Top Key West Extreme Sports

Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.

Take in rare birds–eye views of Key West on a parasailing adventure over Smathers Beach. With a range of departure times offered throughout the day, this tour is a popular, flexible choice for families. Your guide, who ensures that the small group has a personalized experience, takes photos and videos available for purchase after the trip.

Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.

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 let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship port, our spot eliminates the hassle of shuttles and allows you to maximize your time for adventure. Imagine stepping directly off your ship and onto our parasail boat, ready and waiting to whisk you away to exhilarating heights as soon as the cruise ships dock. Say goodbye to wasted time and hello to instant thrills with us!

Cool off in Key West on a half-day water sports tour that features 10 different water activities for you to try, from jet skiing to parasailing to banana boat rides to snorkeling, and much more. Enjoy lunch and draft beer on the way back to the marina for those over the age of 21.

The only 2-hour jet ski tour in Key West, covering an action-packed 28-mile loop with stops at 5–6 scenic locations. Ride the newest 2024 Yamaha VX jet skis, built for speed and stability, while our expert guides share history, insider tips, and point out wildlife along the way. Unlike short group rides, Six Fins offers a longer, more immersive adventure with small-group and private options. ✅ The longest jet ski tour in Key West — a full 2 hours and 28 miles on the water ✅ Brand-new 2024 Yamaha VX jet skis — fast, stable, and comfortable ✅ Stops at 5–6 prime locations, from the Southernmost Point to sandbars and wildlife areas ✅ Private & semi-private tour options for a personalized adventure ✅ Expert local guides who share island history and insider tips Whether you want high-speed thrills, wildlife encounters, or the best way to see Key West from the water, this tour delivers it all.

Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters. Our Craigcat boat tour will take you on an exhilarating, up-close adventure across crystal-clear waters, winding through lush mangroves, stopping at pristine sandbars, and exploring hidden islands that are off the beaten path. This is your chance to experience Key West like never before — in a fun, fast, and eco-friendly CraigCat boat! Perfect for All Levels: Whether you're an experienced boater or a first-time adventurer, the Craigcat is easy to handle and designed for fun and comfort. With a small, nimble design, you’ll have the freedom to explore areas that larger boats or jet skis can’t reach. Up to 4 boats per tour. 2 guests max per boat. If you have 4 people in your group please make two separate bookings to accommodate your party and so forth up to 8 guests.

Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your spacious 52’ catamaran, complete with complimentary snacks and drinks while soaking up the sun or exploring the crystal-clear waters. Your experienced crew will ensure a smooth sailing experience, showcasing the best spots in the area. Perfect for groups seeking relaxation, celebration, or exploration, this tour promises unforgettable memories in paradise. - Enjoy a leisurely sandbar trip with paddleboarding and floats - Experience breathtaking sunset views while sipping drinks - Spacious and comfortable 52’ catamaran with Wi-Fi - Friendly and knowledgeable crew dedicated to your safety and enjoyment

Dive into the crystal blue waters of Marathon Key and explore the Sombrero Key coral reef on this group snorkeling tour. Observe the living coral and tropical fish in their natural habitat to your heart’s content for hours. Keep your eyes peeled for trumpetfish, parrotfish, sea turtles, snappers, and more.

Explore the waterways around Key West on an exciting Jet Ski tour along the coast. Join a small group and zip around the warm waters as you circumnavigate the whole island of Key West. See the Naval Air Station, the Southernmost Point Monument, Smathers Beach, Fort Zachary Taylor Historic State Park, and more.

Smathers Beach is the largest public beach in Key West and one of the best playgrounds of watersports in the Florida Keys. This Key West Beach Pass is the ultimate ticket to fun in the sun. Do more than swim and suntan with access to multiple watersport activities. Kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. This pass also includes a thrilling parasail ride.

The best way to experience Key West is by getting out on the water, but with so many tours available, it can be hard to choose. This tour company has decades of experience of guiding visitors on jet skis through the waters they know so well and giving everyone plenty of time to let loose on the waves.

Unlike standard snorkeling trips, this activity offers expert guidance and access to prime reef spots known for their rich marine biodiversity. With a focus on safety and comfort, you’ll enjoy a hassle-free experience while exploring the underwater world.

Pretend that you and your friends are a pod of dolphins and leap over the waves of Key West during this small group jet ski adventure. Each jet ski can fit you plus one, which allows members of your group to alternate driving and riding the surf. This guided tour takes your group around the entire Key West island where you’ll see mangrove creeks full of wildlife and a former base of the U.S. Navy.

Soar up to 300ft above Key West for stunning panoramic views Enjoying a thrilling 10-15 minute parasailing experience Parasail with friends with the double, or triple flight options Safe and fun for ages 6 and up. Choose between two departure locations in Key West

Private Offshore Fishing on Sanctuary – 47 ft Hatteras Experience the thrill of offshore fishing in Key West aboard Sanctuary, our 47 ft Hatteras. Led by an expert Captain and mate, we’ll take you to the best deep-sea fishing spots for an unforgettable adventure. Target Top Game Fish: Reel in mahi-mahi, king mackerel, sailfish, tuna, and more using trolling and bottom fishing techniques. Tailored to You: Whether you're a seasoned angler or a beginner, we customize each trip to match your skill level. Choose from half-day (4 hours), full-day, or multi-day charters. Comfort & Safety: Enjoy spacious decks, premium gear, a clean restroom, and all essential safety equipment for a smooth trip. Book your private offshore fishing adventure today!

We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction. We provide half day 3/4 day and full day fishing charter excursions in key west florida. We catch almost every species of fsih key west has to offer, form the beginner to the expert we take everyone for a great day of fishing on the water.

Explore the only living barrier reef in America with Southpoint Divers on eco-friendly dive trips tailored for certified divers. Begin your day at your air-conditioned dive shop near the Hyatt Centric, where you’ll be equipped with top-of-the-line SCUBAPRO gear. Cruise past stunning views of Sunset Key and Fort Zachary Taylor Beach as you head to the reef. Dive into vibrant coral gardens teeming with tropical fish, turtles, and rays. With PADI-certified instructors ensuring safety and personalized attention in small groups, your underwater adventure also supports vital conservation efforts in the Florida Keys.

We make your first dive unforgettable with small groups, expert PADI instructors, and the best gear on the market - SCUBAPRO. We start you off in the pool to help build confidence and to shake the rust off. Then you will head to our air conditioned facility in downtown Key West. After a quick check-in process you’ll board our custom built dive boat, The Phoenix, conveniently docked across the street behind the Hyatt Centric Hotel. Safe, fun, eco-friendly, and outfitted with premium equipment, we can’t wait to get you back in the water!

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey

The USNS General Hoyt S. Vandenberg, a retired Air Force missile tracking ship, lies 160 feet beneath the waves, offering advanced certified divers an unparalleled underwater adventure. Explore its expansive 520-foot structure, where vibrant coral and diverse marine life thrive. Navigate through radar dishes, intricate passageways, and expansive decks, all teeming with fish, turtles, and majestic Goliath groupers. This signature dive in Key West promises unforgettable photo opportunities and a chance to witness the beauty of an artificial reef, making it a must for any experienced diver's bucket list.

If you’re stuck choosing between activities like snorkeling and jet skiing, then this exciting full day experience will let you have fun under the sun however you want. This water sports package gives you access to a dozen different aquatic activities. Race across the water on a jet ski or banana boat. Bounce on water trampolines or inflatable slides. Snorkel, parasail, and kayak to your desire while enjoying unlimited draft beer.