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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 Seating

Online Special: $50 off Full Day

  • Full Day Price: $625 Now $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: $625 Now $575
  • Half Day Price: $500
  • Up To 8 People

Deck Boat Rentals

Premium Deck Boat

Equipped: 20ft, 150hp, Bimini Top, Radio, Comfort Seating

Online Special: $50 off Full Day

  • Full Day Price: $650 Now $600
  • Half Day Price: $500
  • Up To 8 People

Deluxe Deck Boat

Equipped: 22ft, 200hp, Bimini Top, Radio, Comfort Seating

Online Special: $50 off Full Day

  • Full Day Price: $725 Now $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 & MORE

Online Special: $50 off Full Day

  • Full Day Price: $550 Now $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: $600 Now $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 PERFORMANCE

Online Special: $50 off Full Day

  • Full Day Price: $600 Now $550
  • Half Day Price: $475
  • Up To 6 People

Rent a Boat In Key West


The Best Rental Boats & Rental Team In Key West

sandbar boat rentals 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

Boat Rental Reviews

GOOD TIMES IN KEY WEST Key West Boat Rentals

The boat rental folks at Sunset Watersports were extremely helpful and fun! The crew had winning personalities that made the trip extremely enjoyable and the staff at our boat rental day went out of their way to be helpful during shuttle service and getting us set up with fun GPS coordinates for our pontoon boat rental day. Thank you for the good times!

– Joe Z. | Tripadvisor
OUTSTANDING RENTAL Key West Boat Rentals

Absolutely incredible boat rental. The crew were fantastic. Christie and Bridget did a wonderful job at Cow Key Marina. If you want a great boat rental in the Key West area, this is the place to go! We rented a pontoon boat and they directed us to a beautiful sandbar for the best day ever!!

– Artie K. | Tripadvisor
GREAT RENTAL Key West Boat Rentals

We did a full day rental if the 22 foot center console fishing boat. Service was great before and after rental. I selected the incorrect boat when booking online and called in to change the order. They were very accommodating. Staff was very helpful with pointing out spots to check out and when going over the boat. Built in cooler and swim ladder. Overall a great experience!

– S Cloud | Tripadvisor