Overview
Available languages
8 hours
Mobile ticket
Experience the Thrill of Offshore Fishing in Key West
Join us for a 4-hour shared deep-sea fishing adventure aboard a top-tier 6-passenger sportfishing boat(max is 6 on a boat)! This trip is perfect for solo anglers or small groups looking to target some of the most exciting offshore species in the waters off Key West.
What to Expect
Target Species: Depending on the season, you’ll chase Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more!
Expert Crew: Our experienced captain and mate will guide you every step of the way.
Top-Notch Gear: High-quality rods, reels, and tackle are provided!
Comfort & Convenience: With a max of 6 guests, you'll have plenty of space to fish and enjoy the experience.
Trip Details:
Duration: 4 hours
Departure: Leaves from Key West
Group Size: Max 6 anglers (shared trip)
Languages: English
Whether you're a seasoned fisherman or a first-timer, this is your chance to experience world-class offshore fishing in Key West!
Book your spot now!
Additional Info
Not recommended for travelers with spinal injuries
Service animals allowed
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Wheelchair accessible
Suitable for all physical fitness levels
What To Expect
Offshore Fishing in Key West (Shared Charter – Max 6 Guests) Join a 8 Hour shared deep-sea fishing adventure in the waters of Key West, perfect for all anglers or small groups looking to experience offshore action. Board a well-equipped sportfishing vessel and head to prime fishing spots with our experienced captain and crew. Target Mahi-Mahi, King Mackerel, Sailfish, Tuna, Wahoo, and more while enjoying the stunning open ocean views. Note: This is a 8-hour shared charter with a maximum of 6 guests for a more personal and comfortable experience. ⚓
Options
8-Hour Shared Deep Sea Fishing
Max 6 Passengers Duration: 6 hours: 3/4 Shared Fishing Charter – For the more Serious Angler. Water Included 36 Ft Hatteras (Cowboy) Boat: Our 36 ft Hatteras features shaded seating, 2 fighting chair, and a bathroom. Perfect for up to 6 passengers.
What‘s Included
Fishing Permits
Bait
Use of All Tackle
Fuel Surcharge ($50) Due at Boat
Foods and Beverages
Gratuity for Crew
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
13 reviews
Total reviews and rating from Viator & Tripadvisor
Cowboy Charter’s And Kayay’s
barrycZ1928JN,Mar 6, 2026
- Review from Tripadvisor
5.00Sam and new deck hand Tailen did an amazing job putting us on fish. We originally booked a deep sea trolling adventure and the trip was cancelled due to rough seas. Thank you to everyone who recommended the 6 hour reef fishing idea! We had an awesome day of fishing. After fishing the crew cleaned our fish and sent us over to Kaya’s for a 3 course fish dinner. Outstanding way to end the day!!
No Experience, No Problem
U4989RVjeffk,Feb 20, 2026
- Review from Tripadvisor
5.00I don’t really have experience deep sea fishing and was a little nervous about that. Caleb was right there at every minute making sure my lack of experience was zero problem. SUPER fun day on the water. Looking forward to eating the supper we caught. Captain Hans inspires confidence, was never the least bit worried even when seas got choppy. Highly recommend.
Best damn fishing trip
L9665ABryanc,Feb 20, 2026
- Review from Tripadvisor
5.00My buddies booked a group fishing tour for my bachelor party. Caleb and Hans were beyond incredible, and easily hands down the best fishermen I’ve seen. They taught us tricks and tips along the way, as we were extremely busy reeling all the fish they found. Thank you!!!
Caught a wahoo!
E7839EAjulianc,Feb 20, 2026
- Review from Tripadvisor
5.00Shout out to Caleb and Captain Hans, who were relentless in helping us find fish. We even caught a once in a lifetime wahoo - you can’t beat that!
Elite Crew, Epic Catches, Unforgettable Day on the Water
jonathanrN8565TN,Jan 8, 2026
- Review from Tripadvisor
5.00Hans and Caleb with Cowboy ⭐️ Cowgirl Key West Charters absolutely knocked it out of the park for us. Hans knew exactly where to take us, Caleb had everything perfectly rigged, and before we knew it we were into nonstop action—sport fishing at its finest. We landed King Mackerel, Barracudas, Sailfish, and even a massive Grouper (which we unfortunately had to release due to season—but still an incredible experience). From start to finish, this team was professional, knowledgeable, and top-tier in every way. If you’re honestly looking for the best sport fishing experience in the Keys, look no further. We’ve been visiting the Keys for years and have done plenty of deep-sea fishing, but these guys take it to a whole different level. We’ll absolutely be booking with them every year moving forward. 🛥️ ⭐️⭐️⭐️⭐️⭐️
Best split charter we have ever been on. First time with this charter company but you can bet it won't be our last
kevinbJ1848OG,Dec 5, 2025
- Review from Tripadvisor
5.00Our boat landed two Wahoo, three Mahi Mahi, one Tuna and a Bonita (which we saved for bait but didn't use). We got enough fish for six to eat two or three good sized meals. GREAT TRIP!
Hope to come again!
R3199RLclairea,Nov 28, 2025
- Review from Tripadvisor
5.00The best time! My daughter and I had a once in a lifetime experience! The captain and crew were so helpful and knowledgeable!
We caught a fish!
340alyxb,Nov 20, 2025
- Review from Tripadvisor
5.00We caught a sailfish! Yes, part luck… but more because our captains (Nell and Sam) knew what they were doing. We also caught enough food for the whole vacation.
I will be back in the spring.
bernardcM7944GP,Oct 27, 2025
- Review from Tripadvisor
5.00I will go fishing with Capitan AJ and first mate Eric any day feeling confident that I will bring some fish home. Eric moved with a speed of light, hooking one fish after another. Capitan AJ is an expert in finding fish and a well of knowledge. The 40ft "Cowgirl" boat can easily handle 4-5 ft waves and it is very comfortable. The 8hr trip allows enough time to go off shore and get full experience without rushing. I love the shared charter so you can meet some new fantastic people and share your experience. Thank you Michelle for arranging the trip, it was awesome.
Fantastic crew, amazing day, lots of fish.
wittekindl,Oct 23, 2025
- Review from Tripadvisor
5.00Amazing fishing day with a fantastic crew. Everyone was highly skilled and worked together seamlessly. The first mate, Eric, must have some octopus blood - his hands seemed to be everywhere at once, managing rods, reels, and bait while calmly guiding a group of strangers through the chaos of the catch. The captain navigated the vessel effortlessly, setting a relaxed and enjoyable tone for the entire trip. It was the highlight of my time in Key West and truly one of the best days of the vacation. We caught plenty of fish, and I can fully recommend this trip.
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