What is included in the Barefoot III charter?

The charter includes a private boat for up to six passengers, sanitized snorkel gear, refreshments like bottled water and ice, large floats, and stops at sandbars and reef spots.

How long do the charter trips last?

Trips are available in 4, 6, or 8-hour durations, plus a 2-hour sunset cruise option.

Is swimming or snorkeling required?

No, swimming and snorkeling are optional. Passengers can simply relax on the boat and enjoy the scenery.

Where does the charter depart from?

All trips depart from Key West, Florida, offering quick access to the nearby backcountry waters.

Are children allowed on the boat?

Yes, children are welcome as long as they are supervised and follow safety guidelines, including wearing life vests when necessary.

What happens if the weather is bad?

Barefoot Billy’s offers full refunds or rescheduling for cancellations due to inclement weather to ensure passenger safety.

Florida Keys Boat Charters with Barefoot Billy's

The Florida Keys stretch like a delicate chain of coral islands off the southern tip of Florida, offering a distinct blend of shallow, crystalline waters, vibrant reefs, and quiet, sun-baked sandbars. Barefoot Billy's serves up this tropical playground with an inviting private boat charter called Barefoot III. Departing from Key West, this experience places you behind the helm of comfort and liberty aboard a custom 26-foot Bennington tritoon, designed for laid-back cruisers who want both scenic beauty and plush amenities.

What sets Barefoot III apart is its intimate scale and personalized pace. With space for up to six passengers, the charter delivers a private passage through the Keys' lesser-trodden backcountry waters. Here, the reefs are alive with bright corals and darting fish, while sandbars rise up shallow and serene, a perfect spot to wade, chill, or snorkel amid gentle currents. Included snorkel gear is sanitized and ready, inviting you to step right in and meet the underwater residents—parrotfish, angelfish, and occasionally sea turtles gliding nearby.

The tritoon's layout offers a balance of sun and shade: lounge under the bimini’s cover or stretch out on cushy stern loungers for panoramic views that shift with the light and tide. A cooler stocked with ice and bottled water keeps refreshment close at hand as you chart your own course, maybe stopping to swim or just drift with a cool breeze on calm waters.

Barefoot Billy’s is a standout local outfitter because it adopts a no-rush philosophy that complements the relaxed pace and wild beauty of the Keys. It’s not just a boat trip; it’s an invitation to engage with a fragile marine ecosystem responsibly, soaking up quiet moments away from crowded tourist hubs.

Whether it’s an extended day trip or a sunset cruise, Barefoot III delivers an easy-going, immersive gateway into the unique maritime environment of this iconic Florida destination.