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

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

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

Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep-sea fishing adventure on the vibrant waters of Key West. Led by a skilled and experienced captain, our charters cater to both sea... More

27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area. From the Gulf of Mexico to the Atlantic Ocean.....and back to the Gulf o... 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

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

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

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

Smaller Groups = Better Experience | Get out of the bars and get on the water! Our customizable 4-Hour Key West Boat Adventure allows you to experience the best of Key West! Mix and match to make your day. Options Include- Dolphi... More

Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking views as the sky transforms, while indulging in a tropical buffet, live music, and incredible vibes. It’s a... 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

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch Key West's Famous sunsets. View Dolphins, Turtles, and all kinds of Marine Life. Take the helm, l... More

These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people can’t. This completely custom and private tour so start Band end times are charla e upon... 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

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on... 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

Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other mari... More

The perfect way to enjoy Key West’s natural landscapes is by renting a private boat. With a 4 Hour Key West Boat Rental, you can explore the crystal clear waters of Mud Key, the suggestive sandbars of Snipes, stunning coral gard... More