Top Key West Adventure Tours

See the Key West lagoons in a whole new way. Go on a nocturnal adventure with clear kayaks and LED lights that illuminate the surroundings so you can see underwater. A local guide takes you and a small group to the best spots for a unique and memorable marine life experience lasting about 90 minutes.

Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.

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.

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.

Navigate through the stunning Mangrove Tunnels on this engaging 2-hour kayak tour in Key West. Ideal for all ages and skill levels, this adventure allows you to explore diverse ecosystems while searching for fascinating wildlife like manatees, nurse sharks, and playful dolphins. Led by knowledgeable guides, every excursion provides a unique experience filled with insights about the local flora and fauna. With single and double kayaks available, gather your family or friends for an unforgettable journey through the mangroves. - Tour duration: 2 hours, suitable for ages 6 and up - Max group size of 35, ensuring a personalized experience - Spot wildlife including manatees, sea stars, and birds - Essential gear: sunscreen, water, and waterproof items recommended

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, giving you a unique view of tropical fish, seagrass beds, and vibrant marine life beneath you. Along the way, your guide will share fascinating insights into the local ecosystem and hidden gems of the Florida Keys. Perfect for couples, families, and adventurers looking to experience Key West like never before.

The coast of Key West is home to sea turtles, rays, lobsters, and dolphins—if you know where to look. On this small-boat cruise, visit sites known for dolphin sightings and enjoy snorkeling in the warm waters with the chance to spot tropical fish and a diverse array of marine life. Relax on the boat’s sundeck or beneath the shade with soft drinks and snacks, and admire the views as you cruise along the scenic sandbars.

Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees, and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.

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

Get ready to spend a half-day soaking up the sun and enjoying Key West’s diverse ecology during this fun sandbar and mangrove tour. Discover the backcountry waters and secluded sandbars around the busy island, all while sipping on cold drinks. This guided kayak ecotour takes you into the mangrove isles to spot dazzling marine life before heading to a sandy beach to knock back a few alcoholic or nonalcoholic beverages.

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.

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.

Immerse yourself in nature in Key West on this small-group guided safari snorkeling adventure. Captain your own mini speedboat through 28 miles (45 kilometers) of Florida backcountry waters of the Florida Keys. Swim and snorkel in crystal clear waters of Mud Key, and keep your eyes for wildlife such as dolphins, turtles, and ospreys.

Start your day with a soothing adventure aboard Island Girls Excursions' 53-foot catamaran. The Summertime Morning Swim is a family-friendly experience designed to immerse you in the stunning waters of Marathon, Florida. Cruise through crystal-clear waters, enjoying scenic views and the chance to spot dolphins and sea turtles. Once you reach your destination, dive into shallow turquoise waters, search for sand dollars, and soak up the natural beauty of the Keys. Perfect for families and friends, this excursion includes complimentary coffee, breakfast items, and comfortable onboard amenities. - Family-friendly catamaran excursion in the scenic Florida Keys - Spot dolphins, sea turtles, and rays during your cruise - Swim in shallow turquoise waters and search for sand dollars - Enjoy complimentary prepackaged breakfast items and beverages onboard

One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty of the Florida Keys. Paddle through tranquil mangroves where your expert guide highlights local wildlife and ecological wonders, from tropical bird habitats to vibrant sea turtles. This eco-friendly adventure is suitable for all skill levels, ensuring a relaxing time as you navigate the peaceful waterways. Discover hidden gems and soak in the lush surroundings, all while enjoying small group sizes for a personalized experience.

The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of the tours. Definitely one of the most exciting things about your kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!

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. 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. 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. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey

Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.

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 in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

Kayaking is a great way to experience the Florida Keys but your views are typically limited to what's above the surface of the water. This small-group tour provides clear kayaks that let you discover the underwater world as well. As you paddle, you just need to look below to spot starfish, tropical fish, nurse sharks, turtles, jellyfish and more.

A Sunset Cruise with a Twist aboard the Island Pearl Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set out on a relaxing evening cruise through the heart of Marathon as we share the rich history surrounding the Seven Mile Bridge, Pigeon Key, and other landmarks that shaped the Middle Keys, with relaxing island music to enhance the vibe. Bring your favorite beverage and toast the day as the sky glows with color over the island waters. There’s even a chance you’ll spot playful dolphins along the way! Whether you’re soaking in the history, the views, or just the laid-back Keys atmosphere, this cruise offers something special for everyone on board. This one-of-a-kind experience is quickly becoming a Florida Keys tradition for visitors who want to end their day with scenery, storytelling, and a truly memorable time on the water.

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Sparky’s Landing in Marathon, this relaxing cruise includes a complimentary champagne toast and seasonal local seafood appetizers such as fresh Florida stone crab or shrimp when in season, offering an authentic taste of the Keys. Our spacious 52’ catamaran provides a smooth, comfortable ride — perfect for couples, families, and small groups looking to unwind while taking in panoramic views of the surrounding waters. Enjoy island music, warm breezes, and vibrant sunset colors as the day fades into tropical paradise. Departure times adjust seasonally to align with the actual sunset, helping ensure the best possible experience on the water. Your confirmed departure time will be reflected in your booking confirmation.