Key West
  • Barefoot One Charters
  • Barefoot One Charters
  • Barefoot One Charters
  • Barefoot One Charters
  • Barefoot One Charters
  • Barefoot One Charters
  • Barefoot One Charters

Barefoot One Charters

Half Day:


3/4 Day:


Full Day:


Book Online
Or Call to Make Reservations

Prices do not include taxes or gratuity.

Hang Out like Locals!

Create the perfect outing for up to 6 with a custom charter! Cast off from the island and explore the unique nature surrounding the Florida Keys!

Cruise into Paradise!

The shallow, clear backcountry waters of the Florida Keys set us apart from anywhere else in the country. Just a short boat ride will transport you to what feels like a world away! Explore secluded sandbars, shallow reef patches, and tropical wildlife at your own pace. With a private charter, you choose where we go and what we do - it's the ultimate way to experience all our island has to offer. Pack up your favorite refreshments and snacks and get down like the locals!

More than 6 people?  Check out our Seabreeze Trips!

Choose your own Adventure!

  • Private Island Picnics
  • Sandbar Trips
  • Backcountry Snorkeling
  • Wild Dolphin Watching
  • Soak up our famous Key West Sunsets

About Our Vessel

The Barefoot One is a 26' Bennington tritoon featuring full upholstery for the ultimate comfort on the water. The open deck allows 360° panoramic views of the amazing wildlife & seascapes of the Florida Keys with lots of shade provided under the bimini. In case of unexpected showers, we also have dropdown curtains to provide cover.

The deck has cushioned bench seating and a large cooler for your food & drink. The stern features chaise lounge seating for the ultimate view and a small dive ladder for easy access to the water. Barefoot One is fully equipped for fun & easy days in the Florida sun!

Charters Include

  • Bottled Water & Coolers with Ice
  • Floating lillypad
  • Sanitized Snorkel Gear
  • Professional Snorkeling Instruction

Give Us a Call to Explore All the Options

Choose from several destinations, activities, and trip lengths. A morning island cruise, dolphin watch, happy hour or sunset cruise is perfect for more relaxing outings. Add in backcountry snorkeling or a secluded beach party for more adventure. Take advantage of the available on-board snorkeling gear, floats and more.

If you would prefer a more personalized booking experience, contact Barefoot Billy's at 305-900-3088 or to speak with our offices.