Boat Rentals in Key West
Discover The Best Boat Rentals In Key West
Boat Rentals with Barefoot Billy’s
Key West is best explored by boat, and Barefoot Billy’s makes it easy to get out on the water your way. Our boat rentals give you the freedom to cruise the turquoise waters of the Florida Keys, discover hidden sandbars, anchor at quiet islands, or take in the sights along the coast at your own pace. With easy-to-operate boats and flexible rental options, it’s the perfect choice whether you’re planning a laid-back day on the water or an adventurous outing with friends and family.
Pontoon Boat Rentals
Deluxe Pontoon Boat With Lounge Seating
Equipped: 22ft, 115hp, Bimini Top, Radio, Comfort Lounge SeatingOnline Special: $50 off Full Day
- Full Day Price: $
625Now $575 - Half Day Price: $500
- Up To 8 People
Premier Pontoon Boat With Sun Bed
EQUIPPED: 22ft, 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR!Online Special: $50 off Full Day
- Full Day Price: $
625Now $575 - Half Day Price: $500
- Up To 8 People
Deck Boat Rentals
Premium Deck Boat
Equipped: 20ft, 150hp, Bimini Top, Radio, Comfort SeatingOnline Special: $50 off Full Day
- Full Day Price:
$650Now $600 - Half Day Price: $500
- Up To 8 People
Deluxe Deck Boat
Equipped: 22ft, 200hp, Bimini Top, Radio, Comfort SeatingOnline Special: $50 off Full Day
- Full Day Price:
$725Now $675 - Half Day Price: $550
- Up To 8 People
Center Console Rentals
Nautic Star With Comfort Seating & Ready For Fishing
EQUIPPED: 21ft, 115HP, T-TOP, RADIO, UPGRADE COMFORT SEATING & SOUND. THE PERFECT ALL AROUND ADVENTURE BOAT. READY FOR FISHING, SANDBARS, SNORKELING & MOREOnline Special: $50 off Full Day
- Full Day Price: $
550Now $500 - Half Day Price: $400
- Up To 6 People
Key West Luxury Edition Center Console
EQUIPPED: 21ft, 200 Mercury XS, BIMINI TOP, RADIO, READY TO FISH. THIS BOAT IS BUILT FOR COMFORT & PERFORMANCE.Online Special: $50 off Full Day
- Full Day Price: $
600Now $550 - Half Day Price: $450
- Up To 6 People
Contender Performance & Ready For Fishing
EQUIPPED: 21ft, 200 Mercury XS, T-TOP, RADIO. THIS BOAT IS READY FOR EVERYTHING FISHING, SNORKELING, SANDBARS & MORE. THE CONTENDER BRAND IS BUILT FOR PERFORMANCEOnline Special: $50 off Full Day
- Full Day Price: $
600Now $550 - Half Day Price: $475
- Up To 6 People
Rent a Boat In Key West
The Best Rental Boats & Rental Team In Key West

Captain your own Key West adventure with one of the largest boat rental fleets on the island. Choose the boat that fits your day perfectly, whether you’re planning a laid-back cruise, a sandbar escape, a snorkeling run, or a fishing trip. Our fleet includes everything from comfortable pontoons and deck boats with plenty of room to lounge, to center console boats built for exploring the waters around Key West. Rentals range from small two-person boats to spacious pontoons that accommodate up to twelve guests, all departing directly from our full-service marina in Key West.
No matter what you’re searching for, from a pontoon rental near you to a fishing or sandbar boat rental in Key West, we have an option that makes getting on the water easy and enjoyable.
To customize your day even more, guests can reserve add-ons from our onsite marina store, including floating lily pad mats, snorkel gear, fishing poles, and other essentials to make the most of your time on the water.
Our boat rentals are pet friendly, so you’re welcome to bring your dog along for the adventure, with a maximum of two pets per boat.
Boats are available for half-day four-hour rentals or full-day eight-hour rentals. Half-day rentals depart at either 9 am and return by 1 pm, or depart at 1 pm and return by 5 pm. Renters must be at least 25 years old to operate a boat.
Frequently Asked Questions About Boat Rentals
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Renters must be at least 25 years old to operate a rental boat. Valid photo identification is required at check-in.
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Yes, experienced local captains are available to add to your rental. Captains must be reserved in advance by calling our office, and pricing is based on half-day or full-day rentals. Give us a call today 305-296-2554
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Florida does not require a boating license for all renters, but operators born on or after January 1, 1988 must complete a boating safety course.
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You can choose from a variety of rental boats including pontoons, deck boats, and center console boats. Each option is suited for different activities like cruising, sandbar trips, snorkeling, or fishing, and our team can help you pick the best boat for your plans.
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Boat rentals are perfect for visiting Key West sandbars, snorkeling the reefs, dolphin watching, cruising the backcountry, or heading out for a fishing trip. Your captain or our dock staff can suggest popular routes and destinations.
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Boat rentals are available for half-day or full-day durations. Half-day rentals are four hours, and full-day rentals are eight hours, giving you flexibility based on your schedule.
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All rentals include safety equipment, life jackets, and a full orientation before departure. Optional add-ons like floating mats, snorkel gear, and fishing poles are available for rent at our marina store.
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Yes, boat rentals are pet friendly and dogs are welcome on board, with a maximum of two pets per boat.
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Guest safety is always the top priority. If weather or sea conditions are unsafe, rentals may be delayed, rescheduled, or canceled. In the event of a weather-related cancellation, guests can rebook for another day or receive a refund.