Key West

Florida

Barefoot Billy’s offers a variety of fun adventures throughout Key West, FL. Visitors can spend time with wild dolphins in their natural habitat or soak up the sights on a stunning harbor cruise. The company also offers popular catamaran cruises and many other land and beach rentals. Its concierge services connect visitors with the best Key West has to offer.

Barefoot Billy's Boat Adventures - Garrison Bight Marina

Barefoot Billy's

Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your journey takes you away from commonly charted boat paths to unobstructed views and miles of turquoise waters, while snacking on delicious sushi and snacks. Travel to where the Gulf meets the Atlantic and on to the Southernmost Point of the United States. For an intimate and romantic evening that is sure to help you unwind, book a Sunset Harbor Cruise and toast to life!

Seabreeze Sunset Harbor Cruise with Wine and Beer

Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...

Very nice staff, really enjoyed the cruise.

Cruise

Our sunset cruise far exceeded our expectations!  The food was better than described. The Sushi was made at restaurant next door and the Prosecco did not disappoint but the real highlight of this trip was the outstanding service delivered by Marta!  Not only was she attentive to us but she anticipated everyone’s needs.  She and the captain were fun and committed to making it a memorable experience!  Do not miss this trip!

Amazing Night!

The sunset cruise was beautiful! Lots of fun! The food and drinks were great too!

Beautiful

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal-clear backcountry waters of the Gulf of Mexico. On this family-friendly outing filled with amenities, observe dolphins and other Key West wildlife mingling in their natural habitat among deserted tropical islands. Don't forget to dive in and snorkel Key West's warm, gentle water to see all the ocean has to offer with a Seabreeze Dolphin & Snorkel Tour. Book today!

Seabreeze Dolphin & Snorkel Tour

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal-clear backcountry waters of the Gulf...

I had a great ride. Excellent experience. Great crew all around.

Keys adventure

Very sweet crew Paula and Zach were awesome. We didn’t get very much information about the island and dolphins/fish we were seeing but we did have a great time! They were wonderful!

Fun and laid back

This was our first visit to the Key West and our first snorkeling trip. Capt. Tony was an excellent guide to point out all the dolphins and we were able to see a Loggerhead Turtle 

Thomas Family

Hang out like the locals in the shallow and clear backcountry waters of the Florida Keys. 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 during this private charter. Pack up your favorite refreshments and snacks and cruise into paradise! Book your Key West experience now!

Private Tritoon Charter on the Barefoot One

Hang out like the locals in the shallow and clear backcountry waters of the Florida Keys. Just a short boat ride will...

Snorkel, dolphin watching and sandbars. Captain Zach was the best.

Perfect Chill Day

Ride out and explore Key West on a double rider scooter rental. Soak up the sun and delight in the breeze as you travel around the island. Navigate the narrow streets with ease and get to those hidden local gems. Discover why travel by scooter is the best way to get around in Key West and rent your scooter today!

Key West Double Rider Scooter Rentals

Ride out and explore Key West on a double rider scooter rental. Soak up the sun and delight in the breeze as you travel...

Be your own guide as you explore the sapphire blue waters of Key West in a kayak rental from Barefoot Billy's. With beauty surrounding you in all directions, you can take it all in at your own pace while spending quality time with family and friends. Set out on a journey to explore the inshore and backcountry waters of Key West with a Barefoot Billy's Kayak Rental and book this fun experience today!

Kayak Rental at the Reach Resort

Be your own guide as you explore the sapphire blue waters of Key West in a kayak rental from Barefoot Billy's. With...

Explore beautiful Key West as you circumnavigate its tropical waters on this Jet Ski Tour. This exciting adventure travels over 27 miles of Caribbean water. Bask in the sun and learn interesting facts about Key West as you take in its breathtaking beauty from your personal watercraft. You'll find the best way to see Key West is on a Jet Ski tour, conveniently departing from the Reach Resort! Book this unforgettable experience now!

Jet Ski Tour of Key West from The Reach Resort

Explore beautiful Key West as you circumnavigate its tropical waters on this Jet Ski Tour. This exciting adventure...

The best event of my trip. This was my 2nd time. I will be back. A 10 out of 10 activity.

10 out of 10

It was absolutely amazing!! I’d definitely go again with this company

Barefoot Billy's Activities

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