Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to ... More

I’m a seventh generation local captain. I will take you out on my personal boat to the most beautiful islands I know of down here where we will have options to go look for Dolphin, snorkel, paddleboard, watch beautiful sunsets, ... More

Our Key West party boat fishing is the longest running deep sea fishing charter in Key West, Florida, catching payloads of fish since 1947.Great for kids. The 58-foot Key West party boat fishing charter that's inspected twice a y... More

Party like a local at one of the Florida Keys Back Country sand bars. Your captain will pick the best location based on weather and tides. The turquoise waters and deep blue skies are intoxicating.There is a good chance you'll see... More

Smaller Groups = Better Experience! **1 Booking is 1 Jet Ski that can accommodate up to 2 riders. Ages 4+ For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide ... More

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down ... More

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More

The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers Follow a guide on this 28 mile tour around Key West as you see the coast line of Key West You will see the... More

Experience Key West like never before on Fury’s 90-Minute Jet Ski Tour! Perfect for adrenaline junkies, this thrilling 28-mile adventure takes you around the island’s stunning coastline, remote islands, and scenic backcountry.... More

Start your day with the ultimate Sail, Snorkel, and Kayak Excursion, a 4.5-hour journey on our shallow draft schooners! Glide through mangrove-shaded channels on user-friendly kayaks, snorkel in crystal-clear waters, and unwind on... More

Billy started his Island Jet Ski Tour in 1992. There are many imitators, but only one Original Island Jet Ski tour! Our guides are licensed and local, so they know the waters surrounding our island like their backyard - because it... More

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a fun day in the sun. On the Island T’ing adventure, you’ll sail on a large catamar... More

Our Key West Guided Kayak Eco-Adventure is not just a journey through the water, but a gentle reminder of the delicate wonders that surround us. Our local guides will take you deep into the mangrove mazes where tranquility will st... More

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group. Escape to the secluded islands and tropical beaches off the coast of Key West on this g... More

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail scho... More

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our live band and celebrate the holidays and Christmas in Key West. E... More

Step onto our one-of-a-kind catamaran for an all-you-can-eat seafood boil and premium open bar! This trip promises a perfect blend of adventure, relaxation and excitement. Our catamaran is designed for comfort with speacious deck... More

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or circling in the blue sky above you. P... More

We offer new Four Winns boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year. For our guests wh... More

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moo... More