Key West Sea Fishing

Key West Sea Fishing offers its customers an exclusive way to fish, relax, and enjoy the beautiful waters of the Keys. Captain Chuck Tenney’s luxurious vessel is perfect for family getaways, business outings, or an offshore excursion with your fishing buddies. With the crew’s knowledge at the helm, you’ll have the chance to catch lots of fish while cruising the gorgeous Florida Keys in style!

Capt. Chuck’s boat, the “Hemingway’s Whiskey,” is a 55’ Ocean Yacht sportfisher, equipped with everything you need for a successful day on the water. She comes with a flybridge, outriggers, downriggers, a fighting chair, and live bait tank. The cabin is air-conditioned and comes with a private head, kitchen, refrigerator, and TV. She accommodates up to 6 guests and children ages 6 and older are welcome aboard.

You’ll have the unique opportunity to explore the local reefs and wrecks dotted across the Keys. King Mackerel, Barracuda, Wahoo, Cobia, and Yellowtail Snapper are just some of the species you can target on these trips. Other trips will take you offshore in pursuit of various Billfish such as Blue and White Marlin and Sailfish. Other target species include Mahi Mahi, Blackfin Tuna, and Bonito.

Capt. Chuck provides nothing but the finest Penn gear on all of his trips. His captain’s license covers everyone on board, so no need to purchase a fishing license on your own. Just meet at the pick-up location, bring sun protection, snacks, and drinks, and the rest will be taken care of.

After your trip, the crew will offer to clean and fillet your fish so you can enjoy the fresh catch of the day. So invite your family and friends, fish all day long, and enjoy an amazing meal underneath the beautiful Florida sunset. Join Key West Sea Fishing and get ready to create lasting memories in the Keys!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    $1,100
    price breakdown
    $1,100
    Spend the whole day on the water and maximize your chances of landing a big fish! Your target species include Sailfish, Blue and White Marlin, Mahi Mahi, Blackfin Tuna, Wahoo, and the list keeps on impressing. The crew will cover all necessary equipment and licenses. Just be sure to pack sun protection, as well as your snacks and drinks, and the rest will be taken care of.
  • Private trip
    3/4 Day Trip
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    $900
    price breakdown
    $900
    Get ready to explore the Keys, catch some big fish, and create lasting memories. This trip will see you targeting species such as Yellowtail Snapper, Bonito, King Mackerel, Wahoo, and Barracuda. Rods, reels, tackle, and fishing license are included in the price. Just be sure to pack a hat, sunscreen, sunglasses, and some snacks and drinks, and you're all set!
  • Private trip
    Half Day Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    $750
    price breakdown
    $750
    Join Key West Sea Fishing and get ready for an unforgettable adventure! You'll spend 4 hours on the water, targeting species such as Cobia, Black Drum, Kingfish, and Barracuda. Your fishing license and tackle are included in the price. Just bring snacks and drinks, and be sure to pack sun protection as well.
  • Shared trip
    Full Day Trip – Shared
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    $550
    price breakdown
    $550
    This is a great option if you can't find enough people to go fishing with. Hop on board with other anglers and challenge one another to see who can catch the most fish! Your target species include White and Blue Marlin, Sailfish, Mahi Mahi, Blackfin Tuna, Bonito, and Wahoo. Fishing gear and licenses are included. Just be sure to pack some sun protection and feel free to bring snacks and drinks as well.
  • Shared trip
    3/4 Day Trip – Shared
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    $440
    price breakdown
    $440
    On this trip, you'll get to meet other like-minded anglers and see who can fill the icebox up the fastest. You'll target Wahoo, Kingfish, Cobia, Bonito, Barracuda, and Mahi Mahi, just to name a few. Fishing gear and licenses are included, so just bring sun protection, snacks, and drinks, and the rest will be covered.
  • Shared trip
    Half Day Trip – Shared
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    $320
    price breakdown
    $320
    Don't have enough people to go with you? No worries! Key West Sea Fishing offers shared trips where you'll join other anglers on the adventure of a lifetime. You'll target the likes of Black Drum, Cobia, Barracuda, Yellowtail Snapper, and Kingfish. All necessary gear and fishing licenses are included in the price. Just pack some sunscreen, a hat, and sunglasses, and feel free to bring your own snacks and drinks.
There are 7 people looking at this charter.

About the Captain

Chuck Tenney
Key West, Florida, United States
1 Fishing Reports
ID & License verified
5 Customer Reviews
Response time 1 hour
Member since November 2019
Captain Chuck Tenney has been fishing for most of his life and has been a captain since 2016. His favorite part of the job is spending time on the water and watching people catch fish. He caters his trips based on his customer’s preferences and works hard to put them on fish. Capt. Chuck welcomes you aboard the “Hemingway’s Whiskey” for an unforgettable adventure!

About this listing

Targeted Species

Barracuda (Great) Barracuda (Great)
Bonito Bonito
Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)

King Mackerel (Kingfish) King Mackerel (Kingfish)
Marlin (Blue) Marlin (Blue)
Marlin (White) Marlin (White)
Sailfish Sailfish

Snapper (Yellowtail) Snapper (Yellowtail)
Tuna (Blackfin) Tuna (Blackfin)
Wahoo Wahoo

Boat Specs

Ocean Yachts (Offshore sport fishing) originally built in 1988, and restored in 2017. Powered by 2 735HP Detroit engines, with a maximum cruising speed of 28 knots.

Length
55 ft
Capacity
6 persons

Types of Fishing

Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing Techniques

Heavy Tackle
Bottom Fishing
Trolling
Deep Sea Fishing

Amenities

Toilet
Air Conditioning
Fighting Chair
GPS
Life Jackets
Fishfinder
Flybridge
Live Bait Well
Kitchen
Refrigerator
Outriggers
Ice Box
Toilet
Air Conditioning
Fighting Chair
GPS
Life Jackets
Fishfinder

Trip Includes

Rods, reels & tackle
Lures
Catch cleaning & filleting
First Mate
Fishing License

Cancellation Policy

Free cancellation up to 7 days prior to trip

Customers can cancel or modify their booking up to 7 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 25% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.
Pay remaining balance to captain
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard

When paying the remaining balance with a credit card, there is a 2.5% fee.

Key West Fishing Calendar

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Customer Reviews

Rating Summary
Photos by reviewers (3)
4.87
out of 5 stars from 5 reviews
Boat
Crew
Experience
2020 Family fishing trip
Perfect all day trip
Perfect all day trip
Angler Rating
4
1
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
67%
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5 of 5 reviews
Rogelio R.
Miami, FL
 5.00
Experience:
Boat
Crew
Overall

Perfect all day trip

VERIFIED   July 14, 2020
The boat and crew were excellent.  I’ve taken a trip like this in the past and have gotten very sick.  I explained...
Rogelio R. recommends Key West Sea Fishing
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Joshua P.
United States
 5.00
Experience:
Boat
Crew
Overall

Full day private trip

VERIFIED   August 20, 2020
Great day! First time ever going ocean fishing 🎣. Clean boat, great time! Crew were super helpful in helping us get the...
Joshua P. recommends Key West Sea Fishing
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Joshua P. recommends Key West Sea Fishing
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Johnny S.
Sulphur, LA
 4.33
Experience:
Boat
Crew
Overall

2020 Family fishing trip

VERIFIED   August 28, 2020
Had a great time didn’t catch a lot of fish but we caught fish and had fun doing it with Captain Chuck and his crew. All...
Johnny S. recommends Key West Sea Fishing
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  Chuck Tenney Captain replied

Mike F.
Round Rock, Texas
 5.00
Experience:
Boat
Crew
Overall

March fishing trip

March 4, 2020
Mike F. recommends Key West Sea Fishing
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1 person finds this review helpful
You and 1 other person found this helpful
Mike F. recommends Key West Sea Fishing
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful

M P.
Miami, Florida
 5.00
Experience:
Boat
Crew
Overall

Full day with Captain Chuck Tenney

October 19, 2019
Excellent boat, Captain and crew, very knowledgeable ,one of the best fishing boat in Key West.
M P. recommends Key West Sea Fishing
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2 persons find this review helpful
You and 2 people found this helpful
  Chuck Tenney Captain replied