Experience Key West: Private Charters, Fishing & Sunset Cruises
Private tritoon charters, Seabreeze cruises, fishing trips, and scooter rentals in Key West, Florida.
Featured Tours & Experiences
From light-tackle fishing and snorkeling to sunset cruises, event viewing, private charters, and scooter rentals.
About Barefoot Billy's
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.
Reserve a Barefoot Billy's Experience in Key West
Book private charters, fishing trips, sunset cruises, or scooter rentals—availability fills quickly for events and holidays.