Relax like the Locals! | Starting at $139 per person | Up to 6 passengers!
Glide through crystal-clear waters on a private charter from Key West to secluded sandbars and vibrant reefs. Relax, snorkel, and explore the Florida Keys’ best-kept secrets on this small-group adventure.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3–4 hours
Fitness Level
Suitable for all fitness levels; minimal physical exertion required beyond moderate swimming or snorkeling.
Wildlife
History
Key West has been a strategic harbor since the 1800s and is known for its fishing and maritime culture.
Conservation
The Florida Keys National Marine Sanctuary works to protect coral reefs through responsible tourism and boating.
Barefoot Billy's
Relax like the Locals! | Starting at $139 per person | Up to 6 passengers!
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.
Bring reef-safe sunscreen
Protect the fragile marine environment by choosing reef-safe sunscreen to apply before heading out on the water.
Wear water shoes
The sandbars and reef areas can have sharp coral and shells; water shoes help prevent cuts and scrapes.
Stay hydrated
Being out on the water under the sun can dehydrate you quickly, so bring water or drink the provided refreshments.
Check weather forecasts
Key West weather can change rapidly; verify conditions before departure to ensure a safe and enjoyable trip.
Reef-safe sunscreen
Protects your skin and the delicate reef ecosystems below.
summer
Snorkel gear
Allows you to explore underwater reefs comfortably and easily.
summer
Light, quick-dry clothing
Keeps you comfortable and dry after swimming or sun exposure.
summer
Hat and polarized sunglasses
Reduces sun glare and enhances visibility on the water.
summer