Top Key West Extreme Sports

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.

Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour aboard a catamaran. Spend the day partaking in water sports such as parasailing, jet skiing, snorkeling, and riding on a Banana Boat. Sunbathe on the boat’s spacious deck, or just take in the sights of the Key West area. Drinks are included with your tour.

Key West is known for its postcard-perfect coastal scenery, from mangrove channels to turquoise waters—but shallow coastlines mean larger boats can’t get close to the action. On this hour-long jet-ski experience, enjoy close-up views of the region’s most stunning features as you skim right along the water. Forget following a guide in a single-file line—this immersive freestyle experience lets you explore freely.

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.

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 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.

It's the only full 2-hour jet ski tour in Key West — a longer, more complete ride than the 60–90-minute harbor loops other operators run. ✅ A full 2 hours and a 28-mile loop all the way around the island ✅ Yamaha WaveRunner VX skis — fast, stable, and comfortable ✅ 5–6 scenic stops, from the Southernmost Point to sandbars and wildlife areas ✅ Small-group or fully private options ✅ Local guides who share island history and insider tips

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.

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!

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

Explore the backcountry waters of Key West aboard a mini CraigCat boat on a guided eco-tour through mangroves, sandbars, and hidden islands. Designed for just two guests per vessel, this small-group experience offers a fun and easy way to discover shallow waterways and secluded spots that larger boats can't access. Combining adventure with coastal scenery, it's a unique way to see Key West from the water.

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.

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.

A thrilling 90-minute adventure awaits on the Premium Jet Ski Tour, departing from the Perry Hotel & Marina. This journey includes a scenic ride through the backcountry channels, leading to the stunning Boca Chica Sandbar. Enjoy up to 20 minutes in the shallow waters to swim and relax before an exhilarating return ride that includes an open-water stretch. With a maximum of six skis per tour and FWC-permitted guides, this experience promises a personal touch and expert guidance for both novice and experienced riders alike. Capture the moment with photos taken by your guide and sent to you afterward, ensuring memories of your Key West escape.

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!

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.

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.

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 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.

Most Key West jet ski trips lock you into a fixed route and a big group. This one doesn't — it's a private, freestyle hour where the ride is yours to shape. ✅ A private, flexible alternative to large guided group tours ✅ No set route — open the throttle, cruise, or stop to swim, your call ✅ A short guided escort out, then the open-water zone is yours ✅ Ideal for repeat riders, thrill-seekers, or anyone short on time If you want speed, sightseeing, or just space to play on your own terms, the freestyle ride gives you the freedom a guided tour can't.

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.

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 of Mexico. From sea to Ocean and back again. After your exhilarating 90-minute adventure, many guests celebrate their experience with a drink and the freshest seafood at the Stoned Crab Restaurant.