Fish beyond the usual grounds in waters rich with Spanish shipwreck history
8, 10 or 12 hrs
Up to 6 people
Bait, tackle, fishing licenses
Head offshore from Key West on a private fishing adventure led by a knowledgeable captain and mate. Set your sights on remote waters that receive less fishing pressure than areas closer to town, with fishing locations dependent on conditions.
This booking is for the whole experience, which fits up to 6 guests.
Give 7 days' notice to cancel. With less notice, you can reschedule for a fee. Bookings made within 24 hours of departure are non-refundable. No-shows forfeit the fare. If the operator cancels, including for adverse weather or mechanical issues, you'll receive a full refund. Seasickness is not a refundable reason.
Product ID: SVW5NQ
Yes. All ages are welcome on the private charter, with a maximum of 6 people.
Yes, you can keep legal, edible fish at your request. Non-edible, non-legal or unwanted fish are released.
No. Gratuity for the captain and mate is optional and not included in the listed price. The customary guideline for the mate is 15–20%, based on service.
1801 N Roosevelt Blvd, Key West, FL 33040
Cowboy Charters consistently earns high praise from anglers of all skill levels, with families, first-timers, and seasoned fishers all walking away with great stories. The crew, particularly Captain Hans, Captain Sam, and Mate Larry, come up repeatedly in reviews for their knowledge of local waters, strong work ethic, and ability to put people on fish. Mahi-mahi, sailfish, grouper, mutton snapper, and tarpon are among the catches mentioned, and the crew cleans the fish for you before you head home. The atmosphere on board sounds genuinely fun and low-pressure. Beginners consistently mention feeling comfortable and well-coached, while experienced anglers appreciate the more technical challenge. Trips range from 4 to 8 hours, and the general consensus is that the crew stays focused and engaged throughout. One reviewer noted a skunked trip, a reminder that fishing is never guaranteed, but that experience stands out as the clear exception among an otherwise enthusiastic crowd. Most people leave already planning a return visit.
Great time and people will definitely be back. Also Talon was a excellent first mate!
Brandon Bates
August 27, 2026
Great time and people will definitely be back. Also Talon was a excellent first mate!
Brandon Bates
August 27, 2026
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