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:

  • Shared trip
    Half Day Trip – Shared
    In demand! Last booked: 4 days ago
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    US $550
    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.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Trolling
  • Shared trip
    3/4 Day Trip – Shared
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    US $650
    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.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Trolling
  • Shared trip
    Full Day Trip – Shared
    In demand! Last booked: 4 days ago
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    US $850
    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.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Heavy Tackle
    Trolling
  • Private trip
    Half Day Trip
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 8:00 AM
    US $1,100
    Join Key West Sea Fishing and get ready for an unforgettable adventure! You'll spend 4 hours on the water fishing. Your fishing license and tackle are included in the price. Just bring snacks and drinks, and be sure to pack sun protection as well.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Trolling
  • Private trip
    Half Day Trip (PM)
    FREE Cancellation 7 days notice
    4 Hour Trip, starts at 1:00 PM
    Seasonal trip (Mon, Tue, Wed, Thu, Fri)
    US $1,100
    Join Key West Sea Fishing and get ready for an unforgettable adventure! You'll spend 4 hours on the water fishing. Your fishing license and tackle are included in the price. Just bring snacks and drinks, and be sure to pack sun protection as well.
  • Private trip
    3/4 Day Trip
    FREE Cancellation 7 days notice
    6 Hour Trip, starts at 8:00 AM
    US $1,300
    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!
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Heavy Tackle
    Trolling
  • Private trip
    Full Day Trip
    FREE Cancellation 7 days notice
    8 Hour Trip, starts at 8:00 AM
    US $1,600
    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.
    Types of fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Heavy Tackle
    Trolling
There are 6 people looking at this charter.

FAQs about Key West Sea Fishing

Key West Sea Fishing offers the following trips to customers:
  • US $275 per person - Half Day Trip – Shared (4 hours)
  • US $325 per person - 3/4 Day Trip – Shared (6 hours)
  • US $425 per person - Full Day Trip – Shared (8 hours)
  • US $1,100 per group - Half Day Trip (4 hours)
  • US $1,100 per group - Half Day Trip (PM) (4 hours)
  • US $1,300 per group - 3/4 Day Trip (6 hours)
  • US $1,600 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 Full Head with toilet and sink
  • Air Conditioning
  • Fighting Chair
  • GPS
  • Fishfinder
  • Flybridge
  • Live Bait Well
  • Kitchen
  • Refrigerator
  • Outriggers
  • Ice Box
  • Radar

Trips booked with Key West Sea Fishing include:
  • Rods, reels & tackle (Penn )
  • Lures
  • Catch cleaning & filleting (Included, tipping of the mate is expected.)
  • First Mate (20% tipping is customary )
  • Fishing License (Fishing license is included, no license needed.)

Key West Sea Fishing offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing (Depends upon weather and fishing conditions, between 5 and 20 miles)
  • 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

Meet the Captain

Chuck Tenney
Stock Island, Florida, United States
3 Fishing Reports
ID & license verified
75 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) Great Barracuda
Bonito Bonito
Cobia Cobia
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)

Boat specs

Ocean Yachts (Sportfishing) originally built in 1988, and restored in 2017. Powered by 2 735HP Detroit engines, with a maximum cruising speed of 20 knots.

Length
55 ft
Capacity
6 persons

Types of fishing

Nearshore Fishing
Offshore Fishing
Depends upon weather and fishing conditions, between 5 and 20 miles
Reef Fishing
Wreck Fishing

Fishing techniques

Heavy Tackle
Bottom Fishing
Trolling
Deep Sea Fishing

Amenities

Toilet
Full Head with toilet and sink
Air Conditioning
Fighting Chair
GPS
Fishfinder
Flybridge

Trip includes

Rods, reels & tackle
Penn
Lures
Catch cleaning & filleting
Included, tipping of the mate is expected.
First Mate
20% tipping is customary
Fishing License
Fishing license is included, no license needed.

Cancellation policy

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
Ages 6 & up (life jackets included)
You Keep Catch
Catch and Release Allowed

Payment

Book with 25% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.

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, an additional 2.5% charge will apply.

Stock Island Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 75 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.6 / 5
Photos & videos by reviewers (65)
8 hour trip with Captain Chuck
3\/4 day with captain chuck and mate Josh
Fishing with Chuck
+62
Angler rating
64
7
2
0
1
Anglers claimed
Good experience
93%
Friendly captain
98%
Recommend this charter
95%
Appropriate for children
90%
Satisfied with the boat
95%
Caught fish
74%
Sort by:
Featured  
Showing:
5 of 75 reviews
Bryan H.
Golden Valley, MN
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Chuck Tenny on Hemingway's Whiskey

VERIFIED   3/4 Day Trip on June 8, 2023
Captain Chuck Tenny took us out for 2- 6 hour trips on his beautiful and powerful boat Hemingway’s Whiskey. They put a lot...
Bryan H. recommends Key West Sea Fishing
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Robert R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Tuna Day

VERIFIED   NEW  3/4 Day Trip – Shared on March 18, 2024
Captain Chuck and mate Joe were great, got into the afternoon tuna bite and hooked a bunch of nice black fin.
Robert R. recommends Key West Sea Fishing
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Robert R. recommends Key West Sea Fishing
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Linda S.
Norman, OK
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

8 hour trip with Captain Chuck

VERIFIED   Full Day Trip on September 6, 2023
Great trip for me and 4 other friends!  Caught 8 Mahi, 1 barracuda, and 1 wahoo!!!  Chuck and Joe were constantly working...
Linda S. recommends Key West Sea Fishing
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  Chuck Tenney Captain replied

Raymond W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

February fishing trip

VERIFIED   Full Day Trip on February 17, 2024
Raymond W. recommends Key West Sea Fishing
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Jacob T.
West Palm Beach, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great boat

VERIFIED   Half Day Trip (PM) on May 18, 2023
Awesome crew!!!
Jacob T. recommends Key West Sea Fishing
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Jacob T. recommends Key West Sea Fishing
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