Hemingway’s Whiskey is a well-maintained 55-foot Ocean Sport Fisher. She is fully equipped to fish, with a complete Furuno electronics package and all the tackle you need for your Key West deep sea fishing adventure.

With dual 725 horsepower Detroit Diesel engines powering us, we can get to the fishing spots quickly to allow you to begin fishing faster.

For those who just want to cool off and watch the action from inside the air-conditioned cabin, we have a luxurious space for you to relax until the next big fish gets on the hook.

Why Choose Key West Deep Sea Fishing Charters?

Fully Equipped

We have light tackle for the reefs and heavy-duty Penn reels for offshore trolling, as well as outriggers and downriggers to help get the bait to the fish.

What Our Customers Say

“Our time on Hemingway’s Whiskey was an enjoyable day. Captain Chuck and his crew put us on fish and made us feel safe the entire trip.”

Great Deals

Call me now to discuss how we can setup a trip that fits into your budget.

305 923 1096

Experience the Thrill of Charter Boat Fishing

Highly recommend!

Booked trip for my husband’s bday, since his big bucket-list item was to catch a Mahi-mahi. Capt. Chuck and Josh went out of their way to make it happen! Beautiful weather, great boat, fantastic crew!

– Angie T. | Google Reviews

Super knowledgable, super nice, and a damn good time!!

We did a 3/4 day charter with Capt. Chuck and Andrew on Hemingway's Whiskey. It was an amazing trip! Caught lots of Mahi Mahi and Black Fin Tuna. We even had three fish hooked at the same time! We highly recommend Capt. Chuck and Andrew.

– Shane P. | Google Reviews

What an incredible fishing experience!!

My first time off the Florida keys and Captain Chuck made sure we caught some fish with his first hand man, Joe. We reeled in a 40 lb Wahoo and three mahi-mahi. Air conditioned cabin, bathroom on board, ice chest full of liquids, and a whole lot of fun! What else does one need?

– Susan B. | Google Reviews

Great day on the ocean!

Thank you Captain Chuck and First Mate Joe for a great day on the ocean! Not only did you handle everything like a pro, you told great stories and answered every question we could come up with. Your boat is a gem and thank you for letting us fish from her.

– Kathy K. | Google Reviews