55’ Ocean Yacht

Starting at $1000 | 4 - 8 Hours | Nearshore, Offshore | 1 - 6 People
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Pricing & Availability

To check pricing, please select duration and group size.

Please fill out Trip Date, Duration, Group Size, and Start Time before proceeding.


Barracuda, Blackfin Tuna, Blue Marlin, Bonito, Cobia, King Mackerel / Kingfish, Mahi Mahi / Dorado, Sailfish, Wahoo, White Marlin, Yellowtail Snapper


Bottom Fishing, Deep Dropping, Heavy Tackle, Trolling

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!

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About Your Boat

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

About Your Guide  Certified Damn Good Guide

A true veteran of the charter industry, Captain Chuck has been captaining boats for over 25 years. It's safe to say he's picked up plenty of knowledge about Florida Keys fishing and the species that inhabit these waters. His dedication to customer satisfaction was honed during his over 30 years in the transportation industry. He'll get you plenty of fish and make sure you have a great experience doing it!


Kyle B.


September 14, 2021

Day started off with Rough seas and no bites. Chuck and Joe did everything they could to find fish. By the end of the day we caught a dolphin fish, 2 Wahoo’s and a black fin tuna. Caught a silky shark that we threw back. Turned out to be a ...Read More

Jeffrey J.


July 18, 2021

I booked this trip for my wife’s to experience the thrill of fishing and catching large fish deep water. I am a experienced fisherman but the captain and mates explained everything to her to make her feel comfortable and we pulled in 5 maui. Thanks capt chuck for giving her ...Read More

Ashley S.


May 9, 2021

We enjoyed our trip even though we wish the fish were biting more. We all had a chance to reel in some fish and Captain Chuck, Josh, and Josh were so kind helpful, and informative. We had such a great time, the boat was beautiful, the weather was amazing. A ...Read More

Eduardo M.


September 24, 2021

Many blackfin tuna caught! We got to take home about 7-10 lbs for the family to have for dinner!

First Time Booking with Us?

We vet our guides to make sure they are the best of the best. We want guides who not only catch fish, but show you a great time on the water, 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 QR code (like a mobile boarding pass). Just show your guide your QR code on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to go fishing. 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.

We're always available to answer your questions via email, text, chat, or call!

Amenities and Information

Water Type

Offshore, Nearshore

Skill Levels

Beginner, Intermediate, Advanced


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.

Boat Restroom


Air Conditioning

This boat has air conditioning.

Live Bait

Yes, Included


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


No meal provided.

Gear & Packing


Fishing License, Ice Box, Rods, reels & tackle Fighting Chair

At an Additional Rate

No added costs.

Recommended Packing

Bring sun protection, snacks, and drinks

Required Items

Nothing additional needed.

Things to Keep in Mind

Payment & Tipping

After paying the deposit, a QR Code will be emailed to you. On the day of the trip, your guide will scan your QR code to automatically transfer the remaining balance. The only cash needed is for a customary tip (we recommend 20%).

Cancellation/Refund Policy

Yes, cancel for free up to 7 days before the trip.

Where to Buy a Fishing License

No license needed for this trip.

Start Location

6000 Peninsular Avenue, Key West, FL 33040, United States