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Choose Your Key West Adventure

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Barefoot since 1988

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!

The Original Jet Ski Tour

The Best Way to Experience Key West

Take a Tour

Over 2,000 Excellent Reviews!

Had a blast!!!

Iโ€™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 oโ€™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 didnโ€™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, 01/2021
The Best Place to rent a Jet Ski February 2020

My 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, 02/2020
The highlight of our week!

We 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., TripAdvisor
Jet ski tour

Tour 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., TripAdvisor
So. Much. Fun.

Our 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., TripAdvisor
Jet ski tour around Key West

First 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 wonโ€™t be disappointed. Thanks guys for a great time!

– Bill S., TripAdvisor
Best part of our trip!

Hands 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., TripAdvisor
Dolphin and snorkeling cruise

Our 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
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