Use code BAREFOOT for 10% off Guided Tours!
Search for wild dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Seabreeze!
In 1988, Barefoot Billy established himself as the best darn suntan lotion salesperson in Key West. But Billy felt there was something greater calling to him. In 1992, a Key West legend was born: the Barefoot Billy’s Island Jet Ski Tour. Some say Billy had a unique vision to be the first to offer an around-the-island jet ski experience…others say it was a tourist on a jet ski rental that just kept going and going.
Today, Barefoot Billy’s has grown to also offer our popular Catamaran Cruises, all kinds of Land and Beach rentals, and our expert island concierge services to connect you to all the best Key West has to offer. It turns out Billy was right, there’s more to a great Key West Vacation than just suntan lotion. And with our locations in Casa Marina, The Reach, Marriott Beachside, and Garrison Bight Marina you can find us virtually everywhere!
Take in a breathtaking Key West sunset on this harbor cruise that sails past the southernmost point of the U.S. and cruises by a Civil War Fort.
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!
I’m so happy that I booked this tour through the Marriott it was so much fun! They left right from our beach so it was extremely convenient! We booked for the 11 o’clock and there was nobody on a tour for us so we had a great private tour! Nick Bowie was so nice and accommodating my dad is 77 and didn’t go as fast as us but he would always check on him to make sure he was ok! Thanks for making our trip so memorable!!!!! Truly appreciated! Guys you must book!
– rpoli12, TripAdvisor, 01/2021My daughter, her boyfriend, and I all rented jet skis and they were so accommodating... The tour was worth it for sure. Both educational, yet they gave us plenty of time to ride around and have fun too!
– insight2actions, TripAdvisor, 02/2020We decided to take a Sunset Cruise and it was amazing! Beautiful view, lots of interesting facts, GREAT food and drinks all included. It was just what we needed after a long day of checking out Key West. The captain and first mate were great. I highly recommend booking through Barefoot Billy's!
– Mary B., TripAdvisorTour was awesome! Never felt unsafe! Jet ski's are well kept and in great shape(especially for rentals). Max our guide was great and very entertaining(note to his boss, give him a break if he's ever late). I recommend this tour to anyone visiting key west. Best bang for your buck!!
– Junior R., TripAdvisorOur jet ski tour guide was Max and he was very knowledgeable about the places we stopped on our journey around Key West. We also had some free time to play around on the jet skis! The only downfall for me was my husband's went faster than mine when I tried to race him, haha. Def a great time!
– Melissa M., TripAdvisorFirst time on a jet ski and we took a double wave runner around Key West. Awesome time and highly recommended. Derek was a great guide through the water, with a welcoming staff (Bob) onshore. You won’t be disappointed. Thanks guys for a great time!
– Bill S., TripAdvisorHands down a must if you are looking for fun! We did a tour around Key West with John. He was excellent and made sure everyone was safe and having fun. It was a 2 hour trip and we stopped multiple times along the way to hear some history and fun facts.
– Susan C., TripAdvisorOur cruise was spectacular! The water was gorgeous and we saw lots of dolphins. Some came right next to our boat and even swam underneath it! Then we went to another part of the ocean and snorkeled in the coral reef, the largest in the USA. We saw tons of colorful fish, it was like being in an aquarium!
– Rachel K., TripAdvisor
