Hire a Licensed Boat Captain in Key West
End of the road. Beginning of the best trip you've ever taken.
Captain Club isn't a Key West boat rental or charter service. It's a licensed captain for the boat you already own. Key West is unlike anywhere else in America, and on the water, that's even more true. Captain Club connects Key West boat owners with USCG-licensed captains ready to take you offshore, out to the reef, or all the way to the Dry Tortugas. You own the boat; we'll make the trip legendary.
Gulf of Mexico meets the Atlantic: Key West's unmatched range.
Key West sits at the convergence of the Gulf of Mexico and the Atlantic Ocean, creating one of the most diverse marine environments in North America. To the south, the reef runs parallel to the Keys and is home to spectacular snorkeling and diving. Offshore, blue marlin, wahoo, and mahi feed along the color changes just 20 miles out. And 70 miles to the west, the Dry Tortugas National Park offers some of the most remote and stunning boating in Florida.
Captain Club captains in Key West have run these waters in all conditions. They know the approach to the Tortugas, the best reef anchoring spots, and how to make the most of whatever time you have on the water. This is the end of the road. Make it count.
Meet Key West captains: offshore specialists and Keys experts, all USCG licensed.
Licensed & Vetted Captains
Every captain holds USCG licensing, full insurance, and a clean background check. Safety is never an afterthought. It's the foundation of every trip.
Your Boat, Zero Stress
No charter fees, no rental boats, no strangers' schedules. A professional captain comes to your dock and runs your boat, your way.
AI-Powered Assistant
Meet Skip, your on-water assistant, helps plan routes, find the best spots, suggest experiences, and answer any boating question, 24/7.
Book. Board. Enjoy.
Browse curated on-water experiences and add-ons, from coastal cruises to fishing trips.
Set date and time, pick your Captain — First Available or hand-picked — and map your route with custom stops.
Review and lock it in with a tap. Your Captain arrives at your dock, ready to go.
Real-time tracking and messaging dock to dock. Your boat comes back fully docked and secured — then rate and rebook in one tap.
Every captain, vetted for excellence.
“Key West is the end of the road and the beginning of everything. I've spent years on these waters, from the backcountry to the Gulf Stream. There's nowhere on earth quite like it.”
Turn your license into income.
Captain Club connects USCG-licensed captains with boat owners across Key West and the Lower Keys. Set your own schedule, work on premium vessels, and build your hours toward your next license, all through one platform.
Captain Club is a membership service that connects boat owners in South Florida with USCG-licensed, insured, and background-checked captains available on demand. Members book a licensed captain for any boating experience on their own boat, from cruises and fishing to training and date nights.
Boat owners join as members, book a captain through the app, and a vetted USCG-licensed captain arrives at your dock ready to handle everything: safety briefing, navigation, and the full on-water experience. Captains apply separately and get matched to bookings based on availability and vessel type.
Captain Club is currently serving Key West and the Lower Keys, with expansion planned across South Florida. Whether you're departing from Key West Bight Marina, Garrison Bight, or heading out to the Dry Tortugas, we're in your waters.
No. Captain Club is not a trip booking company. We provide licensed captains who operate your vessel. You own the boat, we supply the expertise. This is a fundamentally different model from renting a boat or booking a trip through a third party.
Membership is $299 per month. Trips are billed at $100 per hour on top of the membership fee, with a 4-hour minimum per booking. A half-day trip (4 hours) is $400 and a full day (8 hours) is $800. There are no hidden fees, and pricing is fully transparent in the app before you confirm any booking.
Your next adventure awaits.
Available in Key West, FL · Expanding Across South Florida
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