Discover Key West from the water with a private jet ski rental at Reach Resort. Enjoy thrilling rides, stunning ocean views, and the freedom to explore hidden spots in Florida’s tropics.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
moderate
Duration
1–3 hours
Fitness Level
Moderate fitness is recommended to handle jet ski controls and maintain balance over waves.
Wildlife
History
Key West’s waters have historically been vital for maritime trade and fishing industries dating back to the 19th century.
Conservation
Local operators follow strict guidelines to protect coral reefs and marine life, promoting sustainable recreation.
Barefoot Billy's
Discover Key West from the water with a private jet ski rental at Reach Resort. Enjoy thrilling rides, stunning ocean views, and the freedom to explore hidden spots in Florida’s tropics.
Barefoot Billy's operates in Key West, Florida, offering a range of water-based excursions and scooter rentals tailored to visitors and locals. The company specializes in private and group charters aboard tritoons and the Seabreeze catamaran, delivering experiences that include light tackle fishing, snorkeling, sunset cruises, island cruises, and event viewing cruises for air shows and boat races. Tours cater to couples, families, and small groups, with comfortable seating, snorkel gear, refreshments, and all necessary equipment provided on most trips.
Barefoot Fishing features light tackle fishing with gear supplied and accommodations for up to four anglers, plus optional snorkel breaks near coral patches. The Seabreeze hosts curated experiences such as the Sushi & Sunset Cruise, Key West Fireworks Cruise, Boat Race Viewing Cruise, and specialized event viewing like the Air Show Viewing Cruise. Morning island charters and private Barefoot I and Barefoot II tritoon charters emphasize relaxed exploration of sandbars, marine life, and scenic crossings from the Atlantic to the Gulf.
Additional services include scooter rentals with gas included and customizable Seabreeze Custom Charters for weddings, birthdays, and corporate events, which can feature catering, custom cakes, and live music. Barefoot Billy's focuses on personalized itineraries and concierge coordination, aiming to match trip options to guest priorities. Operating from Key West, the company leverages local knowledge and vessel options to provide safe, enjoyable outings across the Florida Keys. Licensed captains and crew follow local regulations and safety standards, and all trips include life jackets and guidance for first-time snorkelers and guest comfort.
Location
Key West, FL
Located in the Florida Keys
Tours Offered
10 experiences
From fishing to sunset cruises
Private Charters
Available
Custom events and groups
Max Anglers
Up to 4 (fishing)
Fishing trips accommodate four anglers
Book private charters, fishing trips, sunset cruises, or scooter rentals—availability fills quickly for events and holidays.
Wear reef-safe sunscreen
Protect your skin and the fragile marine environment by choosing reef-safe sunscreen before heading out.
Stay hydrated
Bring plenty of water to stay hydrated, especially during Florida's sunny, warm conditions.
Follow local boating regulations
Observe speed limits and no-wake zones to ensure safety and avoid disturbing wildlife.
Secure your belongings
Use waterproof bags or leave valuables onshore to prevent loss while riding the jet ski.
Reef-safe sunscreen
Protects your skin and the marine environment from harmful chemicals.
summer
Waterproof phone case
Keeps your phone safe and dry while capturing photos or navigating.
Water shoes
Provides grip and foot protection for launching and landing on rocky or sandy shores.
spring
Light windbreaker
Useful for cooler mornings or breezy afternoons on the water.
fall