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
    $1,300
    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
    $1,000
    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
    $800
    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
    $800
    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
    $600
    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
    $440
    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 16 people looking at this charter.

About the Captain

Chuck Tenney
Key West, Florida, United States
3 Fishing Reports
ID & License verified
43 Customer Reviews
Response time within an 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
Fishfinder
Flybridge
Live Bait Well
Kitchen
Refrigerator
Outriggers
Ice Box
Toilet
Air Conditioning
Fighting Chair
GPS
Fishfinder
Flybridge

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
American Express

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 & videos by reviewers (30)
4.7
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 43 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
4 hour trip with captain Chuck and his crew
3\/4 day with Captain Chuck
1\/2 Day with Captain Chuck
+27
Angler Rating
34
5
2
0
1
Anglers Claimed
Good experience
88%
Friendly captain
97%
Recommend this charter
91%
Appropriate for children
88%
Satisfied with the boat
91%
Catch intended fish
72%
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Showing:
5 of 43 reviews
Kyle B.
Cabot, AR
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

3/4 day with Captain Chuck

VERIFIED   NEW  3/4 Day Trip on 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...
Kyle B. recommends Key West Sea Fishing
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You found this helpful
  Chuck Tenney Captain replied

Jeffrey J.
Surf City, NC
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

1/2 Day with Captain Chuck

VERIFIED   Half Day Trip on July 8, 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...
Jeffrey J. recommends Key West Sea Fishing
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You found this helpful
  Chuck Tenney Captain replied

Ashley S.
Orlando, Florida
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

3/4 day trip!

VERIFIED   3/4 Day Trip on 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,...
Ashley S. recommends Key West Sea Fishing
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Ashley S. recommends Key West Sea Fishing
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Eduardo M.
Lansing, MI
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

4 hour trip with captain Chuck and his crew

VERIFIED   NEW  Half Day Trip on September 15, 2021
Many blackfin tuna caught! We got to take home about 7-10 lbs for the family to have for dinner!
Eduardo M. recommends Key West Sea Fishing
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  Chuck Tenney Captain replied

Tiffany D.
Huntington Beach, CA
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Full Day with Captain Chuck and Both The Joshes’!

VERIFIED   3/4 Day Trip on June 3, 2021
Our family had a great day out on the water.  Everyone was super friendly and knowledgeable.  Kept us very busy pulling fish...
Tiffany D. recommends Key West Sea Fishing
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FAQs about Key West Sea Fishing

Key West Sea Fishing offers the following trips to customers:
  • $220 per person - Half Day Trip – Shared (4 hours)
  • $300 per person - 3/4 Day Trip – Shared (6 hours)
  • $400 per person - Full Day Trip – Shared (8 hours)
  • $800 per group - Half Day Trip (4 hours)
  • $1,000 per group - 3/4 Day Trip (6 hours)
  • $1,300 per group - Full Day Trip (8 hours)

When you book a trip with Key West Sea Fishing, you can expect the following amenities onboard:
  • Toilet
  • Air Conditioning
  • Fighting Chair
  • GPS
  • Fishfinder
  • Flybridge
  • Live Bait Well
  • Kitchen
  • Refrigerator
  • Outriggers
  • Ice Box

Trips booked with Key West Sea Fishing include:
  • Rods, reels & tackle (Penn )
  • Lures
  • Catch cleaning & filleting
  • First Mate (20% tipping is customary )
  • Fishing License

Key West Sea Fishing offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Key West Sea Fishing offers the following fishing techniques:
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Deep Sea Fishing

Top targeted fish species with Key West Sea Fishing include:
  • Barracuda (Great)
  • Bonito
  • Cobia
  • Dolphin (Mahi Mahi)
  • King Mackerel (Kingfish)
  • Marlin (Blue)
  • Marlin (White)
  • Sailfish
  • Snapper (Yellowtail)
  • Tuna (Blackfin)
  • Wahoo